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Journal articles on the topic '3-Oxo-α'

Author: Grafiati

Published: 4 June 2025

Last updated: 1 August 2025

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1

Cvak, Ladislav, Josef Stuchlík, Magdalena Schreiberová, Petr Sedmera та Miroslav Flieger. "Side Reactions in Bromination of α-Ergocryptine". Collection of Czechoslovak Chemical Communications 57, № 3 (1992): 565–72. http://dx.doi.org/10.1135/cccc19920565.

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2,3-Dihydro-2-oxo-α-ergocryptine (III) and 2,3-dihydro-2-oxo-3-hydroxy-α-ergocryptine (IV) were found as the side reaction products in bromination of α-ergocryptine (I) with bromine in the presence of water. 2,3-Dihydro-2-oxo-3-ethoxy-α-ergocryptine (V) was formed in the presence of ethanol.

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2

Hegab, Mohamed I., Abd El-Galil A. Amr та Farouk M. E. Abdel-Megeid. "[4 + 2]-Cycloaddition Reactions Involving α-Oxo Thioketone Intermediates". Zeitschrift für Naturforschung B 57, № 8 (2002): 922–27. http://dx.doi.org/10.1515/znb-2002-0813.

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α-Chloro β-oxo sulfenyl chlorides 2 were reduced by iodide ions to the corresponding α-oxo thioketones 3 which dimerized in situ in a hetero-[4 + 2] cycloaddition to give the 1,3,4- oxadithiin derivatives 4. The α-oxo thioketones 3, in situ, cyclized also with 2,3-dimethyl-1,3- butadiene to give the corresponding adducts 5 and only in case of the oxo thioketone intermediate 3d two products 4d and 5d were obtained. Also, The α-oxo thioketones 3a,c, underwent in situ, cycloaddition with furan to give the corresponding adducts 6a,c together with the corresponding thioketone dimers 4a,c. When this

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3

Xie, Haiping, Mingxiang Chen, Dingyong Wang, and Runlin Xu. "Three Novel Friedelane Triterpenes with Antimicrobial Activity from the Stems of Celastrus Monospermus." Journal of Chemical Research 37, no. 1 (2013): 14–18. http://dx.doi.org/10.3184/174751912x13543807337784.

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Three novel friedelane triterpenes, monospermonal, monospermonol and monospermondiol, along with six known friedelanes, 3-oxofriedelane, 3-oxofriedelan-28-al, 3,12-dioxofriedelane, 3-oxo-28-hydroxyfriedelane, 3-oxo-11 β-hydroxyfriedelane, 3-oxo-12 α-hydroxyfriedelane and an oleanane triterpenoid, 3 β-hydroxyolean-12-ene, were isolated from the stems of Celastrus monospermus Roxb. The structures of novel compounds, monospermonal, monospermonol and monospermondiol, were identified as 3,12-dioxofriedelan-28-al, 3,12-dioxo-28-hydroxyfriedelane and 3-oxo-12 α,28-dihydroxyfriedelane, respectively by

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4

Ferth, Roland, Andreas Baumann, Wolfgang Robien, and Brigitte Kopp. "Cardenolide aus Ornithogalum nutans (2 n = 28), 1. Mitteilung / Cardenolides from Ornithogalum nutans (2 n = 28), Part." Zeitschrift für Naturforschung B 47, no. 10 (1992): 1444–58. http://dx.doi.org/10.1515/znb-1992-1017.

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From leaves and bulbs of Ornithogalum nutans L. (2 n = 28), seventeen cardenolides were isolated by column chromatography, DCCC and TLC. The structure elucidation was performed by means of 1H NMR, 13C NMR, HH-Cosy, HC-Cosy and FAB-MS studies and identification of the sugar moieties by GLC after acid hydrolysis of the cardenolides. Sugar compounds were identified as digitoxose, 3-acetyl-digitoxose, 2-deoxy-allose, 6-deoxy-allose, rhamnose, xylose and apiose. Glycosides of 7β,15β, 16 α-trihydroxy-uzarigenin, 8β,16 α-dihy-droxy, 15-oxo-uzarigenin, 3 β, 11β-dihydroxy, 12-oxo, 18-nor-5 α-card-13-en

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5

Hegab, Mohamed I., and A. M. Moustafa. "Thermolysis of Some Spirobenzopyran-3’,2-[1,3,4]oxadithiino- [5,6-c]benzopyran-4’-ones in the Presence of Some Homodienes and Crystallographic Studies of Some Adducts." Zeitschrift für Naturforschung B 61, no. 11 (2006): 1413–20. http://dx.doi.org/10.1515/znb-2006-1115.

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The very reactive α-oxo-thioketone derivatives 2a - d, generated via thermolysis of spirobenzopyran- 3’,2-[1,3,4]oxadithiino[5,6-c]benzopyran-4’-ones 1a - d, reacted with 2,3-dimethyl-1,3-butadiene and 1,3-cyclohexadiene under [4+2]-cycloaddition to afford spirobenzopyran-3’,6-thiapyran-4’-one adducts 3a - d and spirobenzopyran-3’,3-thiabicyclo[2.2.2]oct-5-en-4’-one adducts 4a - d, respectively. On the other hand, the reaction of α-oxo-thioketones 2a - d with isoprene afforded regioselectively only 3-methyl-thiapyran derivatives 5a - d. Single crystal X-ray diffraction studies of 4b, 4c, and 5

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6

Barbosa, Antony P., Bernadete P. da Silva, and José P. Parente. "Brevifoliasaponin with Adjuvant Activity from Calliandra brevifolia." Zeitschrift für Naturforschung B 63, no. 7 (2008): 894–902. http://dx.doi.org/10.1515/znb-2008-0714.

