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1

Lanin, S. N., V. V. Petrenko, A. N. Leonov, G. P. Kononenko, and N. A. Soboleva. "Selective binary mobile phase for high-performance liquid chromatography of 12, 13-epoxytrichothec-9-en-8-ones." Chemistry of Natural Compounds 25, no. 6 (1989): 732–34. http://dx.doi.org/10.1007/bf00598288.

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2

Vlad, P. F., D. P. Popa, E. C. Gorincioi, M. N. Coltsa, and G. N. Mironov. "Synthesis of 11-hydroxydrim-8(9)-en-7-one and 11,12-dihydroxydrim-8(9)-en-7-one from drim-8(9)-en-7-one." Russian Chemical Bulletin 49, no. 1 (1990): 98–101. http://dx.doi.org/10.1007/bf02499072.

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3

de Vivar, Alfonso Romo, David Aaron Nieto, Rubén Gaviño та C. Ana-Lidia Pérez. "Isocapnell-9-en-8-one and 6α-hydroxyisocapnell-9-en-8-one, sesquiterpenes from Buddleia species". Phytochemistry 40, № 1 (1995): 167–70. http://dx.doi.org/10.1016/0031-9422(95)00261-5.

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4

Leonov, A. I., G. P. Kononenko, V. K. Shevtsov, and N. A. Soboleva. "Chromato-mass spectrometric identification of four 12,13-epoxytrichothec-9-en-8-ones in a sample of fusarium-infected grain." Chemistry of Natural Compounds 24, no. 2 (1988): 270–71. http://dx.doi.org/10.1007/bf00596778.

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5

Vlad, P. F., D. P. Popa, E. C. Gorincioi, M. N. Coltsa, and G. N. Mironov. "ChemInform Abstract: Synthesis of 11-Hydroxydrim-8(9)-en-7-one (IV) and 11,12-Dihydroxydrim-8(9)-en-7-one (VIII) from Drim-8(9)-en-7-one (I)." ChemInform 31, no. 36 (2010): no. http://dx.doi.org/10.1002/chin.200036195.

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6

Lee, Rachel C., Ru-Dong Wei, and Fun S. Chu. "Enzyme-Linked Immunosorbent Assay for T-2 Toxin Metabolites in Urine." Journal of AOAC INTERNATIONAL 72, no. 2 (1989): 345–48. http://dx.doi.org/10.1093/jaoac/72.2.345.

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Abstract A direct competitive enzyme-linked immunosorbent assay (ELISA) for determination of total T-2 toxin metabolites in urine was developed. The assay involves coating anti-3-acetyl-neosolaniol-hemisuccinate- bovine serum albumin conjugate (anti-3-Ac-NEOS-HS-BSA) antibody to the ELISA plate and using 3-Ac-NEOS-HS-peroxidase as the enzyme marker. Competitive ELISA revealed that the antibody had good cross-reactivity with acetyldiacetoxyscirpenol (Ac-DAS), T-2 tetraol tetraacetate, 3'-OH-Ac-T-2, 3-Ac-NEOS, and 3,4,15- triacetyl-12,13-epoxytrichothec-9-en-8-one (Ac-T-2-8-one), but less cross-
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7

Russi, Silvia, Helena Pardo, Horacio Heinzen, et al. "1,4,4-Trimethyl-9-phenyl-8-oxa-9-azabicyclo[3.2.2]non-6-en-2-one." Acta Crystallographica Section C Crystal Structure Communications 56, no. 6 (2000): 672–73. http://dx.doi.org/10.1107/s0108270100002729.

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8

Morales, Glauco, Adrián Paredes, Iván Brito та Alejandro Cárdenas. "Crystal structure of 1α,11-dihydroxyeremophil-9-en-8-one, C15H24O3". Zeitschrift für Kristallographie - New Crystal Structures 232, № 3 (2017): 379–81. http://dx.doi.org/10.1515/ncrs-2016-0275.

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9

Kravtsov, V. Kh, E. K. Gorinchnoi, G. N. Mironov, M. N. Koltsa, Yu A. Simonov, and P. F. Vlad. "Crystal and molecular structure of 11,12-dihydroxydrim-8(9)-en-7-one." Crystallography Reports 45, no. 2 (2000): 258–60. http://dx.doi.org/10.1134/1.171176.

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10

Kavounis, C. A., P. J. Rentzeperis, E. Malamidou-Xenikaki, and E. Coutouli-Argyropoulou. "Structure of 10-(2,6-dichlorophenyl)-8-oxa-9-aza[5.3.3]propell-9-en-2-one (DCPOP)." Acta Crystallographica Section C Crystal Structure Communications 43, no. 6 (1987): 1151–53. http://dx.doi.org/10.1107/s0108270187092710.

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11

Paquette, Leo A., Daniel T. Belmont, and Yeh Leh Asu. "Regiospecific and stereoselective alkylation of the octahydronaphthal-8(9)-en-3-one nucleus." Journal of Organic Chemistry 50, no. 24 (1985): 4667–72. http://dx.doi.org/10.1021/jo00224a001.

