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1
Liu, Qi Mei, and Wan Xi Peng. "80°С-Based TD-GC/MS Analysis of Chemical Components from Branches of Cinnamomum camphora." Key Engineering Materials 480-481 (June 2011): 466–71. http://dx.doi.org/10.4028/www.scientific.net/kem.480-481.466.
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The analytical result by 80°С-based TD-GC/MS showed that 65 peaks were obtained from the helium volatiles from the fresh branches of Cinnamomum camphora and 60 chemical compounds were identified. The results showed that the main components were as: 1,3-Benzodioxole, 5-(2-propenyl)- (12.629%), Tricyclo[2.2.1.0(2,6)]heptane, 1,7-dimethyl-7-(4-methyl-3-pentenyl)-, (-)- (10.302%), 3-Cyclohexene-1-methanol, .alpha.,.alpha.4-trimethyl- (9.084%), Bicyclo[2.2.1] heptan-2-one, 1,7,7-trimethyl-, (1R)- (7.406%), Nerolidol (6.695%), Bicyclo[2.2.1]heptane, 2-methyl-3-methylene-2-(4-methyl-3-pentenyl)-, (1S-exo)- (6.017%), Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (.+/-.)- (4.885%), Bicyclo[3.1.1]hept-2-ene, 2,6-dimethyl-6-(4-methyl-3-pentenyl)- (4.680%), Naphthalene, 1,2,3,5,6,8a-hexahydro-4,7-dimethyl-1-(1-methylethyl)-, (1S-cis)- (4.139%), 3-Cyclohexen-1-ol, 4-methyl-1-(1-methylethyl)-, (R)- (3.538%), Copaene (2.749%), Bicyclo[2.2.1] heptan-2-ol, 1,7,7-trimethyl-, (1S-endo)- (2.643%), Acetic acid, 1,7,7-trimethyl-bicyclo [2.2.1]hept-2-yl ester (2.536%), Cyclohexane, bromo- (2.530%), 1,6,10-Dodecatriene, 7,11- dimethyl-3-methylene-, (E)- (1.725%), Naphthalene, 1,2,3,4,4a,5,6,8a-octahydro-7-methyl-4- methylene-1-(1-methylethyl)-, (1.alpha.,4a.beta.,8a.alpha.)- (1.265%), Bicyclo[4.4.0]dec-1-ene, 2-isopropyl-5-methyl-9-methylene- (1.174%), (-)-Isosativene (1.149%), 11-Tetradecen-1-ol acetate (1.118%), .alpha.-Cadinol (1.061%), etc. The analytical result suggested that the helium volatiles from the fresh branches of C. camphora could be used as industrial materials of biomedicines, spicery and food industry.
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Chandrima Debi and Vipin Parkash. "Influence of microbial bioinoculants on the accumulation of new phytocompounds in Oroxylum indicum (L.) Benth. ex Kurz." GSC Biological and Pharmaceutical Sciences 13, no. 3 (December 30, 2020): 228–43. http://dx.doi.org/10.30574/gscbps.2020.13.3.0413.
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The seedlings of Oroxylum indicum were inoculated with plant growth promoting microbes (PGPMs) mainly, Glomus mosseae, Trichoderma harzianum and Pseudomonas putida both alone and consortium. The GCMS analysis of the methanolic root extract of inoculated seedlings of O. indicum showed that seedlings treated with mixed consortium of mycorrhizal fungi, bacteria and fungus showed the presence of maximum number of phytocompounds. The GC-MS analysis of control seedlings showed presence of 55 compounds where three new compounds were found i.e. 2-Cyclobutene-1-Carboxamide; Tetradecanoic Acid, 10, 13-dimethyl-, methyl ester; 1-methylene-2b-hydroxymethyl-3, 3-dimethyl-4b-(3-methylbut-2-enyl)-cy. 53 compounds were found in seedlings treated with mycorrhizae i.e., Glomus mosseae, and three new compounds were found i.e., 1-Ethyl-2-Hydroxymethylimidazole; Octadecanoic Acid, 11-Methyl-, methyl ester; 4-Methyl-1, 4-Heptadiene. The seedlings treated with bacteria i.e. Pseudomonas putida showed the presence of 52 compounds and three new compounds were found i.e. Meso-4, 5-octanediol; 1-ethyl-2-hydroxymethylimidazole; 2, 5-cyclohexadiene-1, 4-dione, 2, 5-dihydroxy-3-methyl-6-(1-methylethyl) - . A total of 56 compounds were present in seedlings treated with fungus i.e. Trichoderma harzianum and five new compounds were found i.e. 2-CyclohexeN-1-one, 2-Butyl-3-Methoxy; Methyl 12, 13-Tetradecadienoate; Methyl 6, 9, 12-hexadecatrienoate; 1, 9-Decadiyne; 1, 4-Naphthalenedione. The seedlings treated with dual consortium of mycorrhizae and bacteria showed the presence of 88 compounds and five new compounds were found i.e., N-(1-Methoxycarbonyl-1-methylethyl)-4-methyl-2-aza-1,3-dioxane;1-ethyl-2 hydroxy methylimidazole; Methyl 8-methyl-nonanoate; Naphthalene, 1,2,3,4,4a,5,6,8a-octahydro-4a,8-dimethyl; Methyl 12,13-tetradecadienoate. 152 compounds were present in seedlings treated with dual consortium of mycorrhizal fungi and fungus and ten new compounds were found to be present i.e. 1,9-Decadiyne; 3,7,11-Trimethyl-3-hydroxy-6,10-dodecadien-1-yl acetate; 3-Heptyne, 7-chloro; 3-Methyl-4-(methoxycarbonyl) hexa-2,4-dienoic acid; Benzo[c]cinnolin-2-amine ; Tetradecanoic acid, 10,13-dimethyl-,Methyl ester; Cis,cis-4,6-octadienol; 2-Cyclohexen-1-one, 2-butyl-3-methoxy; Methyl 12,13-tetradecadienoate; 2-Aminopyridazino(6,1-b) quinazolin-10-one. A total of 36 compounds were present in seedlings treated with dual consortium of bacteria and fungi and two new compounds were found i.e. [1,4] Dioxino [2,3-b]-1,4-dioxin, hexahydro-2,3,6,7 ; 1-Ethyl-2-hydroxymethylimidazole. The seedlings inoculated with mixed consortium of mycorrhizae, bacteria and fungus showed the presence of 213 compounds and fourteen new compounds were found i.e. 3,7,11-Tridecatrienenitrile, 4,8,12-Trimethyl; 1,9-Decadiyne; 2,6,10,14,18,22-Tetracosahexaene, 2,6,10,15,19,23-Hexamethyl-, (ALL-E) ; 1-Methylene-2b-hydroxymethyl-3,3-dimethyl-4b-(3-methylbut-2-enyl)-cy; 1,9-Decadiyne, Cyclobutane, 1,2-bis(1-methylethenyl)-, trans-, 3,7,11-Trimethyl-3-hydroxy-6,10-dodecadien-1-yl acetate, 5-Hydroxy-4-hydroxymethyl-1-(1-hydroxy-1-isopropyl)cyclohex-3-ene, 5,8,11,14-Eicosatetraenoic acid, methyl ester, (all-z)-, 1-Cyclohexyl-2-buten-1-ol (c,t) , 1-Oxetan-2-one, 4,4-diethyl-3-methylene-, Tetradecanoic acid, 10,13-dimethyl-, methyl ester, 2-Cyclohexen-1-one, 2-butyl-3-methoxy-, Methyl 12,13-tetradecadienoate, Heptacosanoic acid, 25-methyl-, methyl ester Hexadecanoic Acid, Methyl Ester; 2-Chloroethyl Linoleate; 9,12-Octadecadienoic Acid, Methyl Ester, (E,E); Butanoic acid, methyl ester; 4A,5,6,7,8,8A(4H) HexahydroBenzopyran-3-Carboxamide, 8A-Methoxy-4A-M,; Octadecanoic acid; Farnesene; Squalene; Myrcene; Naphthalene; Tetradecanoic Acid, Methyl Ester; Octadecanoic Acid, Methyl Ester; 1H-Cycloprop[E] Azulene, Decahydro-1,1,4,7-Tetramethyl-, [1AR-(1A].Alph ; Cyclohexane, 1-methyl-4-(1-methylethenyl)-, trans (Elemene); Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (s)- (Limonene); were found to be present in this treatment.
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Taghavi-Moghadam, Shahriyar, Rüdiger Stumpf, Helmut Fischer, and Wolfgang Pfleiderer. "Facile Synthesis of 6-Aryl-1,3-dimethyl-5H-pyrimido[4,5-b][1,4]diazepine-2,4(1H,3H)-diones." Collection of Czechoslovak Chemical Communications 64, no. 2 (1999): 313–20. http://dx.doi.org/10.1135/cccc19990313.
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A facile procedure for the preparation of 6-aryl-1,3-dimethyl-5H-pyrimido[4,5-b][1,4]diazepine2,4(1H,3H)-diones 8, 9 from 6-amino-5-arylideneamino-1,3-dimethyluracils 1, 2 and triethyl orthoacetate (3) in a two-step reaction via 6-aryl-8-ethoxy-6,7-dihydro-1,3-dimethyl-5H-pyrimido[4,5-b][1,4]diazepine-2,4(1H,3H)-diones 6, 7 is described. Condensation of 1 with diethoxymethyl acetate (10) resulted in the formation of (1,3-dimethyl-2,6-(1H,3H)-dioxopurin-7-yl)(phenyl)methyl acetate (11) and a small amount of 1,3-dimethyl-6-phenylpyrazino[2,3-d]pyrimidine-2,4(1H,3H)-dione (12). The structures of 6 and 11 were unambiguously confirmed by single-crystal X-ray diffraction analysis.
4
Apponyi, M. A., J. H. Bowie, B. W. Skelton, and A. H. White. "Model Compounds Related to Saquayamycin. Attempts to Oxygenate the A/B Ring Junction." Australian Journal of Chemistry 55, no. 5 (2002): 343. http://dx.doi.org/10.1071/ch02040.
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The aim of this project was to attempt to find a method for introducing the cis-dihydroxyl substitution at the A/B-ring junction of model compounds related to the saquayamycins. The Diels-Alder reactions of maleic anhydride and bromomaleic anhydride with 5,5-dimethyl-3-vinylcyclohexa-1,2-dienyl acetate gave the two required endo-adducts in good yield, namely (octahydrobenzo[e]isobenzofuran-9-yl acetate (6) and (octahydrobenzo[e]isobenzofuran-9-yl acetate (9). Each of these was converted into the B-ring mono-epoxide, namely (H-benzo[e]oxireno-2,3-furan-1-yl acetate (7) and a mixture of two racemic diastereoisomers of 9a-bromo-3,3-dimethyl-7,9-dioxoperhydrobenzo[e]oxi- reno[2,3-f]isobenzofuran-1-yl acetate (12), respectively. It was then hoped to deprotonate both (7) and (12) at the 9a position in order to effect migration of the 8,9 double bond to the 9,9a position. Reaction of (7) with a mild base (pyridine) did not effect any reaction. Similar treatment of (12) did remove the 9a proton, but it also effected ring opening of the epoxide, followed by dehydration and dehydrobromination to give an excellent (but unwanted) yield of the aromatized system (±)-7,7-dimethyl-1,3-dioxo-1,3,5,7-tetrahydrobenzo (e]isobenzofuran-9-yl acetate. Dehydrobromination of (9), and deprotonation of the 9a position, similarly formed the aromatic system (e]isobenzofuran-9-yl acetate (11) in good yield.