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A new complex triterpenoid saponin, brevifoliasaponin, was isolated from leaves of Calliandra brevifolia Benth. (Leguminosae) by using chromatographic methods. Its structure was established as 3-[(O-α-L-arabinopyranosyl-(1 → 2)-O-α-L-arabinopyranosyl-(1 → 6)-2-(acetylamino)- 2-deoxy-β -D-glucopyranosyl)oxy]-16-hydroxy-(3β ,16α)-olean-12-en-28-oic acid O-β - D-xylopyranosyl-(1 → 3)-O-β -D-xylopyranosyl-(1→4)-O-[β -D-glucopyranosyl-(1 → 3)]-O-6-deoxy- α-L-mannopyranosyl-(1 → 2)-6-O-[(2E,6S)-6-[[2-O-[(2E,6S)-6-[[2-O-[(2E,6S)-2,6-dimethy- l1-oxo-6-(β -D-xylopyranosyloxy)-2,7-octadienyl]-β -D-xylop

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7

Pföstl, Andreas, Sonja Zayni, Andreas Hofinger, Paul Kosma, Christina Schäffer та Paul Messner. "Biosynthesis of dTDP-3-acetamido-3,6-dideoxy-α-D-glucose". Biochemical Journal 410, № 1 (2008): 187–94. http://dx.doi.org/10.1042/bj20071044.

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Derivatives of 3-amino-3,6-dideoxyhexoses are widespread in Nature. They are part of the repeating units of lipopolysaccharide O-antigens, of the glycan moiety of S-layer (bacterial cell surface layer) glycoproteins and also of many antibiotics. In the present study, we focused on the elucidation of the biosynthesis pathway of dTDP-α-D-Quip3NAc (dTDP-3-acetamido-3,6-dideoxy-α-D-glucose) from the Gram-positive, anaerobic, thermophilic organism Thermoanaerobacterium thermosaccharolyticum E207-71, which carries Quip3NAc in its S-layer glycan. The biosynthesis of dTDP-α-D-Quip3NAc involves five en

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8

Schütznerová, Eva, Adam Přibylka та Viktor Krchňák. "Nα-Amino acid containing privileged structures: design, synthesis and use in solid-phase peptide synthesis". Organic & Biomolecular Chemistry 16, № 29 (2018): 5359–62. http://dx.doi.org/10.1039/c8ob01485j.

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Fmoc-protected N<sup>α</sup>-amino acid containing heterocyclic privileged structures, O-(1-methyl-5-oxo-2,5-dihydro-1H-pyrrol-3-yl)-l-serine and O-((S)-5-oxo-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl)-l-serine, were synthesized on the solid phase from simple commercially available building blocks under mild conditions.

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9

Suresh, C. G., K. Sakthivel та T. Pathak. "5'-O-Benzoyl-2',3'-dideoxy-2'-oxo-α-uridine". Acta Crystallographica Section C Crystal Structure Communications 52, № 7 (1996): 1776–79. http://dx.doi.org/10.1107/s0108270195017082.

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10

Dotsenko, Victor V., Nawras T. Jassim, Azamat Z. Temerdashev, Zainab R. Abdul-Hussein, Nicolai A. Aksenov, and Inna V. Aksenova. "New 6′-Amino-5′-cyano-2-oxo-1,2-dihydro-1′H-spiro[indole-3,4′-pyridine]-3′-carboxamides: Synthesis, Reactions, Molecular Docking Studies and Biological Activity." Molecules 28, no. 7 (2023): 3161. http://dx.doi.org/10.3390/molecules28073161.

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The purpose of this work was to prepare new isatin- and monothiomalondiamide-based indole derivatives, as well as to study the properties of the new compounds. The four-component reaction of 5-R-isatins (R = H, CH3), malononitrile, monothiomalonamide (3-amino-3-thioxo- propanamide) and triethylamine in hot EtOH yields a mixture of isomeric triethylammonium 6′-amino-3′-(aminocarbonyl)-5′-cyano-2-oxo-1,2-dihydro-1′H- and 6′-amino-3′-(aminocarbonyl)- 5′-cyano-2-oxo-1,2-dihydro-3′H-spiro[indole-3,4′-pyridine]-2′-thiolates. The reactivity and structure of the products was studied. We found that oxi

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11

Gu, Lijun, Cheng Jin, Jiyan Liu, Hongtao Zhang, Minglong Yuan, and Ganpeng Li. "Acylation of indoles via photoredox catalysis: a route to 3-acylindoles." Green Chemistry 18, no. 5 (2016): 1201–5. http://dx.doi.org/10.1039/c5gc01931a.

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A visible-light-catalyzed synthesis of 3-acylindoles from simple indoles and α-oxo acids at room temperature has been discovered. This method offers rapid access to 3-acylindoles through C–C and C–H bond activation.

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12

Sejbal, Jan, Jiří Klinot, Daniela Hrnčířová та Alois Vystrčil. "Oxidation of 19β,28-epoxy-18α-oleanan-3-one and -1-one with peracids". Collection of Czechoslovak Chemical Communications 50, № 12 (1985): 2753–59. http://dx.doi.org/10.1135/cccc19852753.