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Belmar, J., J. Téllez, J. Baeza, and J. Freer. "Synthesis of E-9-Dodecen-1-yl Acetate Using Organomanganese Reagents." Zeitschrift für Naturforschung B 55, no. 7 (July 1, 2000): 583–86. http://dx.doi.org/10.1515/znb-2000-0705.
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The Grignard reagent obtained from 2-(6-bromohexyloxy)-tetrahydropyrane, by treatment with anhydrous manganese(II) chloride was transformed to the corresponding organomanganese reagent, which was coupled with E-1-bromo-3-hexeneby treatment with anhydrous manganese chloride. Further deprotection and acetylation furnished E-9-dodecen-1-yl acetate. A second procedure involved the coupling of E-3-hexenylmanganese bromide and 6-bromohexyl acetate. Coupling reactions were carried out at 0 °C, using tetrahydrofurane and N-methylpyrrolidone as co-solvent.
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Kepert, Cameron J., Lu Wei-Min, Peter C. Junk, Brian W. Skelton, and Allan H. White. "Structural Systematics of Rare Earth Complexes. X (‘Maximally’) Hydrated Rare Earth Acetates." Australian Journal of Chemistry 52, no. 6 (1999): 437. http://dx.doi.org/10.1071/ch98041.
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Extension/augmentation of preexisting work carried out in respect of room-temperature single-crystal X-ray structural characterization of trivalent rare earth acetates, crystallized as ‘maximal’ hydrates, Ln(ac)3.x H2O, from aqueous solution under local ambience, suggests the following array to be prevalent: For Ln = La(-)Pr: triclinic P 1 sesquihydrate, i.e. x = 1½, a ≈ 13·4, b ≈ 10·1, c ≈ 8·6 Å, α ≈ 75·6, β ≈ 103·8, γ ≈ 92·8°, Z = 4 mononuclear f.u., conventional R on |F| for Ln = La, Ce, here, being 0·043, 0·058 for No 3199, 4442 independent ‘observed’ (I > 3σ(I)) diffractometer reflections respectively; the complexes have the form of a two-dimensional polymer, in the ac plane, the dominant motif being a chain of lanthanoid atoms of two types linked by acetate bridges along a ... Ln(1)Ln(2)Ln(2)Ln(1)Ln(1)Ln(2) ... with further acetates cross-linking the Ln(1) in the c dimension. For Ln = (Ce(-))Nd: monoclinic P 21/c monohydrate, a ≈ 8·4, b ≈ 8·0, c ≈ 15·0 Å, β ≈ 94°, Z = 4 mononuclear f.u., for the present determinations R were 0·024, 0·044 for No 2019, 2600, the structure being a one-dimensional polymeric form with acetate bridges. For Ln = Sm(-)Lu, (i.e. implicitly with intermediate Ln): triclinic P1 tetrahydrate, a ≈ 10·4, b ≈ 9·2, c ≈ 8·8 Å, α ≈ 118, β ≈ 114, γ ≈ 92°, Z = 2 mononuclear f.u., R were 0·035, 0·030 for No 4583, 4678, the complexes being acetate-bridged dimers. It is of interest that, through the three series, the variation in the degree of hydration is not monotonic. Determinations are also recorded for a pair of crystalline compounds obtained during the attempted crystallization of europium(III) acetate hydrate from aqueous solution acidified with acetic acid (Hac), supporting their formulation as entailing the formation of mixed water/acetic acid solvates Eu(ac)3.2H2O.Hac and Eu(ac)3.H2O.2½Hac, i.e. [Eu2(ac)6(OH2)4].2Hac and [Eu2(ac)6(OH2)2(Hac)2].3Hac with common binuclear cores in which a pair of unidentate water molecule ligands in the former is replaced by a pair of unidentate acetic acid ligands in the latter with relatively minor geometrical change. The former array is rhombohedral R3, a 26·865(7), c 10·328(3) Å (hexagonal setting), Z = 9 binuclear units, isomorphous with the previously reported samarium analogue, and the latter triclinic P1, a 14·131(5), b 8·919(4), c 8·582(3) Å, α 65·41(3), β 84·72(3), γ 84·27(3)°, Z = 1 binuclear unit, R 0·046, 0·051 for No 1700, 2553. An interesting double salt, trisodium hexakis(acetato)ytterbate(III) tetrahydrate, Na3[Yb(ac)6].4H2O, is monoclinic, C2/c, a 13·139(3), b 13·936(2), c 26·030(2) Å , β 91·10(1)°, Z = 8, R 0·053 for No 3467. The eight-coordinate (YbO8) environment is comprised of oxygen atoms from a pair of O,O′-chelating and four unidentate acetate moieties.
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Journal, Baghdad Science. "Synthesis and characterization of some heterocyclic including oxazoles,Thiazoles, Pyridazines, phthalizines and Pyrazoles with evaluating of biological activity." Baghdad Science Journal 10, no. 3 (September 1, 2013): 818–27. http://dx.doi.org/10.21123/bsj.10.3.818-827.
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A series of new compounds including p-bromo methyl pheno acetate [2]. N-( aminocarbonyl)–p-bromo pheno acetamide [3] , N-( aminothioyl) -p-bromo phenoacetyl amide [4], N-[4-(p-di phenyl)-1,3-oxazol-2-yl]-p-bromopheno acetamide [5],N-[4-p-di phenyl]-1,3-thiazol-2-yl-p-bromo phenoacet amide [6], p-bromopheno acetic acid hydrazide [7] , 1-N-(p-bromo pheno acetyl)-1,2-dihydro-pyridazin-3,6- dione [8], 1-N-(p-bromo pheno acetyl)-1,2-dihydro-phthalazin-3,8- dione[ 9], 1-(p-bromo pheno acetyl)-3-methylpyrazol-5-one [10] and 1-(p-bromo phenol acetyl)- 3,5-dimethyl pyrazole [11] have been synthesized. The prepared compounds were characterized by m.p.,FT-IR and 1H-NMR spectroscopy. Also ,the biological activity was evaluated .
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Sejbal, Jan, Martina Homolová, Iva Tišlerová, and Václav Křeček. "Preparation and Conformational Analysis of 1,2-Seco Derivatives of 19β,28-Epoxy-18α-oleanane." Collection of Czechoslovak Chemical Communications 65, no. 8 (2000): 1339–56. http://dx.doi.org/10.1135/cccc20001339.
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Oxidation of 19β,28-epoxy-18α-oleanan-3-one (1) with chromium(VI) oxide in acetic acid leads to the formation of the 1β,3β;19β,28-diepoxy-3-hydroxy-1,2-seco-18α-oleanano- 2,1α-lactone (2). Its structure follows from spectral data, molecular modelling. Lactone 2 was converted to its acetate 3, methyl 19β,28-epoxy-1,3-dioxo-1,2-seco-18α-oleanan-2-oate (4) and to the stereoisomers at C(3) of methyl 1,3;19β,28-diepoxy-1-oxo-1,2-seco-18α-oleanan-2-oate (6 and 7) and dimethyl 19β,28-epoxy-3-hydroxy-1,2-seco-18α-oleanan-1,2-dioate (8 and 9). Lactone 2 reacts slowly with diazomethane which is indicative for its equilibrium with a small amount of free acid. Alkaline hydrolysis of compound 2 leads to compounds 8 and 9; the reaction involves hydride transfer of a Cannizzaro reaction type. A high rotational barriers were found in compounds 8 and 9. A combination of NMR methods and molecular modelling revealed that most sterically hindered bond in both compounds is the C(1)-C(10) single bond.
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Afsah, E. M., M. Hammouda, H. Zoorob, M. M. Khalifa, and M. T. Zimaity. "Mannich Reaction with 1 ,3 - Indandione Phenylhydrazones." Zeitschrift für Naturforschung B 45, no. 1 (January 1, 1990): 80–82. http://dx.doi.org/10.1515/znb-1990-0115.
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Abstract Mannich reaction of 1,3-indandione-1-phenylhydrazone (1) or 1,3-diphenylhydrazone (5) withmorpholine or piperazine gave the Mannich base-phenylhydrazone 2 and 3 or the diphenylhydrazone6 and 7, respectively. Whereas, such reaction with 1 or 5 using primary amines affordedthe indeno[2,1-ƒ]-1,2,4-triazepin-6(2H)-one (4) or its 6-phenylhydrazone (8), respectively.Treatment of 5 with ammonium acetate and formalin afforded 9. The indeno[1,2-ƒ]-1,2,4,5-tetrazepin-10(2H)-one (11) was obtained from the 1,2-diphenylhydrazone 10 and formaldehyde.
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Wei, X. Y., and D. J. Triggle. "Ca2+ channel ligand sensitive responses to the phorbol ester 12-O-tetradecanoylphorbol 13-acetate in vascular smooth muscle." Canadian Journal of Physiology and Pharmacology 64, no. 12 (December 1, 1986): 1489–96. http://dx.doi.org/10.1139/y86-251.
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The action of a tumor-promoting phorbol ester, 12-O-tetradecanoylphorbol 13-acetate (TPA), on isolated rat aortic and tail artery strips has been characterized. TPA (10−9 – 10−7 M) produced a graded contraction developing maximum tension over 30–40 min. The contraction was irreversible and was not relaxed by prolonged washing with physiologic saline. Relaxation occurred upon washing with Ca2+-free saline but readdition of Ca2+ restored response. TPA was without significant effect in rat tail arteries in physiologic saline but produced responses in saline containing elevated K+ (15 mM). The protein kinase C inhibitor, CP-46,665-1 (4-aminomethyl-1-[2,3-(di-n-decyloxy)n-propyl]-4-phenylpiperidine dihydrochloride) (5 × 10−5 M), blocked the response to TPA but was without effect on responses to Bay K 8644 (2,6-dimethyl-3-carbomethoxy-5-nitro-4-(2-trifluoromethylphenyl) 1,4-dihydropyridine), KCl, phenylephrine, and B-HT 920 (6-allyl-2-amino-5,6,7,8-tetrahydro-4H-thiazolo[4,5-d]azepin dihydrochloride). The calcium channel antagonist nifedipine and its analogue, 2,6-dimethyl-3,5-dicarbomethoxy-4-(3-cyanophenyl)-1,4-dihydropyridine, inhibited TPA responses with IC50 values of 9.28 × 10−9 and 1.96 × 10−7 M, respectively. Responses to Bay K 8644 in rat aorta were maximum in the presence of elevated KCl (10 mM), but TPA at concentrations of 10−9 and 3 × 10−9 M potentiated responses to Bay K 8644 in physiologic saline to levels approximating those in elevated K+ saline. TPA similarly potentiated responses to Ca2+ in Ca2+-free solution. In the presence of TPA, 10−8 and 3 × 10−8 M, responses to Ca2+ in nondepolarizing saline were potentiated to levels seen under depolarizing conditions. The present results suggest a relationship between protein kinase C and Ca2+ channel activation. However, alternative possibilities, including enhancement of the Ca2+ sensitivity of the contractile apparatus, may also contribute to the observed effects.
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Dabovic, Milan, Ivanka Petrovic, Natalija Krstic, and Ljubinka Lorenc. "Peracids oxidation of cholesta-5,8-dien-3β-yl acetate." Journal of the Serbian Chemical Society 65, no. 11 (2000): 769–72. http://dx.doi.org/10.2298/jsc0011769d.
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Expoxidation of cholesta-5,8-dien-3?-yl acetate (1) with peracids takes place preferentially at the more highly substituted ?8-olefinic double bond to give: (a) with monoperphthalic acid, 8?,9?-epoxycholest-5-en-3?-yl acetate (2) (in 39 % yield) and 9?-hydroxy-5?,6?-epoxycholest-8(14)-en-3?-yl acetate (3) (in 30 % yield); and (b) with m-chloroperbenzoic acid, the 8?,9?-epoxide 2 (64 %) and 5?,6?-epoxy derivative 3 (20%). Some chemical transformations of the obtained epoxides are described.
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Chang, Hao-Chiun, Shih-Wei Wang, Chin-Yen Chen, Tsong-Long Hwang, Ming-Jen Cheng, Ping-Jyun Sung, Kuang-Wen Liao, and Jih-Jung Chen. "Secoiridoid Glucosides and Anti-Inflammatory Constituents from the Stem Bark of Fraxinus chinensis." Molecules 25, no. 24 (December 14, 2020): 5911. http://dx.doi.org/10.3390/molecules25245911.
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Qin Pi (Fraxinus chinensis Roxb.) is commercially used in healthcare products for the improvement of intestinal function and gouty arthritis in many countries. Three new secoiridoid glucosides, (8E)-4′′-O-methylligstroside (1), (8E)-4′′-O-methyldemethylligstroside (2), and 3′′,4′′-di-O-methyl-demethyloleuropein (3), have been isolated from the stem bark of Fraxinus chinensis, together with 23 known compounds (4–26). The structures of the new compounds were established by spectroscopic analyses (1D, 2D NMR, IR, UV, and HRESIMS). Among the isolated compounds, (8E)-4′′-O-methylligstroside (1), (8E)-4′′-O-methyldemethylligstroside (2), 3′′,4′′-di-O-methyldemethyloleuropein (3), oleuropein (6), aesculetin (9), isoscopoletin (11), aesculetin dimethyl ester (12), fraxetin (14), tyrosol (21), 4-hydroxyphenethyl acetate (22), and (+)-pinoresinol (24) exhibited inhibition (IC50 ≤ 7.65 μg/mL) of superoxide anion generation by human neutrophils in response to formyl-L-methionyl-L-leuckyl-L-phenylalanine/cytochalasin B (fMLP/CB). Compounds 1, 9, 11, 14, 21, and 22 inhibited fMLP/CB-induced elastase release with IC50 ≤ 3.23 μg/mL. In addition, compounds 2, 9, 11, 14, and 21 showed potent inhibition with IC50 values ≤ 27.11 μM, against lipopolysaccharide (LPS)-induced nitric oxide (NO) generation. The well-known proinflammatory cytokines, tumor necrosis factor-alpha (TNF-α) and interleukin 6 (IL-6), were also inhibited by compounds 1, 9, and 14. Compounds 1, 9, and 14 displayed an anti-inflammatory effect against NO, TNF-α, and IL-6 through the inhibition of activation of MAPKs and IκBα in LPS-activated macrophages. In addition, compounds 1, 9, and 14 stimulated anti-inflammatory M2 phenotype by elevating the expression of arginase 1 and Krüppel-like factor 4 (KLF4). The above results suggested that compounds 1, 9, and 14 could be considered as potential compounds for further development of NO production-targeted anti-inflammatory agents.
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Handley, Jackie T., and Adrian J. Blackman. "Monocyclic Diterpenes from the Marine Alga Caulerpa trifaria (Chlorophyta)." Australian Journal of Chemistry 53, no. 1 (2000): 67. http://dx.doi.org/10.1071/ch99171.
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Four novel monocyclic diterpenes (1E,6E)-3-[(E)-acetoxymethylidene]-7-methyl-9-(2,6,6-trimethylcyclohex-2-enyl)nona-1,6-dienyl acetate (5), (E)-2-[(E)-4-methyl-6-(2,6,6-trimethylcyclohex-2-enyl)hex-3-enyl]but-2-enedial (6), (2Z,6E)-3-acetoxymethyl-7-methyl-9-(2,6,6-trimethylcyclohex-2-enyl)nona-1,6-dienyl acetate (7) and (2E,6E)-3-formyl-7-methyl-9-(2,6,6-trimethylcyclohex-2-enyl)nona-2,6-dienyl acetate (8) and the known compounds (1)–(4) have been isolated from the Tasmanian green alga Caulerpa trifaria.
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Kepert, Cameron J., Lioubov I. Semenova, Lu Wei-Min, Brian W. Skelton, and Allan H. White. "Structural Systematics of Rare Earth Complexes. XII Solvated 1 : 1 Adducts of Some Lanthanoid(III) Carboxylates with 1,10-Phenanthroline and 2,2′:6′,2″-Terpyridine." Australian Journal of Chemistry 52, no. 6 (1999): 481. http://dx.doi.org/10.1071/ch98043.
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A room-temperature single-crystal X-ray structure determination of the 1 : 1 adduct of 1,10-phenanthroline (`phen") with lutetium(III) acetate (as its dihydrate) is recorded. Crystals are triclinic, P 1, a 12·430(8), b 10·681(4), c 8·134(8) Å, α 74·76(6), β 84·81(7), γ 74·29(4)°, Z = 2 f.u.; conventional R on |F| was 0·031 for No 3939 independent ‘observed’ (I > 3σ(I)) diffractometer reflections. The complex [(N,N′-phen)(O,O′-ac)Lu(O-ac-O′)4Lu(O,O′-ac)(N,N′-phen)].2H2O is binuclear, the lutetium being eight-coordinated by bidentate phen and ac (acetate) ligands and four oxygen atoms from the bridging acetate ligands. Also recorded is the structural characterization of 1 : 1 Lu(ac)2Cl/tpy (tpy = 2,2′:6′,2″-terpyridine) as its pentahydrate; this complex is triclinic, P 1, a 12·410(3), b 11·559(4), c 9·976(4) Å, α 85·19(3), β 70·30(3), γ 65·70(2)°, Z = 2, R 0·049 for No 4717. The complex is shown to be [(tpy)(H2O)2Lu(O2CCH3)2]Cl.3H2O, with the lutetium nine-coordinated by tridentate tpy, a pair of bidentate acetates and two unidentate water molecules, with the chloride uncoordinated. Structural characterizations of a number of 1 : 1 adducts of variously solvated lanthanoid(III) trichloroacetates, Ln(tca)3, with tpy are also recorded. Yb(tca)3/tpy/MeOH (1 : 1 : 1) is triclinic, P 1, a 14·016(4), b 12·951(5), c 9·604(3) Å, α 73·89(3), β 76·56(3), γ 69·20(3)°, Z = 2 f.u., R 0·057 for No 4465. The complex is mononuclear, the eight-coordinate N3YbO5 array containing tridentate tpy, unidentate methanol, and two unidentate and one bidentate chelating anions. 1 : 1 : 1 Ln(tca)3/tpy/OH2 adducts for Ln = La(-)Nd are triclinic, P 1, a ≈ 13·4, b ≈ 12·47, c ≈ 11·5 Å, α ≈ 114·5, β ≈ 89·9, γ ≈ 115·6°, Z = 1 binuclear array, R 0·061, 0·071 for No 3240, 2394. The two Ln atoms are O,O′-bridged by a pair of anions, the N3LnO6 nine-coordinate lanthanoid environment being completed by a tridentate tpy, one water, one unidentate and one bidentate anion. A 1 : 1 : 1 Lu(tca)3/tpy/OH2 array, by contrast, is triclinic, P 1, a 16·569(8), b 14·815(5), c 14·375(6) Å, α 62·05(3), β 81·35(4), γ 77·97(3)°, Z = 4 ‘mononuclear’ f.u., R 0·067 for No 6710. The array, remarkably, contains species of both of the above types in a 1 : 2 binuclear-to-mononuclear ratio, but with water replacing methanol in the mononuclear array.
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Falsone, G., F. Cateni, M. M. De Nardo, and M. M. Darai. "Synthesis of 3-Alkylcoumarins and 3-Alkyl-α,β-unsaturated δ-Lactones from 3-Diethylphosphonocoumarins, 3-Diethylphosphonolactones and Aldehydes." Zeitschrift für Naturforschung B 48, no. 10 (October 1, 1993): 1391–97. http://dx.doi.org/10.1515/znb-1993-1014.
Full textAbstract:
The treatment of salicylaldehyde 1 and derivatives 2-4 with triethyl phosphonoacetate 5 in refluxing toluene using piperidine acetate and β-alanine affords 3-diethyl phosphonocoumarins 6-9. By hydrogenation of the compounds 6-9, 3-diethylphosphono-3,4-dihydrocoumarins 10-13 have been obtained. The compounds 10-13 react with the aromatic aldehydes 14-18, under Wittig-Horner conditions, to give 3-alkyl-coumarins 19-24 in satisfactory yields. The reaction of 3-diethyl-phosphonolactones 25, 26 with isatin 27 and 5-bromoisatin 28, under similar reaction conditions, leads to 3-alkyl-α,β-unsaturated δ-lactones 29-31
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Kazakova, G. K., T. V. Safronova, and T. B. Shatalova. "Ceramics based on powders synthesized from ammonium hydrophosphate and acetates of calcium and magnesium." Materials Science, no. 4 (April 20, 2021): 33–40. http://dx.doi.org/10.31044/1684-579x-2021-0-04-33-40.