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The reaction of 3-oxo derivative I and 1-oxo derivative XII of 19β,28-epoxy-18α-oleanane with peracids leads to corresponding lactones II or XIII, respectively, which were converted to A-seco acids III, V, and XIV and esters IV, VI, VII, and XV. Under acid catalysis oxidation of ketone I results in the degradation of one methyl group in position 4 and formation of compounds VIII and IX. On reaction with 3-chloroperbenzoic acid the α,β-unsaturated ketone XVI gives epoxyketone XVII.

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13

Shiri, Morteza, Zahra Gholami-Koupaei, Farzaneh Bandehali-Naeini та ін. "Highly Selective Synthesis of α-Hydroxy, α-Oxy, and α-Oxo Amides by a Post-Passerini Condensation Transformation". Synthesis 52, № 21 (2020): 3243–52. http://dx.doi.org/10.1055/s-0040-1707132.

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A post-Passerini condensation transformation can be employed in the synthesis of three types of amides: α-hydroxy, α-oxy, and α-oxo amides. K2CO3 efficiently promotes the solvolysis of α-acetoxy amides to form α-hydroxy amides in methanol. 2-Acetoxy-2-(2-alkynylquinolin-3-yl)acetamides in basic methanol are cyclized to 1,3-dihydrofuro[3,4-b]quinoline-1-carboxamides via deacetylation and 5-exo-dig cyclization. Treatment of 2-hydroxy-2-[2-(phenylethynyl)quinolin-3-yl]acetamides with I2 in basic media produces pyrrolo[2,3-b]quinoline-2,3-diones. This cyclization involves intramolecular cyclizati

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14

Yang, Xiaobing, Fangzhong Hu, Hongjing Di та ін. "A convenient base-mediated synthesis of 3-aryol-4-methyl (or benzyl)-2-methylthio furans from α-oxo ketene dithioacetals and propargyl alcohols via domino coupling/annulations". Org. Biomol. Chem. 12, № 44 (2014): 8947–51. http://dx.doi.org/10.1039/c4ob01300j.

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A convenient base-mediated synthesis of 3-aryol-4-methyl (or benzyl)-2-methylthio furans2has been developed through the domino coupling/annulations from α-oxo ketene dithioacetals1and propargyl alcohols.

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15

Strauss, Christopher R., Bevan Wilson та Patrick J. Williams. "3-oxo-α-ionol, vomifoliol and roseoside in Vitis vinifera fruit". Phytochemistry 26, № 7 (1987): 1995–97. http://dx.doi.org/10.1016/s0031-9422(00)81745-8.

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16

Çalış, İhsan, Ayşe Kuruüzüm-Uz, Piergiorgio A. Lorenzetto та Peter Rüedi. "(6S)-Hydroxy-3-oxo-α-ionol glucosides from Capparis spinosa fruits". Phytochemistry 59, № 4 (2002): 451–57. http://dx.doi.org/10.1016/s0031-9422(01)00399-5.

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17

Zhou, Yuan, Bao-Min Feng, Li-Ying Shi, Hui-Guo Wang, Ling Tang та Yong-Qi Wang. "Two new 3-oxo-α-ionol glucosides from Urtica laetevirens Maxim." Natural Product Research 25, № 13 (2011): 1219–23. http://dx.doi.org/10.1080/14786419.2010.528416.

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18

Ji, Kegong, Xiang Liu, Bowen Du, Fang Yang та Jinming Gao. "Gold-catalyzed selective oxidation of 4-oxahepta-1,6-diynes to 2H-pyran-3(6H)-ones and chromen-3(4H)-ones via β-gold vinyl cation intermediates". Chemical Communications 51, № 51 (2015): 10318–21. http://dx.doi.org/10.1039/c5cc02952j.

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α-Oxo gold carbenes generated in situ via the gold-catalyzed selective oxidation of 4-oxahepta-1,6-diynes were effectively trapped by internal alkynes, resulting in the formation of 2H-pyran-3(6H)-ones, 3, and chromen-3(4H)-ones, 4, upon facile trapping the vinyl cation intermediates.

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19

Miyairi, Shinichi, Kazuhiro Tateda, Etsu T. Fuse, et al. "Immunization with 3-oxododecanoyl-l-homoserine lactone–protein conjugate protects mice from lethal Pseudomonas aeruginosa lung infection." Journal of Medical Microbiology 55, no. 10 (2006): 1381–87. http://dx.doi.org/10.1099/jmm.0.46658-0.

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Quorum-sensing systems have been reported to play a critical role in the pathogenesis of several bacterial infections. Recent data have demonstrated that Pseudomonas N-3-oxododecanoyl-l-homoserine lactone (3-oxo-C12-homoserine lactone, 3-oxo-C12-HSL), but not N-butanoyl-l-homoserine lactone (C4-HSL), induces apoptosis in macrophages and neutrophils. In the present study, the effects of active immunization with 3-oxo-C12-HSL–carrier protein conjugate on acute P. aeruginosa lung infection in mice were investigated. Immunization with 3-oxo-C12-HSL–BSA conjugate (subcutaneous, four times, at 2-wee

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20

Bao, Pengli, Fei Liu, Yufen Lv, Huilan Yue, Jiang-Sheng Li та Wei Wei. "Visible-light-promoted acridine red catalyzed aerobic oxidative decarboxylative acylation of α-oxo-carboxylic acids with quinoxalin-2(1H)-ones". Organic Chemistry Frontiers 7, № 3 (2020): 492–98. http://dx.doi.org/10.1039/c9qo01334b.