Full textAbstract:
Ceramics the phase composition of which included tricalcium phosphate, calcium magnesium ortophosphate and magnesium pyrophosphate has been produced from nanosized powders synthesized by chemical deposition from 1M aqueous solutions of ammonium hydrogen phosphate and calcium and / or magnesium acetates. According to XRD analysis the phase composition of the powder synthesized from calcium acetate included calcium hydroxyapatite Ca5(PO4)3(OH), octacalcium phosphate Ca8H2(PO4)6·5H2O and brushite CaHPO4·2H2O. The phase composition of the powder synthesized from magnesium acetate included struvite MgNH4PO4·6H2O. And the phase composition of the powder synthesized from solution containing calcium and magnesium acetates at the cation ratio Са: Mg = 9: 1 included hydroxyapatite Ca5(PO4)3(OH), whitlockite Ca18Mg2H2(PO4)14, and struvite MgNH4PO4·6H2O. Ceramic materials containing the bioresorbable and biocompatible phases of calcium and / or magnesium phosphates can be used to make bone implants for treatment of bone tissue defects. Keywords: tricalcium phosphate, calcium magnesium orthophosphate, magnesium pyrophosphate, whitlockite, octacalcium phosphate, hydroxyapatite, brushite, struvite, ceramics.
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Oreilly, EJ, G. Smith, CHL Kennard, and TCW Mak. "Metal Phenoxyalkanoic Acid Interactions. XXV. The Crystal Structures of (2-Formyl-6-Methoxyphenoxy)Acetic Acid and Its Zinc(II) Complex and the Lithium, Zinc(II) and Cadmium(II) Complexes of (2-Chlorophenoxy)Acetic Acid." Australian Journal of Chemistry 40, no. 7 (1987): 1147. http://dx.doi.org/10.1071/ch9871147.
Full textAbstract:
The crystal structures of (2-formyl-6-methoxyphenoxy)acetic acid (1), diaquabis [(2-formyl-6-methoxyphenoxy) acetato ]zinc(11) (2), tetraaquabis [(2-chlorophenoxy) acetato ]zinc(11) (3), triaquabis [(2-chlorophenoxy) acetato ]cadmium(11) dihydrate (4) and lithium (2-chloro- phenoxy )acetate 1.5 hydrate (5) have been determined by X-ray diffraction. The acid (1) forms centrosymmetric hydrogen-bonded cyclic dimers [O…0, 2.677(6) �] which are non-planar. Complex (2) is six-coordinate with two waters [Zn- Ow , 1.997(2) �] and four oxygens from two asymmetric bidentate carboxyl groups [Zn-O, 2.073, 2.381(2) �] completing a skew trapezoidal bipyramidal stereochemistry. Complex (5) is also six-coordinate but is octahedral, with two trans-related unidentate carboxyl oxygens [mean Zn-O, 2.134(9) �] and four waters [mean Zn-O, 2.081(9) �]. The seven-coordinate complex (4) has crystallographic twofold rotational symmetry relating two :symmetric bidentate acid ligands [ Cd -O, 2.26, 2 48(:) �] and two waters [ Cd -O, 2.34(2) �] while the third water lies on this axis [ Cd -O, 2.27(2) �]. In contrast to the monomers (2)-(4), complex (5) is polymeric with tetrahedral lithium coordinated to one water and three carboxylate oxygens [mean Li-0, 1.95(1) �]. The essential conformation of the free acid is retained in complexes (2), (3) and (4) but in (5), it is considerably changed.
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Oyarzabal, Itziar, Estitxu Echenique-Errandonea, Eider San Sebastián, Antonio Rodríguez-Diéguez, José Manuel Seco, and Enrique Colacio. "Synthesis, Structural Features and Physical Properties of a Family of Triply Bridged Dinuclear 3d-4f Complexes." Magnetochemistry 7, no. 2 (February 5, 2021): 22. http://dx.doi.org/10.3390/magnetochemistry7020022.
Full textAbstract:
New dinuclear MII-LnIII complexes of general formulas [Cu(µ-L)(µ-OAc)Ln(NO3)2]·CH3CN·H2O (LnIII = Gd (1), Tb (2), Dy (3) and Er (4)), [Ni(CH3CN)(µ-L)(µ-OAc)Ln(NO3)2]·CH3CN (LnIII = Nd (5), Gd (6), Tb (7), Dy (8), Er (9) and Y (10)) and [Co(CH3CN)(µ-L)(µ-OAc)Ln(NO3)2]·CH3CN (LnIII = Gd (11), Tb (12), Dy (13), Er (14) and Y (15)) were prepared from the compartmental ligand N,N′-dimethyl-N,N′-bis(2-hydroxy-3-formyl-5-bromo-benzyl)ethylenediamine (H2L). In all these complexes, the transition metal ions occupy the internal N2O2 coordination site of the ligand, whereas the LnIII ions lie in the O4 external site. Both metallic ions are connected by an acetate bridge, giving rise to triple mixed diphenoxido/acetate bridged MIILnIII compounds. Direct current (dc) magnetic measurements allow the study of the magnetic exchange interactions between the 3d and 4f metal ions, which is supported by density functional theory (DFT) theoretical calculations for the GdIII-based counterparts. Due to the weak ferromagnetic exchange coupling constants obtained both experimentally and theoretically, the magneto-thermal properties of the less anisotropic systems (compounds 1 and 6) are also studied. Alternating current (ac)magnetic measurements reveal the occurrence of slight frequency dependency of the out-of-phase signal for complexes 8, 9 and 13, while complex 15 displays well-defined maximums below ~6 K.
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Savic, Marina, Katarina Penov-Gasi, Marija Sakac, Dimitar Jakimov, and Evgenija Djurendic. "Synthesis and antiproliferative activity of some A- and B modified D-homo lactone androstane derivatives." Acta Periodica Technologica, no. 44 (2013): 289–300. http://dx.doi.org/10.2298/apt1344289s.
Full textAbstract:
An efficient synthesis of several A- and B-modified D-homo lactone androstane derivatives from 3?-hydroxy-17-oxa-D-homoandrost-5-en-16-one (1) is reported. 17-Oxa-Dhomoandrost- 4-ene-3,16-dione (2), obtained by the Oppenauer oxidation of compound 1, was converted via the unstable intermediate 3,16-dioxo-4,17-dioxa-D-homoandrostane- 5?-carboxaldehyde (3) to 17-oxa-D-homo-3,5-seco-4-norandrostan-5-one-3-carboxylic acid (4), which was also obtained directly from compound 2. Compound 1 was acetylated to give 17-oxa-D-homoandrost-5-en-16-on-3?-yl acetate (5) which was then oxidized with chromium(VI)-oxide in 50% acetic acid or with meta-chlorperbenzoic acid and chromium(VI)-oxide to yield compounds 6-8 and 5?-hydroxy-17-oxa-D-homoandrostane- 6,16-dion-3?-yl acetate (9), respectively. The oximination of compound 9 gave a mixture of 6(E)-hydroximino-5?-hydroxy-17-oxa-D-homoandrostan-16-on-3?-yl acetate (10) and 6(Z)-hydroximino-5?-hydroxy-17-oxa-D-homoandrostan-16-on-3?-yl acetate (11), the hydrolysis of which gave 6(E)-hydroximino-3?,5?-dihydroxy-17-oxa-D-homoandrostan- 16-one (12) and 6(Z)-hydroximino-3?,5?-dihydroxy-17-oxa-D-homoandrostan-16-one (13). 6-Nitrile-17-oxa-5,6-seco-D-homoandrostane-5,16-dion-3?-yl acetate (14) was obtained under the Beckmann fragmentation of compounds 10 and 11. Only pure and stable compounds (1, 2, 4, 5, 9 and 14) were tested in vitro on six malignant cell lines (MCF-7, MDA-MB-231, PC-3, HeLa, HT-29, K562) and one non-tumor MRC-5 cell line. Significant antiproliferative activity against MDA-MB-231 cells showed compounds 1, 5 and 9, while compound 2 exhibited a strong antiproliferative activity. Only compound 14 showed weak antiproliferative activity against MCF-7 cells. All tested compounds were not toxic on MRC-5 cells, whereas Doxorubicin was highly toxic on these cells.
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Weni, Mustika, Mega Safithri, and Djarot Sasongko Hami Seno. "Molecular Docking of Active Compounds Piper crocatum on the A-Glucosidase Enzyme as Antidiabetic." Indonesian Journal of Pharmaceutical Science and Technology 7, no. 2 (July 11, 2020): 64. http://dx.doi.org/10.24198/ijpst.v7i2.21120.
Full textAbstract:
Ethanol extract of Piper crocatum leaves has inhibitory activity of α-glucosidase enzyme. Ethyl acetate fraction from Piper crocatum leaves has the highest antioxidant activity. Previous research has provided information that the ethyl acetate fraction of Piper crocatum leaves has an inhibition of α-glucosidase containing 6XO32ZSP1D, Ethyl L-serinate hydrochloride compound, Schisandrin B compound, Columbin compound, 4- (4-methoxy-phenylamino) -2 compound, 3-dihydro-1H-4a, 9-diazacyclopenta (b) fluorine-10-carbonitrile, compound 6-Amino-4- [3- (benzyloxy) phenyl] -3-tert-butyl-2,4-dihydropyrano [2, 3-c] pyrazole-5-carbonitrile, compound 4 - {{4.6-Bis [(3R, 5S) -3,5-diamino-1-piperydinyl] -1,3,5-triazine-2-yl} amino) benzenesulfonamide and compound 1.1 '- (1,4-butanediyl) bis {2,6-dimethyl-4 - [(3-methyl-1,3-benzothiazol-2 (3H) ylidene) methyl] pyridinium. This study aims to study the interaction between bioactive compounds contained in ethyl acetate fraction of Piper crocatum leaves with α-glucosidase enzyme in In Silico using AutoDock Vina, Columbin shows the lowest binding energy with binding sites with amino acids Ser240, Asp242, His280, Arg315, Glu411, Phe159, Arg442, Tyr158 and Phe303. Columbin has the stability and inhibits the α-glucosidase enzyme from S. cerevisiae better than the seven other compounds, because it has OH and CH3 groups which play a role in the interaction with around the active side of the α-glucosidase enzyme.Keywords: Columbin, In Silico, α-Glucosidase
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Bandyopadhyay, Chandrakanta, Ranabir Kumar Sur, and Hemanta Kumar Das. "Reductive Self Coupling of 4-Oxo-4H-1-benzopyran-3-carboxaldehyde." Journal of Chemical Research 23, no. 10 (October 1999): 598–99. http://dx.doi.org/10.1177/174751989902301006.
Full textAbstract:
The title aldehyde 1 gives the bischromones 2, 3 and disalicyloylbenzene 5 with sodium naphthalenide; a mixture of 3 and chromanone 22 with zinc in methanol; 3, carbinol 6 and diol 8 with zinc in acetic acid; and acetates 7 and 9 with Zn-Ac2O-AcONa.
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Werstiuk, Nick Henry, Michael A. Brook, and Peter Hülser. "Thermolysis of trimethylsilyl esters: an ultraviolet photoelectron spectroscopy study." Canadian Journal of Chemistry 66, no. 6 (June 1, 1988): 1430–39. http://dx.doi.org/10.1139/v88-231.
Full textAbstract:
The thermolytic behaviour of trimethylsilyl trifluoromethanesulfonate, 1, trimethylsilyl trifluoroacetate, 2, and trimethylsilyl acetate, 3, has been investigated by ultraviolet photoelectron spectroscopy. Acetate 3 undergoes decomposition only to a small extent at 800 °C via the mechanism shown in Scheme 1 (X = Si); only acetic acid and starting material are detected. In contrast[Formula: see text]with this result, 1 and 2 decompose completely at 725–800 °C and yield products which cannot be derived via the mechanism shown in Scheme 1. Evidence is presented to support our proposal that the thermolysis of 1 yields trimethylsilyl fluoride, 6, and difluorooxathirane dioxide, 7, as primary products. The photoelectron spectra of 1, 2, 3, 6 and trimethylsilanol, 9, are presented. Molecular orbital eigenvalues of dimethylsilene, 4, dimethylsilanone, 5 (calculated using AMPAC and Gaussian 82), 6 and 9 (AMPAC) are reported. Molecular orbital contour diagrams are given for selected MOs of 6 and 9.
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Journal, Baghdad Science. "Synthesis of New Heterocyclic Derivatives from 4-(3, 5-Dimethyl-1-phenyl-1H-pyrazol-4-ylazo)- benzoic acid." Baghdad Science Journal 7, no. 1 (March 7, 2010): 727–36. http://dx.doi.org/10.21123/bsj.7.1.727-736.
Full textAbstract:
In this work pyrazolin derivatives were prepared from the diazonium chloride salt of 4-aminobenzoic acid. Azo compounds were prepared from the reaction of an ethanolic solution of sodium acetate and calculated amount of active methylene compound namely, acetyl acetone to obtain the corresponding hydrazono derivative (1). Cyclocondensation reaction of compounds (1) with hydrazine hydrate and phenyl hydrazine in boiling ethanol affording the corresponding pyrazoline-5-one derivatives of 4-aminobenzoic acid (2,3). Then compound (3) was reacted with thionyl chloride to give the corresponding acid chloride derivative(4), followed by conversion into the corresponding acid hydrazide derivative (5) carboxylic acid thiosemicarbazide (11), esters (14,15), thioesters (16,17) and amides (18,19), when treated hydrazine hydrate, thiosemicarbazide, alcohols, alkylthiol and secondary amines in dry refluxing benzene; respectively. Schiff's bases (6-8) were prepared by refluxing of compound (5) with different aldehydes and ketons, then two compounds from the Schiff's bases were cyclized with ?-mercapto acetic acid to give (9 and 10). Furthermore, 1,2,4-triazole derivative (12) have been also prepared by refluxing thiosemicarbazide derivative with sodium hydroxide solution (4%) followed acidification of the result using (10%)hydrolic acid. Moreover, a thiadiazole derivative (13) has been prepared by treatment of thiosemicarbazide derivative with concentrated sulfuric acid as cyclyzing agent. Finally, oxadiazole derivative (20) has prepared by condensation of its acid hydrazide derivative with carbon disulfide in basic medium.
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Journal, Baghdad Science. "Synthesis of Some Heterocyclic Compounds derived from 2-mercapto pyrimidine." Baghdad Science Journal 7, no. 2 (June 6, 2010): 1014–22. http://dx.doi.org/10.21123/bsj.7.2.1014-1022.
Full textAbstract:
In this work 2-hydrazino pyrimidine (1) was prepared from 2-mercapto pyrimidine with hydrazine hydrate. Treatment of (1) with active methylene compounds gave 2-(3,5-dimethyl -1 H – Pyrazole-1-yl) pyrimidine , whereas the reaction of (1) with carboxylic anhydride namely maleic anhydride or 1,2,3,6-tetra hydro phthalic anhydride yielded 1-Pyrimidine-2-yl-1,2-dihydro pyridazine-3,6-dione (3) and 2 – Pyrimidin -2-yl -2,3,4 a ,5,8 a – hexahydro phthalazine 1,4 – dione (4) . Reaction of (1) with phenyl isothiocyanate and ethyl chloro acetate afforded 3-Phenyl-1,3-thiazolidine-2,4-dione-2( pyrimidine -2- yl hydrazone (6) Azomethine (7-10) were prepared through condensation of (1) with aromatic aldehydes or ketones, then compounds (7-9) are converted into a number of tetrazole derivatives (11-13). Treatment of (1) with acetic acid afforded the derivative (14) . The reaction of 2-mercapto pyrimidine with ethyl chloro acetate afforded (15),whereas the reaction of (15) with thiosemicarbazide and 4% sodum hydroxide leads to ring closure giving 1,2,4 triazole derivative (17). Moreover the reaction of 2-mercapto pyrimidine with chloro acetic acid gave (18) followed by refluxing (18) with o- amino aniline to give the benzimidazole derivative (19).the structure of these compounds were characterized by FR-IR, UV spectra and some of them were characterized by element analysis.
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Norman, Rebecca E., Michael V. Perkins, Andris J. Liepa, and Craig L. Francis. "N,N-Dialkyl-N′-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. Part XIII. Cleavage and Rearrangement Reactions of Pyrazolo[1,5-b][1,2,4,6]thiatriazine 1,1-Dioxides." Australian Journal of Chemistry 69, no. 1 (2016): 61. http://dx.doi.org/10.1071/ch15445.
Full textAbstract:
Treatment of pyrazolo[1,5-b][1,2,4,6]thiatriazines 1 with the Vilsmeier–Haack reagent afforded pyrazolo[1,5-a][1,3,5]triazines 5. Reaction of compounds 1 with trifluoroacetic anhydride, dimethyl sulfoxide, and triethylamine afforded 5-dimethylsulfanylidene derivatives 8. The guanidino-pyrazole-sulfonic acid 9 was produced from treatment of compounds 1 with trifluoroacetic acid under anhydrous conditions. Similar treatment in the presence of water afforded the desulfonated pyrazolo-guanidine 6. Reactions of 6 with one-carbon electrophiles provided various 4-substituted pyrazolo[1,5-a][1,3,5]triazines 5. Attempted catalytic hydrogenolysis of N7-benzyl pyrazolo[1,5-b][1,2,4,6]thiatriazines 2 in alcohols led to sulfamates 12 from thiatriazine ring cleavage. Ethyl acetate or tert-butanol as solvent allowed successful debenzylation to provide compounds 1. Aminolysis of compounds 2 gave sulfamides 13. Thermal rearrangement of compounds 2 afforded 6-benzyl-pyrazolo[3,4-e][1,2,4]thiadiazines 14.
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Ahmed Hamdi, Omer Abdalla, Syarifah Nur Syed Abdul Rahman, Khalijah Awang, Norhanom Abdul Wahab, Chung Yeng Looi, Noel Francis Thomas, and Sri Nurestri Abd Malek. "Cytotoxic Constituents from the Rhizomes ofCurcuma zedoaria." Scientific World Journal 2014 (2014): 1–11. http://dx.doi.org/10.1155/2014/321943.
Full textAbstract:
Curcuma zedoariaalso known asTemu putihis traditionally used in food preparations and treatment of various ailments including cancer. The cytotoxic activity of hexane, dichloromethane, ethyl acetate, methanol, and the methanol-soxhlet extracts ofCurcuma zedoariarhizomes was tested on two human cancer cell lines (Ca Ski and MCF-7) and a noncancer cell line (HUVEC) using MTT assay. Investigation on the chemical components in the hexane and dichloromethane fractions gave 19 compounds, namely, labda-8(17),12 diene-15,16 dial (1), dehydrocurdione (2), curcumenone (3), comosone II (4), curcumenol (5), procurcumenol (6), germacrone (7), zerumbone epoxide (8), zederone (9), 9-isopropylidene-2,6-dimethyl-11-oxatricyclo[6.2.1.01,5]undec-6-en-8-ol (10), furanodiene (11), germacrone-4,5-epoxide (12), calcaratarin A (13), isoprocurcumenol (14), germacrone-1,10-epoxide (15), zerumin A (16), curcumanolide A (17), curcuzedoalide (18), and gweicurculactone (19). Compounds (1–19) were evaluated for their antiproliferative effect using MTT assay against four cancer cell lines (Ca Ski, MCF-7, PC-3, and HT-29). Curcumenone (3) and curcumenol (5) displayed strong antiproliferative activity (IC50=8.3±1.0and9.3±0.3 μg/mL, resp.) and were found to induce apoptotic cell death on MCF-7 cells using phase contrast and Hoechst 33342/PI double-staining assay. Thus, the present study provides basis for the ethnomedical application ofCurcuma zedoariain the treatment of breast cancer.
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Lossin, Adalbert, and Gerd Meyer. "CsPr2(CH3COO)7, ein caesiumarmes wasserfreies ternäres Caesium-Praseodym-Acetat / CsPr2(CH3COO)7, a Cesium Poor Anhydrous Ternary Cesium Praseodymium(III) Acetate." Zeitschrift für Naturforschung B 48, no. 7 (July 1, 1993): 886–92. http://dx.doi.org/10.1515/znb-1993-0705.
Full textAbstract:
Single crystals of CsPr2(CH3COO)7 were obtained from an acetic acid solution of Pr(CH3COO)3 • H2O and Cs2CO3 in a molar ratio of 4:1 at 120°C. It crystallizes in the triclinic system, PĪ (no. 2), Z = 2, a = 1028.1(5), b = 1034.6(5), c = 1199.4(6) pm, α = 84.82(2), β = 67.07(3), γ = 76.01(2)°, Vm = 343.3(3) cm3/mol, R = 0.031, Rw = 0.027. The crystal structure contains infinite chains, 1∞[Pr2(CH3COO)6], running along the [110] direction. The chains are built up by bridging acetate ions coordinated to two crystallographically different Pr3+ ions which are both surrounded by 9 oxygen ligands. These chains are linked by “intercalated” Cs(CH3COO) to layers parallel (100). Cs+ has contacts to oxygen atoms of neighbouring layers, such that a three-dimensional network is formed.
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Polyzou, Christina D., Helen Nikolaou, Catherine P. Raptopoulou, Konstantis F. Konidaris, Vlasoula Bekiari, Vassilis Psycharis, and Spyros P. Perlepes. "Dinuclear Lanthanide(III) Complexes from the Use of Methyl 2-Pyridyl Ketoxime: Synthetic, Structural, and Physical Studies." Molecules 26, no. 6 (March 15, 2021): 1622. http://dx.doi.org/10.3390/molecules26061622.