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Visible-light-mediated procedure has been developed for the synthesis of 3-acyl quinoxalin-2(1H)-ones through acridine red catalyzed decarboxylative acylation of α-oxo-carboxylic acids with quinoxalin-2(1H)-ones.

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21

Zeng, Xiaobao, Chulong Liu, Xingyong Wang, Jianlan Zhang, Xinyan Wang та Yuefei Hu. "Silver-catalyzed decarboxylative acylation of quinoxalin-2(1H)-ones with α-oxo-carboxylic acids". Organic & Biomolecular Chemistry 15, № 42 (2017): 8929–35. http://dx.doi.org/10.1039/c7ob02187a.

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A novel silver-catalyzed decarboxylative acylation of α-oxo-carboxylic acids was developed, by which various 3-acyl quinoxalin-2(1H)-ones were synthesized by direct C–H bond acylation of quinoxalin-2(1H)-ones.

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22

Rob, Md Mahfuzur, Kawsar Hossen, Kaori Ozaki, Toshiaki Teruya, and Hisashi Kato-Noguchi. "Phytotoxicity and Phytotoxic Substances in Calamus tenuis Roxb." Toxins 15, no. 10 (2023): 595. http://dx.doi.org/10.3390/toxins15100595.

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Calamus tenuis is a shrub species distributed across South Asia. It grows well in diversified habitats and tends to dominate plants in the surrounding environment. The phytotoxicity of C. tenuis and the action of its phytochemicals against other plant species could explain its dominant behavior. Compounds with phytotoxic activity are in high demand as prospective sources of ecofriendly bioherbicides. Therefore, we investigated the phytotoxicity of C. tenuis. Aqueous methanol extracts of this plant species significantly limited the growth of four test plant species, two monocots (barnyard grass

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23

Nakagawa, Toshinori, Ahmed Ashour, Yhiya Amen, Yurie Koba, Koichiro Ohnuki та Kuniyoshi Shimizu. "α-Glucosidase Inhibitory Activity of Resin From Sakhalin fir Tree (Abies sachalinensis) and its Bioactive Compounds". Natural Product Communications 14, № 6 (2019): 1934578X1985846. http://dx.doi.org/10.1177/1934578x19858460.

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This study investigated in vitro the α-glucosidase inhibitory activity of resin from the Sakhalin fir tree ( Abies sachalinensis). The resin showed extremely high activity (IC50 of 17.3 µg/mL). We isolated 8 compounds from the resin and identified them. All of the compounds isolated from A. sachalinensis resin are reported for the first time in the present study. In an α-glucosidase inhibitory assay, 6 compounds—(holophyllane C (1), (−) -(24 E)-23-oxo-3,4- seco-9β H-lanosta-4(28),6,8(14),24-tetraen-3,26-dioic acid (2), abiesonic acid (3), (−) -(24 E)-23-oxo-3,4- seco-9β H-lanosta-4(28),7,24-tr

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24

Mikolajczyk, Marian, and Wanda Midura. "Notizen: A New , Short Synthesis of Z-Jasmone." Zeitschrift für Naturforschung B 41, no. 2 (1986): 263–64. http://dx.doi.org/10.1515/znb-1986-0220.

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Z-Jasmone (1) was prepared from ethylene ketal of 0,0-diethyl-4-oxo-pentanephosphonate (2) in four steps in 36% overall yield. A key step in this synthesis is the oxygenation of the α-phosphonate carbanion generated from the monoalkylation product of 2 with Z-3-hexen-1-yl iodide (3).

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25

Kanno, Emi, Kazuyoshi Kawakami, Shinichi Miyairi, et al. "Skin wound healing and cytokine response promoted by a quorum-sensing molecule from Pseudomonas aeruginosa (55.16)." Journal of Immunology 188, no. 1_Supplement (2012): 55.16. http://dx.doi.org/10.4049/jimmunol.188.supp.55.16.

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Abstract Quorum-sensing systems regulate virulence factors in Pseudomonas aeruginosa, which produces two autoinducers, N-3-oxododecanoyl or N-butanoyl-L-homoserine lactone (3-oxo-C12- or C4-HSL, respectively). Production of each HSL is regulated by the lasI or rhlI gene. Recently, HSLs are considered to play important roles in modulating immune responses. In this study, we addressed the effect of HSLs on the wound healing in skin. Wounds were created on the back of SD rats. P. aeruginosa PAO1 and its lasI or rhlI-deletion mutant (ΔlasI or ΔrhlI) were inoculated at the wound surface. Rats were

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26

Pabst, Anni, Denis Barron, Etienne Sémon та Peter Schreier. "Two diastereomeric 3-oxo-α-ionol β-d-glucosides from raspberry fruit". Phytochemistry 31, № 5 (1992): 1649–52. http://dx.doi.org/10.1016/0031-9422(92)83121-e.

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27

Zheng, Zhitong, and Liming Zhang. "C–H insertions in oxidative gold catalysis: synthesis of polycyclic 2H-pyran-3(6H)-ones via a relay strategy." Organic Chemistry Frontiers 2, no. 12 (2015): 1556–60. http://dx.doi.org/10.1039/c5qo00308c.

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A new application of oxidatively generated, highly electrophilic α-oxo gold carbenes in synthetically streamlining insertions into unactivated C–H bonds is realized by converting them to putative vinyl cation intermediates in a relay approach. This chemistry permits expedient access to cyclic dihydropyran-3-ones.

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28

Sefton, MA, GK Skouroumounis, RA Massywestropp, and PJ Williams. "Norisoprenoids in Vitis vinifera White Wine Grapes and the Identification of a Precursor of Damascenone in These Fruits." Australian Journal of Chemistry 42, no. 12 (1989): 2071. http://dx.doi.org/10.1071/ch9892071.

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Twenty-four norisoprenoids , which are either free volatile components of juices of Vitis vinifera cvv . Chardonnay, Semillon and Sauvignon Blanc, or are liberated by glycosidase enzyme, or acid hydrolysis of extracts of these juices, have been identified. Eleven of these norisoprenoids are reported as grape products for the first time. The hypothetical 7-oxomegastigmane precursors, grasshopper ketone (5) and megastigm-5-en-7-yne-3,9-diol (10), as well as the related allene, 9-hydroxymegastigma-4,6,7-trien-3-one (6), have been observed for the first time, cooccurring with damascenone (1), 3-hy

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29

Kıran, İsmail, Türkan Tikna Sefunç, Özge Özşen, K. Hüsnü Can Başer та Fatih Demirci. "Microbial Biotransformation of α-ionol". Journal of Chemical Research 42, № 1 (2018): 13–14. http://dx.doi.org/10.3184/174751918x15161933697772.

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Ionols are important flavour and fragrance compounds both in natural and synthetic aroma blends that are used in many daily products. α-Ionol has been converted for the first time to 3-oxo-α-ionone by microbial biotransformation using the plant pathogenic fungi Aspergillus niger NRRL 326 and Fusarium culmorum (freshly isolated) over 7 d at 25°C at 6.6 and 15.3% yield, respectively. The structure of the metabolite, which was purified by column chromatography, was elucidated by FTIR, GC-MS and NMR studies.

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30

Qianchao, Pi Shiqing, and Chen Xinzhi. "Improved Synthesis of Methyl 3-oxo-2,6,6-trimethylcyclohex-1-ene-1-carboxylate, an A-ring intermediate for (±)strigol." Journal of Chemical Research 2007, no. 8 (2007): 494–96. http://dx.doi.org/10.3184/030823407x240881.

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Methyl 3-oxo-2,6,6-trimethylcyclohex-1-ene-1-carboxylate was synthesised over eight steps from the starting material of citral instead of α-ionone. KMnO4, HC(OEt)3 and O2/TEMPO/CuCl were substituted for NaIO4, CH3I and pyridinium chlorochromate, respectively. Every step was simplified and gave a 48% overall yield. The procedure is suitable for large scale production.

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31

Visampalli, Praneetha, та Girija Sastry Vedula. "Synthesis of Some New 7-(arylidene/heteroylidene imino)-2-(3,4-dimethoxy-phenyl)-5-oxo- 1,5-dihydro-[1,2,4]triazolo[1,5-α]pyridine-6-carbonitrile Derivatives as Potent Antibacterial and Anti-inflammatory Agents". INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY 33, № 03 (2023): 278. http://dx.doi.org/10.59467/ijhc.2023.33.278.

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A new series of 7-(arylidene/heteroylidene imino)-2-(3,4-dimethoxy-phenyl)-5-oxo-1,5-dihydro-[1,2,4] triazolo[1,5-α]pyridine-6-carbonitrile derivatives i.e., Schiff bases (4a-4j) was synthesized from reaction of 7-amino-2-(3,4-dimethoxy-phenyl)-5-oxo-1,5-dihydro-[1,2,4]triazolo[1,5-α]pyridine-6-carbonitrile (3) with substituted benzaldehydes or hetraldehydes in presence of glacial acetic acid. The antibacterial and anti-inflammatory properties of compounds 3, 4a-4j were investigated, and the results showed that some of the synthesized compounds had better activity than the standard reference d

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32

Visampalli, Praneetha, та Girija Sastry Vedula. "Synthesis of Some New 7-(arylidene/heteroylidene imino)-2-(3,4-dimethoxy-phenyl)-5-oxo- 1,5-dihydro-[1,2,4]triazolo[1,5-α]pyridine-6-carbonitrile Derivatives as Potent Antibacterial and Anti-inflammatory Agents". INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY 33, № 03 (2023): 277. http://dx.doi.org/10.59467/ijhc.2023.33.277.

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A new series of 7-(arylidene/heteroylidene imino)-2-(3,4-dimethoxy-phenyl)-5-oxo-1,5-dihydro-[1,2,4] triazolo[1,5-α]pyridine-6-carbonitrile derivatives i.e., Schiff bases (4a-4j) was synthesized from reaction of 7-amino-2-(3,4-dimethoxy-phenyl)-5-oxo-1,5-dihydro-[1,2,4]triazolo[1,5-α]pyridine-6-carbonitrile (3) with substituted benzaldehydes or hetraldehydes in presence of glacial acetic acid. The antibacterial and anti-inflammatory properties of compounds 3, 4a-4j were investigated, and the results showed that some of the synthesized compounds had better activity than the standard reference d

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33

GRECHKIN, Alexander N., Lucia S. MUKHTAROVA, and Mats HAMBERG. "The lipoxygenase pathway in tulip (Tulipa gesneriana): detection of the ketol route." Biochemical Journal 352, no. 2 (2000): 501–9. http://dx.doi.org/10.1042/bj3520501.