Full textAbstract:
The first use of methyl 2-pyridyl ketoxime (mepaoH) in homometallic lanthanide(III) [Ln(III)] chemistry is described. The 1:2 reactions of Ln(NO3)3·nH2O (Ln = Nd, Eu, Gd, Tb, Dy; n = 5, 6) and mepaoH in MeCN have provided access to complexes [Ln2(O2CMe)4(NO3)2(mepaoH)2] (Ln = Nd, 1; Ln = Eu, 2; Ln = Gd, 3; Ln = Tb, 4; Ln = Dy, 5); the acetato ligands derive from the LnIII—mediated hydrolysis of MeCN. The 1:1 and 1:2 reactions between Dy(O2CMe)3·4H2O and mepaoH in MeOH/MeCN led to the all-acetato complex [Dy2(O2CMe)6(mepaoH)2] (6). Treatment of 6 with one equivalent of HNO3 gave 5. The structures of 1, 5, and 6 were solved by single-crystal X-ray crystallography. Elemental analyses and IR spectroscopy provide strong evidence that 2–4 display similar structural characteristics with 1 and 5. The structures of 1–5 consist of dinuclear molecules in which the two LnIII centers are bridged by two bidentate bridging (η1:η1:μ2) and two chelating-bridging (η1:η2:μ2) acetate groups. The LnIII atoms are each chelated by a N,N’-bidentate mepaoH ligand and a near-symmetrical bidentate nitrato group. The molecular structure of 6 is similar to that of 5, the main difference being the presence of two chelating acetato groups in the former instead of the two chelating nitrato groups in the latter. The geometry of the 9-coordinate LnIII centers in 1, 5 and 6 can be best described as a muffin-type (MFF-9). The 3D lattices of the isomorphous 1 and 5 are built through H-bonding, π⋯π stacking and C-H⋯π interactions, while the 3D architecture of 6 is stabilized by H bonds. The IR spectra of the complexes are discussed in terms of the coordination modes of the organic and inorganic ligands involved. The Eu(III) complex 2 displays a red, metal-ion centered emission in the solid state; the TbIII atom in solid 4 emits light in the same region with the ligand. Magnetic susceptibility studies in the 2.0–300 K range reveal weak antiferromagnetic intramolecular GdIII…GdIII exchange interactions in 3; the J value is −0.09(1) cm−1 based on the spin Hamiltonian Ĥ = −J(ŜGd1·ŜGd2).
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Conrado, Gabrielly Galdino, Nathalia Grazzia, Adriana da Silva S. de Oliveira, Caio Haddad Franco, Carolina Borsoi Moraes, Fernanda Ramos Gadelha, Danilo Ciccone Miguel, and Vera Lucia Garcia. "Prospecting and Identifying Phyllanthus amarus Lignans with Antileishmanial and Antitrypanosomal Activity." Planta Medica 86, no. 11 (June 8, 2020): 782–89. http://dx.doi.org/10.1055/a-1179-1003.
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AbstractTen lignans (1 – 10) were isolated from the hexane-ethyl acetate extract of Phyllanthus amarus leaves. Three of them, cubebin dimethyl ether (3), urinatetralin (4), and lintetralin (7) are described for the first time in this species, while phyllanthin (1), niranthin (2), 5-demethoxyniranthin (5), isolintetralin (6), hypophyllanthin (8), nirtetralin (9), and phyltetralin (10) have been already reported from P. amarus. Among the lignans tested against Trypanosoma cruzi intracellular amastigotes, 2 was the most active with an EC50 of 35.28 µM. Lignans 2, 5, 7, and 9 showed inhibitory effects against Leishmania amazonensis promastigotes with EC50 of 56.34, 51.86, 23.57, and 43.27 µM, respectively. During in vitro infection assays, 5 reduced amastigotes by 91% at 103.68 µM concentration, whereas 7 and 9 reduced amastigotes by approximately 84% at 47.5 and 86.04 µM, respectively. Lignans 5, 7, and 9 were more potent in intracellular amastigotes with EC50 of 2.76, 8.30, and 15.83 µM, respectively, than in promastigotes. CC50 for all samples was > 100 µg/mL, thus revealing low cytotoxicity against macrophages, and selectivity against the parasite. L. amazonensis promastigotes treated with compounds 2 and 9 showed decreased respiratory control of 38% and 25%, respectively, suggesting a change in mitochondrial membrane potential and lower ATP production.
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Prek, Benjamin, Uroš Grošelj, Marta Kasunič, Silvo Zupančič, Jurij Svete, and Branko Stanovnik. "Reactions of Methyl Ketones and (Hetero)arylcarboxamides with N,N-Dimethylacetamide Dimethyl Acetal. A Simple Metal-Free Synthesis of 2,4,6-Trisubstituted Pyridines." Australian Journal of Chemistry 68, no. 2 (2015): 184. http://dx.doi.org/10.1071/ch14349.
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Two metal-free syntheses of 2,4,6-trisubstituted pyridines 10a–m and 16a–j are described. N,N,6-Trimethyl-4-(substituted)pyridin-2-amines 10 were prepared from aryl or heteroaryl methyl ketones which were transformed with N,N-dimethylacetamide dimethyl acetal (DMADMA) into enaminones 4a–m, followed by treatment with ammonium acetate to give (Z)-3-amino-1-(substituted)but-2-en-1-ones 5a–m. These were treated with DMADMA under microwave irradiation in a closed vessel at 130°C, to give via intermediates 7–9 the final products 10a–m. N2,N2,N4,N4-Tetramethyl-6-(substituted) pyridine-2,4-diamines 16a–j were prepared in a one-pot synthesis from the corresponding carboxamides 11a–j by treatment with an excess of DMADMA in a closed vessel under microwave irradiation to give via intermediates 12a–j to 15a–j the final products 16a–j. X-Ray single crystal diffractometry studies of the enaminones 5c, 5g, 5i, 5j, and 5m and 2,4,6-trisubstituted pyridines 16a, 16b, 16g, 16i, and 16j were consistent with the expected structures.
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Kruszynski, Rafal, Agata Trzesowska, Magdalena Przybycin, Mariusz Dopieralski, and Maria Dobosz. "Ethyl (1-methyl-3-phenyl-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-4-yl)acetate." Acta Crystallographica Section E Structure Reports Online 63, no. 11 (October 19, 2007): o4371. http://dx.doi.org/10.1107/s1600536807050635.
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All interatomic distances in the title compound, C13H15N3O2S, are normal. The 1,2,4-triazole ring is planar and is inclined at 46.50 (6)° to the phenyl ring. The ethoxycarbonylmethyl group is also close to being planar and is inclined at 87.54 (9)° to the 1,2,4-triazole ring. The crystal was an inversion twin with a twin ratio 0.88 (3):0.12 (3).
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Cambie, RC, PI Higgs, CM Read, PS Rutledge, GR Ryan, and PD Woodgate. "Phenolic Oxidations of Totarol." Australian Journal of Chemistry 43, no. 4 (1990): 681. http://dx.doi.org/10.1071/ch9900681.
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Methods for the direct oxidation of the C12 position of totarol (1) or its methyl ether (4) have been examined. Treatment of (1) with benzeneseleninic anhydride gave the 9-hydroxy dienone (16) which on ozonolysis afforded the spiro butenolide (21), formed via the ozonide (22). The rearranged ether (18) was obtained from one oxidation with benzeneseleninic anhydride. Mercuriation of totarol and totaryl methyl ether gave the mercuriochlorides (5) and (7) but attempts to form the methoxy acetate (6) from (7) by boronation /oxidation and acetylation were unsuccessful. Treatment of totaryl methyl ether (4) with thallium(III) trifluoroacetate gave dienone 14- and 9-trifluoroacetates (25) and (17). Reaction of the (η6-arene) tricarbonylchromium(0) complexes (28) and (29) of (4) with lithioacetonitrile gave the 7α-alcohol (30) but reaction with t- butyllithium and then with copper(I) bromide/ dimethyl sulfide and MoOPH gave the methoxyphenol (12) in 66% yield.
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Burgueño-Tapia, Eleuterio, Azucena González-Coloma, Darío Martín-Benito, and Pedro Joseph-Nathan. "Antifeedant and Phytotoxic Activity of Cacalolides and Eremophilanolides." Zeitschrift für Naturforschung C 62, no. 5-6 (June 1, 2007): 362–66. http://dx.doi.org/10.1515/znc-2007-5-608.
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The antifeedant effect of six cacalolides and six eremophilanolides was tested against the herbivorous insects Spodoptera littoralis, Leptinotarsa decemlineata, and Myzus persicae. The test compounds included several natural products isolated from Senecio madagascariensis (14-isovaleryloxy-1,2-dehydrocacalol methyl ether, 4), S. barba-johannis (13-hydroxy-14-oxocacalohastine, 5; 13-acetyloxy-14-oxocacalohastine, 6) and S. toluccanus [6-hydroxyeuryopsin, 7; 1(10)-epoxy-6-hydroxyeuryopsin, 9; toluccanolide A, 11] and the derivatives cacalol methyl ether (1); cacalol acetate (2); 1-acetyloxy-2-methyloxy-1,2,3,4-tetradehydrocacalol acetate (3); 6-acetyloxyeuryopsin (8); 6-acetyloxy-1(10)-epoxyeuryopsin (10), and toluccanolide A acetate (12). Compound 11 and its derivative 12 exhibited moderate antifeedant activity against S. littoralis; 2, 7D10, and 12 showed strong activity against L. decemlineata, while the aphid M. persicae was moderately deterred in the presence of compounds 1, 4, 8, 10, and 12. The phytotoxic activity of 1D12 on Lactuca sativa was also evaluated. Compounds 2 and 4D 12 moderately inhibited seed germination at 24 h, while compounds 1D4, 6, 9, and 10 had a significant inhibition effect on L. sativa radicle length (over 50%).
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Ghareeb, Mosad A., Omar M. Khalaf, Mohamed S. Abdel-Aziz, Amal M. Saad, Hassan M. F. Madkour, Ahmed K. El-Ziaty, and Laila A. Refahy. "Chemical Profiles and Bio-Activities of Different Extracts of Terfezia Species and their Other Associated Fungi." Current Bioactive Compounds 16, no. 3 (June 10, 2020): 308–19. http://dx.doi.org/10.2174/1573407214666181009110805.
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Background: Desert truffles (Terfezia species) are known by their vital nutritional benefits as they are considered as rich sources of vitamins, fatty acid, minerals and proteins. Methods: The chemical constituents of the different solvent extracts of Terfezia species were isolated and identified by column chromatography, spectroscopic and GC-MS analyses. Also, the ethyl acetate and acetone extracts of different fungal isolates, associated Terfezia, after grown on rice medium were screened for their antimicrobial, anticancer and antioxidant activities via disc agar plate, micro culture tetrazolium (MTT) and 2,2-azino-di-[3-ethylbenzo-thiazolin-sulphonate] (ABTS) assays, respectively. The promising fugal strains were molecularly identified by 18SrRNA tool. Results: Bio-guided separation of methylene chloride, ethyl acetate and n-butanol fractions of Terfezia species led to identification of nine compounds namely; (R)-4,8-dihydroxy-7-hydroxymethyl-6- methoxy isochroman-1-one (1), 4-deoxy-4α-phorbal-12-(2,3-dimethyl)butyrate-13-isobutyrate (2), oxyphylline B (3), terfezien A (4), latilagascene D (5), amaiouine (6), senbusine acetate (7), terfezien B (8) and marinoquinoline D (9). Moreover, sixteen compounds were identified in the n-hexane extract via GC-MS analysis, accounting for 93.69% of the total detected components in the extract. While, twenty five components were detected in the methylene chloride extract, representing 43.86% from total detected components in the extract. Eight fungal strains were isolated from Terfezia sp., powder by serial dilution methods and these fungi were cultivated on solid rice medium. Also, their ethyl acetate and acetone extracts were subjected to biological studies including antimicrobial, antioxidant and anticancer activities. The three potent fungal strains (1M, 4M and 8M) were identified by the molecular technique 18SrRNA as Aspergillus niger 1M-EGY-IQ, Penicillium crustosum 4M-EGY-IQ, and Fusarium proliferatum 8M-EGY-IQ for 1M, 4M and 8M, respectively. Conclusion: Terfezia sp., comprise a rich source of bioactive compounds and could be considered as an interesting candidate for the treatment of infectious diseases.