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The in vitro metabolism of [1-14C]linoleate, [1-14C]linolenate and their 9(S)-hydroperoxides was studied in cell-free preparations from tulip (Tulipa gesneriana) bulbs, leaves and flowers. Linoleate and its 9-hydroperoxide were converted by bulb and leaf preparations into three ketols: (12Z)-9-hydroxy-10-oxo-12-octadecadienoic acid (α-ketol), (11E)-10-oxo-13-hydroxy-11-octadecadienoic acid (γ-ketol) and a novel compound, (12Z)-10-oxo-11-hydroxy-12-octadecadienoic acid (10,11-ketol), in the approximate molar proportions of 10:3:1. The corresponding 15,16-dehydro α- and γ-ketols were the main me

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34

Leistner, Siegfried, Günther Wagner та Heidrun Richter. "Darstellung von 3-Oxo(bzw. Imino)-5-(α-hydroxyalkyl)-1,2,4-triazolinderivaten aus 2-Oxo(bzw. Imino)-4-oxo-5-alkyl-oxazolidinen und Hydrazinhydrat". Zeitschrift für Chemie 14, № 7 (2010): 267–68. http://dx.doi.org/10.1002/zfch.19740140705.

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35

Sundheim, Angelika, and Rainer Mattes. "Reaktionen von Oxovanadium-Dipicolinatokomplexen mit Benzoylhydrazin. Die Kristallstrukturen von [VO(dipic)(NH2NHC(O)Ph) · NH2NHC(O)Ph · H2O, [C(NH2)3][VO(dipic)(NHNC(O)Ph)] · 2H2O und der „blauen“ Modifikation von [VO(dipic)(H2O)2] · 2H2O / Reactions of Oxovanadium(IV) and -(V) Dipicolinato Complexes with Benzoylhydrazine. Crystal Structures of [VO(dipic)(NH2NHC(O)Ph)] · NH2NHC(O)Ph · H2O · [C(NH2)3][VO(dipic)(NHNC(0)Ph)] · 2H 2O and the “Blue” Modification of [VO(dipic)(H2O) 2] · 2 H2O." Zeitschrift für Naturforschung B 48, no. 2 (1993): 125–32. http://dx.doi.org/10.1515/znb-1993-0202.

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AbstractThe hydrazino complex [VO(dipic)(NH2NHC(O)Ph)] · NH2NHC(O)Ph · H2O (3) has been prepared by reaction of [VO(dipic)(H2O)] · 2H2O (1) with NH2NHC(O)Ph. (dipic = dianion of pyridine dicarboxylic acid). The hydrazido(2-) complex (guanid)[VO(dipic)(NHNC(O)Ph)] · 2H2O (4) was obtained by reaction of (guanid)[VO2(dipic)]·2H2O and NH2NHC(O)Ph. During the course of this reaction a terminally bonded oxygen atom is abstracted from the vanadium(V) center. 1, 3 and 4 have been characterized by X-ray single crystal diffraction, infrared, Raman and electron spin resonance spectroscopy.In 1 vanadium i

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36

Shulgau, Zarina, Irina Palamarchuk, Shynggys Sergazy та ін. "Synthesis, Computational Study, and In Vitro α-Glucosidase Inhibitory Action of Thiourea Derivatives Based on 3-Aminopyridin-2(1H)-Ones". Molecules 29, № 15 (2024): 3627. http://dx.doi.org/10.3390/molecules29153627.

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Reactions with allyl-, acetyl-, and phenylisothiocyanate have been studied on the basis of 3-amino-4,6-dimethylpyridine-2(1H)-one, 3-amino-4-phenylpyridine-2-one, and 3-amino-4-(thiophene-2-yl)pyridine-2(1H)-one (benzoyl-)isothiocyanates, and the corresponding thioureide derivatives 8-11a-c were obtained. Twelve thiourea derivatives were obtained and studied for their anti-diabetic activity against the enzyme α-glucosidase in comparison with the standard drug acarbose. The comparison drug acarbose inhibits the activity of α-glucosidase at a concentration of 15 mM by 46.1% (IC50 for acarbose is

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37

Wu, Yue-Hua, Gao-Keng Xiao, Guo-Dong Chen, et al. "Pericocins A–D, New Bioactive Compounds from Periconia sp." Natural Product Communications 10, no. 12 (2015): 1934578X1501001. http://dx.doi.org/10.1177/1934578x1501001228.

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One new dihydroisocoumarin, pericocin A (1), one new chromone, pericocin B (2), and two new α-pyrone derivatives, pericocins C-D (3–4), together with two known compounds, 3-(2-oxo-2 H-pyran-6-yl)propanoic acid (5) and ( E)-3-(2-oxo-2 H-pyran-6-yl)acrylic acid (6), were isolated from the culture of the endolichenic fungus Periconia sp.. Their structures were elucidated by spectroscopic methods. All these compounds are derived from the polyketone biosynthetic pathway. Compound 1 was obtained as a mixture of enantiomers. The antimicrobial activity of compounds 1–5 was tested against Escherichia c

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38

Anh, Pham Tuan, Pham Thanh Ky, Nguyen Thi Cuc, et al. "Damarane-type Saponins from Gynostemma Longipes and their Cytotoxic Activity." Natural Product Communications 10, no. 8 (2015): 1934578X1501000. http://dx.doi.org/10.1177/1934578x1501000808.

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Two new damarane- type saponins, named gylongiposides II-III (1 and 2), along with one known compound, (23 S)-3β,20ζ,21ζ-trihydroxy-19-oxo-21,23-epoxydammar-24-ene 3- O-α-L-rhamnopyranosyl-(1→2)-[β-D-xylopyranosyl-(1→3)]-α-L-arabinopyranoside, were isolated from the leaves of Gynostemma longipes C.Y.Wu. Their structures were determined by 1D- and 2D-NMR and HR-ESI-MS spectra. Compounds 1–3 exhibited moderate activity against four human cancer cell lines, A-549, HT-29, OVCAR, and MCF-7, with IC50 values ranging from 9.8 ± 2.1 to 49.6 ± 2.6 μM.

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39

Khusnutdinova, El'mira F., Irina E. Smirnova, Gul'nara V. Giniyatullina, et al. "Inhibition of Alpha-Glucosidase by Synthetic Derivatives of Lupane, Oleanane, Ursane and Dammarane Triterpenoids." Natural Product Communications 11, no. 1 (2016): 1934578X1601100. http://dx.doi.org/10.1177/1934578x1601100112.

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A variety of new and earlier synthesized lupane, oleanane, ursane and dammarane triterpenoids have been investigated for their inhibitory activity against α-glucosidase. 2,3-Indole-21β-acetyl-20β,28-epoxy-18α,19βH-ursane and 3-oxo-3A-homo-3a-aza-20( S)-hydroxydammar-24(25)-ene were synthesized for the first time. The compounds 3, 4, 8–11 and 14 demonstrated strong in vitro inhibitory activity towards α-glucosidase with IC50 values of 37.5–115.1 μM. 3-Deoxy-3a-homo-3a-aza-28-cinnamoyloxy-20(29)-lupene, with an IC50 of 6.67 μM was 60-fold more active than the market drug acarbose.

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40

Brummer, Stefanie, Norbert Weiden, and Alarich Weiss. "Single Crystal 35Cl NQR of 2,3,4,4-Tetrachloro-1-oxo-1,4-dihydronaphthaline and of 2,2,3,4-Tetrachloro-1 -oxo-1,2-dihy dronaphthaline." Zeitschrift für Naturforschung A 45, no. 3-4 (1990): 249–58. http://dx.doi.org/10.1515/zna-1990-3-410.

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Abstract2,3,4,4-Tetrachloro-1-oxo-1,4-dihydronaphthaline, ß-TKN, crystallizes in the orthorhombic space group D1 6 2 h - Pnma with Z = 4, and the 35Cl NQR spectrum consists of three lines with an intensity ratio of 2:1:1. The crystal structure of 2,2,3,4-tetrachloro-1-oxo-1,2-dihydronaphthaline, α-TKN, is described in literature as belonging to the polar space group C22 - P 21 with Z = 2. In contradiction to the reported space group and Z, we observed a three line 35Cl NQR spectrum with an intensity ratio of 2:1:1. Therefore, the crystal structure of α-TKN was redetermined at 7 = 296 K: space

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41

Wang, Qing, Xia Zeng, Shan Shan Li, Xiao Li Ma, and Hui Li. "X-ray powder diffraction data for 5, 6-dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone, C20H25N3O3." Powder Diffraction 31, no. 4 (2016): 288–91. http://dx.doi.org/10.1017/s0885715616000385.

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X-ray powder diffraction data for 5,6-dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone, C20H25N3O3, are reported [a = 5.989(2), b = 6.669(3), c = 24.605(5)Å, α = 84.466(7)°, β = 89.859(6)°, γ = 69.074(4)°, unit-cell volume V = 913.11 Å3, Z = 2, and space group P−1]. No detectable impurities were observed.

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42

Küppers, Horst, Karl-F. Hesse, Ulrike Ashauer-Holzgrabe, Rolf Haller, and Roland Boese. "Stereochemistry of Substituted Isomeric 3-Oxa-7-aza-bicyclo[3.3.1]nonan-9-ones." Zeitschrift für Naturforschung B 42, no. 2 (1987): 221–28. http://dx.doi.org/10.1515/znb-1987-0217.

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Abstract Two isomers of 7-methyl-9-oxo-2,4-diphenyl-3-oxa-7-aza-bicyclo[3.3.1]nonan-1,5-ethyl dicarboxylate (1a and 1b) were obtained by condensation of 2,6-diphenyl-1-oxa-4-oxo-cyclohexan-3,5-ethyl dicarboxylate with methylamine and formaldehyde. Their crystal structures were determined by X-ray diffraction. They crystallize in the triclinic space group P1̄ with (for 1a) a = 12.907(5), b = 11.223(4), c = 8.993(4) Å, α = 105.82(4), β = 100.14(5), γ = 97.35(4)°, and (for 1b) a = 16.400(7), b = 13.062(4), c = 11.336(2) Å, α = 94.19(3), β = 94.74(3), γ = 102.56(4)°. This investigation has shown t

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43

Abdolmohammadi, Shahrzad. "Study of the Catalytic Activity of Zr(HPO4)2 in the Synthesis of Hexahydroquinoline Derivatives under Solvent-free Conditions." Zeitschrift für Naturforschung B 68, no. 2 (2013): 195–200. http://dx.doi.org/10.5560/znb.2013-2237.