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Kefalas, Panagiotis, and Nikitas Ragoussis. "Efficient Synthesis of the Aonidiella aurantii (Mask.) Sex Pheromone Component: (3S,6RS)-3-Methyl-6-(1-Methylethenyl)-9-decenyl Acetate." Synthesis 1995, no. 06 (June 1995): 644–46. http://dx.doi.org/10.1055/s-1995-3966.
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El-Turbi, Jamila A., James A. Alexander, Alexander I. Gray, and Peter G. Waterman. "Further Novel 6,7-Dimethoxy-8-Prenylated Coumarins from the Aerial Parts of Phebalium elatius ssp. becklevi." Zeitschrift für Naturforschung C 45, no. 9-10 (October 1, 1990): 927–30. http://dx.doi.org/10.1515/znc-1990-9-1001.
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Abstract From the aerial parts of Phebalium elatius ssp. beckleri six novel coumarins have been isolat ed. These com pounds are all based on a 6,7-dimethoxycoumarin nucleus with a modified C-8 isoprenyl substituent. The prenyl side chains were identified, primarily on the basis of NMR studies, as 1,2-epoxy-3-methylbut-3-enyl = (+)-6 -methoxyphebalosin (1), 1-acetoxymethyl-2-methylprop-2-enyl = (+)-6 -m ethoxyisomurralonginol acetate (2), 1,2-epoxy-3-hydroxy-4-(3-m ethylbutanoyloxy)-3-m ethylbutanyl = 1 ′,2′-epoxy-6-methoxycasegravol-4′-(3-methyl)-butanoate (3), 1-(S)-hydroxy-3-methyl-2-oxobutanyl = (+)-6 -methoxymurranganon (4), 3-methyl-2-oxotetrahydrofuran-4-yl = 6-methoxy-3′.4′-dihydroisomicrominutin (5) and (E)-3-hydroxy-3-methylbut-l-enyl = 6 -methoxymurraol (6).
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Chen, XM, and TCW Mak. "Metal-Betaine Interactions.XIV. Silver(I) 3-Carboxylato-1-pyridinioacetate Monohydrate, [Ag{C5H4(COO)NCH2.COO}]n.nH2O." Australian Journal of Chemistry 44, no. 12 (1991): 1783. http://dx.doi.org/10.1071/ch9911783.
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The complex silver(I) 3-carboxylato-1-pyridinioacetate monohydrate, [Ag{C5H4(COO)NCH2.COO}]n.nH2O, crystallizes in space group P21/c (No. 14), with Z-4, a 12.233(6), b 5.049(1), c 14.418(7)Ǻ, and β 94.96(4)°; the structure was refined to RF -0.057 for 1721 observed [I ≥ 3σ(I)] Mo Kα data. The silver(I) atom is coordinated by four carboxylato oxygen atoms in a distorted tetrahedral environment [Ag-O 2.284(5)-2.570(5)Ǻ]. The tridentate acetato group bridges the Ag1 atoms into a zigzag chain featuring an uncommon [Ag2( carboxylato -O,O′)(carboxylato-μ-1,1-O)] six- membered ring, and the coordination sphere about each metal centre is completed by the unidentate aromatic carboxylato group, resulting in a two-dimensional network in the solid. The lattice water molecule forms hydrogen bonds with the uncoordinated oxygen atom of the aromatic carboxylato group [2.755(9)Ǻ] and the coordinated oxygen atom of the acetato group [2.936(9)Ǻ].
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Sun, Xiaowei, Huijiao Yan, Yujie Zhang, Xiao Wang, Dawei Qin, and Jinqian Yu. "Preparative Separation of Diterpene Lactones and Flavones from Andrographis paniculate Using Off-Line Two-Dimensional High-Speed Counter-Current Chromatography." Molecules 24, no. 3 (February 11, 2019): 620. http://dx.doi.org/10.3390/molecules24030620.
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Seven diterpene lactones, andrographolide (1), isoandrographolide (2), neo-andrographolide (3), 14-deoxy-11,12-didehydroandrographolide (4), 14-deoxyandrographiside (5), 14-deoxy-11,12-didehydroandrographiside (6), 3,14-dideoxyandrographolide (10), and three flavones, andrographidine C (7), andrographidine A (8), 5-hydroxy-7,8-dimethoxyflavanone (9) have been successfully and efficiently isolated from A. paniculata using an off-line two dimensional (2D) high-speed counter-current chromatography (HSCCC) method for the first time. For the first dimension HSCCC separation, petroleum ether-ethyl acetate-methanol-water 3:7:5:5 (v/v) was employed to isolate 14.4 mg of compound 1, 3.1 mg of compound 2, 7.8 mg of compound 3, and 18.0 mg of compound 4 from 200 mg of the A. paniculata extract. For the second dimension HSCCC separation, petroleum ether-ethyl acetate-methanol-water 2:8:1:9 (v/v) and 5:5:6:4 (v/v) were employed to isolate the collected fractions ranged from 55 to 79 min and the flow out fraction, respectively, which led to 5.1 mg of compound 5, 4.4 mg of compound 6, 2.4 mg of compound 7, 3.3 mg of compound 8, 4.0 mg of compound 9, 7.0 mg of compound 10. The structures of these diterpene lactones and flavones were elucidated by extensive spectroscopic methods.
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Fatahian Dehkordi, Rahmat Allah, Soren Nooraie, and Alborz Yadollahi. "A Stereological Study on Colon Tissue Layers of Type 1 Diabetic Rats Following Thiamine and Lead Acetate Use." Journal of Arak University Medical Sciences 24, no. 1 (April 1, 2021): 36–49. http://dx.doi.org/10.32598/jams.24.1.4927.2.
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Background and Aim: Diabetes is a well-known disease with such complications, as retinopathy, nephropathy, and gastropathy. This study aimed to investigate the effects of thiamine and lead acetate on the colon of induced-alloxan diabetic rats; the effects of which become obvious in the treatment or reduction of tissue complications caused by diabetes. Methods & Materials: In this study, 63 rats weighing 200 g were divided into 9 groups, as follows: 1) Group of diabetes+pb acetate 200 ppm; 2) Group of thiamin+pb acetate 200 ppm; 3) Group of thiamine+pb acetate 1000 ppm; 4) Group of diabetes+thiamine+Pb acetate 1000 ppm; 5) Diabetes group; 6) Group of diabetes+thiamine; 7) Group of diabetes+thiamine+acetate 200 ppm; 8) Group of diabetes+pb acetate 1000 ppm, and 9) the control group. After 20 days, the study samples were removed from the abdominal cavity and the slides were prepared by routine tissue method. Then, the slides were evaluated for stereological and histomorphometric studies. Ethical Considerations: This study was approved by the Faculty of Veterinary Medicine, Shahrekord University (Code: GRN1M1903). Moreover, all methods used in the present study, including facilitation, were conducted per the ethical principles of animal restraint. Results: The mean thickness of mucosa-sub-mucosa suggested significant differences in groups 6 and 7, compared to other treatment groups. There was a significant difference in the thickness of the muscle layer between the control and all treatment groups except for groups 2, 6, and 7. There was no significant difference in the mean thickness of advantia layer in groups 1, 7, and 8, and the control group. The obtained results also indicated a significant difference concerning different layers of colon tissue between group 1 and controls. Conclusion: Based on the present research results, thiamine presented enhancing effects on muscle layer thickness and adventitia layer thickness. Furthermore, the area of the mucosal layer was not affected by the improving effects of thiamine.
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Rasol, Nurulfazlina Edayah, Fasihuddin Badruddin Ahmad, Chun-Wai Mai, Nur Vicky Bihud, Fauziah Abdullah, Khalijah Awang, and Nor Hadiani Ismail. "Styryl Lactones from Roots and Barks Goniothalamus lanceolatus." Natural Product Communications 13, no. 12 (December 2018): 1934578X1801301. http://dx.doi.org/10.1177/1934578x1801301203.
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A new styryl lactone, 5 R,6 R-5-hydroxy-6-styryltetrahydropyrane-2-one 2 was isolated from the roots of an endemic Goniothalamus lanceolatus Miq. of Sarawak, Malaysia. Furthermore, seven previously undescribed diastereomers, 5 R,6 R-5-hydroxygoniothalamin 3, 5 R,6 R-5-acetylgoniothalamin 4, 6 S,7 S,8 S-goniodiol-7-monoacetate 5, 6 S,7 S,8 S-goniodiol-8-monoacetate 6, goniofupyrone B 7, deoxygoniopypyrone B 8 and 1 S,5 S,7 R,8 S,3- endo,7- endo-(+)-8- epi-9-deoxygoniopypyrone acetate 9, along with six known styryl lactones (1, 10–15) were also isolated and characterized. 6 S-goniothalamin 1 is reported for the first time from a Goniothalamus species. 1, 11 and 12 showed cytotoxic activity against human colon and lung cancer cell lines with IC50 values ranging from 2.38–7.59 μM.
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Guang-Zhen, Liu, Li Xin-Wei, and Li Yun-Ping. "Crystal structure of 2-[4-(1H-imidazol-1-yl)phenyl]-1H-benzimidazol-3-ium [2-(carboxymethyl)phenyl]acetate monohydrate, C26H24N4O5." Zeitschrift für Kristallographie - New Crystal Structures 231, no. 3 (September 1, 2016): 689–91. http://dx.doi.org/10.1515/ncrs-2015-0233.
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AbstractC26H24N4O5, triclinic, P1̅ (no. 2), a = 8.0382(5) Å, b = 10.0185(6) Å, c = 15.2333(9) Å, α = 81.853(2)°, β = 76.189(2)°, γ = 84.700(2)°, V = 1177.07(12) Å3, Z = 2, Rgt(F) = 0.0507, wRref(F2) = 0.1449, T = 296(2) K.
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Fang, Bo, Jiang Ping Meng, and Lin Ling Gan. "Crystal structure of methyl 2-(4-(3-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-6-yl)phenyl)acetate, C19H17N5O2." Zeitschrift für Kristallographie - New Crystal Structures 234, no. 3 (March 26, 2019): 575–77. http://dx.doi.org/10.1515/ncrs-2018-0580.