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2-Amino-7,7-dimethyl-5-oxo-1,4-diaryl-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile derivatives were synthesized by the one-pot four-component reaction of aromatic aldehydes, malononitrile, dimedone and arylamines in the presence of Zr(HPO4)2·H2O (α-ZrP) as an effective and recyclable solid acid catalyst, in high yields.

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44

Yamada, Yoichi, та Heinosuke Yasuda. "A convenient synthesis of (z)-3-(α-alkoxycarbonyl-α-cyanomethylene)-2-oxo-1,2,3,4-tetrahydroquinoxalines and related compounds". Journal of Heterocyclic Chemistry 35, № 6 (1998): 1389–96. http://dx.doi.org/10.1002/jhet.5570350628.

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45

Bagrov, F. V., G. P. Pavlov та D. F. Bagrov. "ChemInform Abstract: Reactions of 3-Chloro-6-hydrazinopyridazine with α(β)-Diketones, γ-Oxo Acids, and γ-Oxo Esters." ChemInform 31, № 43 (2000): no. http://dx.doi.org/10.1002/chin.200043171.

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46

Saputri, Yosephine Liliana Intan Danar, Antonius Herry Cahyana, and Rika Tri Yunarti. "Synthesis of Isatin-based Chalcone Derivatives and Their Activity as Antioxidants." Reaktor 23, no. 2 (2023): 62–70. http://dx.doi.org/10.14710/reaktor.23.2.62-70.

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The body needs antioxidants to combat free radicals and guard against their damaging effects on healthy cells that might result in degenerative disorders. Several degenerative diseases include hypertension, heart disease, diabetes, stroke, and cancer. The human body can deal with free radical attacks caused by radiation, stress, cigarette smoke, and environmental pollution, so it requires additional external antioxidants to protect against free radical attacks. Chalcone is a compound that has an α,β-unsaturated carbonyl system, which makes chalcone compounds have biological activity. Chalcone

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47

Wolfram, Ratna Kancana, Anja Barthel-Niesen, Renate Schäfer, Lucie Heller, Ahmed Al-Harrasi та René Csuk. "β-11-Keto-boswellic acid derived amides: synthesis and cytotoxicity". Mediterranean Journal of Chemistry 6, № 5 (2017): 180–90. http://dx.doi.org/10.13171/mjc65/01710032249-csuk.

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The aim of this study was to prepare 11-keto-β-boswellic acid derivatives modified at C-24 and to evaluate their in vitro cytotoxicity. Acetyl-11-keto-β-boswellic acid (AKBA) was isolated from frankincense and transformed into 11-keto-β-boswellic acid (KBA). Both compounds served as starting materials for the synthesis of several amides or hydrazides. The derivatives were fully characterized, and their cytotoxicity was evaluated in vitro using sulforhodamine B (SRB) assays employing two human tumor cell lines (A2780 and MCF7) as well as nonmalignant mouse fibroblasts (NIH 3T3). Nearly all of t

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48

Nokami, Junzo, Kazuhiko Fujii, Yusuke Mizutani, et al. "Cyclopentanoids from Cyclopentadiene: Synthesis of (-)-Methyl jasmonate and (+)-12-Oxophytodienoic acid." Natural Product Communications 8, no. 7 (2013): 1934578X1300800. http://dx.doi.org/10.1177/1934578x1300800716.

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Linoleic acid metabolites (-)-methyl jasmonate and (+)-12-oxophytodienoic acid ((+)-12-oxo-PDA) were prepared from the same precursor (1,2-trans, 1,3- cis, 2′ Z)-2-(pent-2′-enyl)-cyclopent-4-en-1,3-diol which was obtained by regioselective pent-2-enylation of cyclopentadiene and following photooxidation to cis −1,3-diol. A methoxycarbonylmethyl substituent was introduced to the cyclopentane ring via alkylation of the π-allyl palladium intermediate derived from (1 R,2 S,3 S,2′ Z)-3-acetoxy-2-(pent-2′-enyl)cyclopent-4-ene-1-ol with dimethyl malonate for (-)-methyl jasmonate. The α-chain was intr

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49

Granados, Albert, Pau Sarró, and Adelina Vallribera. "Catalytic Asymmetric Fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination." Molecules 24, no. 6 (2019): 1141. http://dx.doi.org/10.3390/molecules24061141.

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A highly enantioselective catalytic method for the synthesis of quaternary α-fluoro derivatives of 3-oxo esters is described. The reaction uses europium (III) triflate and commercially available chiral pybox-type C2-symmetric ligand. Excellent results in terms of yields and enantioselectivities were assured using the electrophilic NFSI reagent under mild reaction conditions.

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50

Salaheldin, Abdellatif M., Tayseer A. Abdallah, Naglaa F. Radwan, and Hamdi M. Hassaneen. "A Novel Route to 4-Aminopyrazoles and Aminopyrazolo[4,3-b]pyridines." Zeitschrift für Naturforschung B 61, no. 9 (2006): 1158–61. http://dx.doi.org/10.1515/znb-2006-0917.

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Abstract 3-Oxo-2-arylhydrazononitriles 6 are readily converted into 4-aminopyrazoles 1 via reaction with α-haloketones, chloroacetonitrile and ethyl chloroacetate. The aminopyrazoles are readily converted into aminopyrazolo[4,3-b]pyridines upon treatment with malononitrile. Compounds are readily diazotized to yield unstable diazonium salts that readily cyclized into pyrazolo[4,3-c]pyridazines.

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