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Brenstrum, Timothy J., Margaret A. Brimble, and Peter Turner. "endo-(1′R,2′R,5′S,7′R,9′S)-2-(9′-Benzyloxy-2′-phenyl-3′,6′-dioxabicyclo[3.2.2]nonan-7′-yl)-7-bromo-5,8-dimethoxynaphthalen-1-yl acetate." Acta Crystallographica Section E Structure Reports Online 57, no. 1 (December 1, 2000): o28—o29. http://dx.doi.org/10.1107/s1600536800018092.
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Quek, Alexandra, Hafizah Mohd Zaini, Nur Kartinee Kassim, Fadzil Sulaiman, Yaya Rukayadi, Amin Ismail, Zamirah Zainal Abidin, and Khalijah Awang. "Oxygen radical antioxidant capacity (ORAC) and antibacterial properties of Melicope glabra bark extracts and isolated compounds." PLOS ONE 16, no. 5 (May 10, 2021): e0251534. http://dx.doi.org/10.1371/journal.pone.0251534.
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Melicope glabra (Blume) T. G. Hartley from the Rutaceae family is one of the richest sources of plant secondary metabolites, including coumarins and flavanoids. This study investigates the free radical scavenging and antibacterial activities of M. glabra and its isolated compounds. M. glabra ethyl acetate and methanol extracts were prepared using the cold maceration technique. The isolation of compounds was performed with column chromatography. The free radical scavenging activity of the extracts and isolated compounds were evaluated based on their oxygen radical absorbance capacity (ORAC) activities. The extracts and compounds were also subjected to antibacterial evaluation using bio-autographic and minimal inhibitory concentration (MIC) techniques against two oral pathogens, Enterococcus faecalis and Streptococcus mutans. Isolation of phytoconstituents from ethyl acetate extract successfully yielded quercetin 3, 5, 3’-trimethyl ether (1) and kumatakenin (2), while the isolation of the methanol extract resulted in scoparone (3), 6, 7, 8-trimethoxycoumarin (4), marmesin (5), glabranin (6), umbelliferone (7), scopoletin (8), and sesamin (9). The study is the first to isolate compound (1) from Rutaceae plants, and also the first to report the isolation of compounds (2–5) from M. glabra. The ORAC evaluation showed that the methanol extract is stronger than the ethyl acetate extract, while umbelliferone (7) exhibited the highest ORAC value of 24 965 μmolTE/g followed by glabranin (6), sesamin (9) and scopoletin (8). Ethyl acetate extract showed stronger antibacterial activity towards E. faecalis and S. mutans than the methanol extract with MIC values of 4166.7 ± 1443.4 μg/ml and 8303.3 ± 360.8 μg/ml respectively. Ethyl acetate extract inhibited E. faecalis growth, as shown by the lowest optical density value of 0.046 at a concentration of 5.0 mg/mL with a percentage inhibition of 95%. Among the isolated compounds tested, umbelliferone (7) and sesamin (9) exhibited promising antibacterial activity against S. mutans with both exhibiting MIC values of 208.3 ± 90.6 μg/ml. Findings from this study suggests M. glabra as a natural source of potent antioxidant and antibacterial agents.
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Guo, Hai Yan, and Zhen Zhen Zheng. "Analysis on Active Behavior of Wheat Straw by Py-GC-MS." Advanced Materials Research 496 (March 2012): 189–93. http://dx.doi.org/10.4028/www.scientific.net/amr.496.189.
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In order to find out its active behavior, the extractives of wheat straw biomass were adsorbed and determined by Py-GC-MS. And the main constituents were eicosane, stigmasterol, 22,23-dihydro-, .gamma.-sitosterol, stigmasterol, campesterol, nonacosane, stigmast-4-en-3-one, lup-20(29)-en-3-one, 13-tetradecen-1-ol acetate, 1,3-butadiene, 2- methyl-, 9-octadecenoic acid, (e)-, acetic acid, stigmast-5-en-3-ol, oleate, 1-nonadecene, heptacosane, 4,22-stigmastadiene-3-one, 4-((1e)-3-hydroxy-1-propenyl)-2- methoxyphenol, 1-heptene, 2-isohexyl-6-methyl-, etc.
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KEFALAS, P., and N. RAGOUSSIS. "ChemInform Abstract: Efficient Synthesis of the Aonidiella aurantii (Mask.) Sex Pheromone Component: (3S,6RS)-3-Methyl-6-(1-Methylethenyl)-9-decenyl Acetate." ChemInform 26, no. 45 (August 17, 2010): no. http://dx.doi.org/10.1002/chin.199545271.
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Ruan, Jingya, Zheng Li, Jiejing Yan, Peijian Huang, Haiyang Yu, Lifeng Han, Yi Zhang, and Tao Wang. "Bioactive Constituents from the Aerial Parts of Pluchea indica Less." Molecules 23, no. 9 (August 21, 2018): 2104. http://dx.doi.org/10.3390/molecules23092104.
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Four new thiophenes, (3′′R)-pluthiophenol (1), (3′′R)-pluthiophenol-4′′-acetate (2), 3′′-ethoxy-(3′′S)-pluthiophenol (3), 3′′-ethoxy-(3′′S)-pluthiophenol-4′′-acetate (4), together with twenty-five known compounds were obtained from the 70% ethanol-water extract of the aerial parts of Pluchea indica Less. Their structures were elucidated by spectroscopic methods. Among the known isolates, compounds 7, 8, 11, 14, 15, 18, 20, 23, 25–27 were isolated from Asteraceae family firstly, while compounds 6, 9, 10, 12, 13, 16, 19, 21, 28 were isolated from Pluchea genus for the first time. Meanwhile, compounds 1, 2, 10, 13, 18, 23 displayed significant inhibitory activities on LPS-induced NO production at 40 µM from RAW 264.7 macrophages, while compounds 3, 4, 26–29 possessed moderate inhibitory effects.
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Yang, Ai Mei, Hui Li, Jie Li Liu, Wei Jie Guo, and Rui Wu. "Chemical Constituents of Euphorbia altotibetica." Advanced Materials Research 634-638 (January 2013): 905–8. http://dx.doi.org/10.4028/www.scientific.net/amr.634-638.905.
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Nine compounds were isolated from the petroleum ether extract of Euphorbia altotibetica. The structures of these compounds were elucidated as: squalene (1), β-sitosterol acetate (2), 11, 15, 19, 23-tetramethy-5, 9, 17-tetracosatrienoic acid (3), physcion (4), (z)-10-nonadecenoic acid (5), (z)-4-undecenoic acid (6), β-sitosterol (7), (24S)-stigmastan-4-en-3-one (8), naringenin (9). These compounds were identified on the basis of comparing their NMR datas with those of corresponding compounds in the literature.
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Ozutsumi, Kazuhiko, Shintaro Ohnishia, Hitoshi Ohtaki, and Masaaki Tabatab. "Structure of the Short-Lived Intermediate Formed during the Metal Substitution Reaction of the Mercury(II) Porphyrin Complex with Cobalt(II) Ion in Aqueous Solution Determined by the Stopped-Flow EXAFS Method." Zeitschrift für Naturforschung B 53, no. 4 (April 1, 1998): 469–75. http://dx.doi.org/10.1515/znb-1998-0413.
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The local structure around the cobalt(II) ion in the reaction intermediate formed during the metal substitution reaction of the homodinuclear mercury(II) porphyrin (5,10,15,20-tetrakis(4- sulfonatophenyl)porphyrin; H2tpps4- ) complex with a cobalt(II) ion in an acetate buffer has been determined by the stopped-flow EXAFS method. The structure of the reactant and the product of the above reaction has also been determined by the same method. The coordination geometry around the cobalt(II) ion in the heterodinuclear intermediate, [Hg(tpps)Coll]2- , is six-coordinate octahedral with four additional water and/or acetate oxygen atoms. The Coll-N and Coll-O bond lengths in the intermediate are 212(2) and 221(1) pm, respectively. The product, [Coll(tpps)]4-, has a six-coordinate octahedral structure, the Coll-N and Coll-O bond lengths being 203(1) and 215(1) pm, respectively. The Coll-N bond length in the intermediate is ca. 9 pm longer than that in the product. The Coll-O bond length in the intermediate is also ca. 9 pm longer than that of 212(1) pm in the reactant, the cobalt(II) acetato complex, and ca. 6 pm longer than that in the product. The longer Coll-O bond in the intermediate as compared to those in the reactant and in the product appears to be responsible for the instability of the intermediate. The oxidized product, [Colll(tpps)]3-, has a six-coordinate structure with two additional Colll-O bonds. The Colll-N and Colll-O bond lengths are 189(1) and 197(2) pm, respectively, and are much shorter than those in [Coll(tpps)]4-.
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López-Bote, C. J., A. Daza, M. Soares, and E. Berges. "Dose-response effect of dietary vitamin E concentration on meat quality characteristics in light-weight lambs." Animal Science 73, no. 3 (December 2001): 451–57. http://dx.doi.org/10.1017/s1357729800058422.
Full textAbstract:
AbstractThe research was carried out to evaluate the effect of different dietary α-tocopheryl acetate (DTA) concentrations in light-weight lambs on muscle α-tocopherol accumulation and on quality characteristics of stored meats. Thirty-two Manchego lambs were randomly distributed to four groups and given diets containing four levels of DTA (20, 270, 520 and 1020 mg/kg diet) for 6 weeks. Lambs were slaughtered at live weights ranging from 23·5 to 26·4 kg. A linear (P < 0·001) and quadratic (P < 0·001) effect of dietary supplementation level was observed on muscular α-tocopherol concentration, which fitted the following equation: mg muscle α-tocopherol per kg muscle = 1·78(s.e. 0·18) + 7·08 (s.e.0·89)(1 - e00012DTA)) (P < 0·001, R2 = 0·99). There was a linear effect (P < 0·001) of muscle vitamin E concentration on thiobarbituric acid reactive substance on day 0 of storage, but a linear plus quadratic effect (P < 0·001) on days 3, 6 and 9. Broken line analysis of data at day 9 of storage indicated a target muscle α-tocopherol concentration of 5·4 mg/kg. Evolution of surface redness of lamb chops also showed a linear and quadratic effect of dietary treatment on days 3 and 6 of storage, but only a linear effect on day 9. Broken line analysis of data at 3 and 6 days indicated a target α-tocopherol concentration in the range 5·3 to 5·6 mg/kg muscle for optimum red colour stability. Surface luminosity showed no effect of dietary treatment at days 0, 3 and 6 of storage but a linear (P < 0·01) plus quadratic (P < 0·05) effect on day 9 of storage. Broken line analysis at this point indicated a target muscle α-tocopherol concentration of 3·2 mg/kg. It is concluded that the effectiveness of dietary α-tocopheryl acetate supplementation depends on the meat quality attribute assessed. A significant positive effect for lipid oxidation can be reached even at the lower supplementation level utilized in this experiment (270 mg/kg diet). However, considering the protecting effect at different storage times and particularly the effect on meat surface redness, the optimum level would be in the range 5·3 to 5·6 mg/kg muscle, which correspond to a dietary inclusion of 550 to 625 mg α-tocopheryl acetate/kg diet.