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12

Koltsa, M. N., G. N. Mironov, S. T. Malinovskii, and P. F. Vlad. "Synthesis of drim-8(9)-en-7-one, drima-5,8(9)-dien-7-one, and their 11,12-dibromo derivatives from norambreinolide." Russian Chemical Bulletin 45, no. 1 (1996): 208–14. http://dx.doi.org/10.1007/bf01433763.

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13

Saito, Yoshinori, Mayu Ichihara, Yasuko Okamoto, Xun Gong, Chiaki Kuroda, and Motoo Tori. "Four Eremophil-9-en-8-one Derivatives from Cremanthodium stenactinium Samples Collected in China." Molecules 16, no. 12 (2011): 10645–52. http://dx.doi.org/10.3390/molecules161210645.

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14

Kravtsov, V. Kh, Yu A. Simonov, E. K. Gorinchoi, M. N. Koltsa та P. F. Vlad. "Crystal and molecular structures of 11,12-epoxydrim-8(9)-en-11β-ol-7-one". Crystallography Reports 45, № 5 (2000): 789–91. http://dx.doi.org/10.1134/1.1312922.

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15

Taber, Douglass F. "On the attempted synthesis of 3β-hydroxy-7β-kemp-8(9)-en-6-one". Tetrahedron Letters 34, № 12 (1993): 1883–84. http://dx.doi.org/10.1016/s0040-4039(00)91953-1.

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16

Kuchkova, K. I., A. N. Aryku, A. N. Barba, et al. "Synthesis of nitrogen-containing drimane sesquiterpenoids from 11-dihomodrim-8(9)-en-12-one." Chemistry of Natural Compounds 47, no. 2 (2011): 223–28. http://dx.doi.org/10.1007/s10600-011-9888-2.

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17

Romero-Montiel, Laura, J. Martín Torres-Valencia, Rocío álvarez-García, et al. "Structure and Conformation of a New Longipinene Diester from Stevia nepetifolia." Natural Product Communications 2, no. 5 (2007): 1934578X0700200. http://dx.doi.org/10.1177/1934578x0700200503.

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The roots of Stevia nepetifolia afforded the new longipinene derivative (4 R,5 S,7 S,8 S,9 S,10 R,11 R,2' S,2″ S)-(+)-7,8-di-(α-methylbutyryloxy)-9-hydroxylongipin-2-en-1-one (1), together with the known 7-angeloyloxy-8-(α-methylbutyryloxy)-9-hydroxylongipin-2-en-1-one (2), 7,8-diangeloyloxy-9-hydroxylongipin-2-en-1-one (3), valeranone, 2,3-epoxybisabol-10-en-1-one, γ-cadinene and α-cadinol. The new substance was fully characterized by 1D- and 2D- NMR spectroscopy, molecular modelling, and by partial synthesis using ( S)-(+)-α-methylbutyric acid.
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18

Ohtsu, Hironori, Reiko Tanaka, Yasuko In, Shunyo Matsunaga, Harukuni Tokuda, and Hoyoku Nishino. "New abietane diterpenoids from the cones of Larix kaempferi." Canadian Journal of Chemistry 78, no. 1 (2000): 31–40. http://dx.doi.org/10.1139/v99-218.

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A new podocarpane diterpene, 7α,15-dihydroxypodocarp-8(14)-en-13-one (1) and eight new abietane diterpenes, abiet-8(14)-en-7α,13β,15,18-tetraol (2), 7α,13β,15-trihydroxyabiet-8(14)-en-18-oic acid (3), 13β,18-dihydroxyabiet-8(14)-en-7-one (4), 13β,15,18-trihydroxyabiet-8(14)-en-7-one (5), 7-oxo-13β-methoxyabiet-8(14)- en-18-oic acid (7), abiet-8(14)-en-7α,12α,13β,18-tetraol (8), 7α,12α,13β-trihydroxyabiet-8(14)-en-18-oic acid (9), and abiet-8(14)-en-7α,12α,13β,15,18-pentaol (10) were isolated from the CHCl3 extract of the cones of Larix kaempferi. Their structures were determined on the basis o
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19

KOLTSA, M. N., G. N. MIRONOV, S. T. MALINOVSKII, and P. F. VLAD. "ChemInform Abstract: Synthesis of Drim-8(9)-en-7-one, Drima-5,8(9)-dien-7-one and Their 11, 12-Dibromo Derivatives from Norambreinolide." ChemInform 27, no. 26 (2010): no. http://dx.doi.org/10.1002/chin.199626233.

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20

Morzycki, Jacek W., Jaroslaw Jurek, and Wladyslaw J. Rodewald. "Synthesis of 8-methylene-des-AB-cholestan-9-one by cholesterol degradation." Canadian Journal of Chemistry 64, no. 8 (1986): 1540–43. http://dx.doi.org/10.1139/v86-253.

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The short synthetic route from 3β-acetoxy-5β-methyl-19-norcholest-9(10)-en-6-one (1) to 8-methylene-des-AB-cholestan-9-one (8) is described. Compound 8 is a convenient intermediate for the synthesis of relatives of vitamin D3 by the A → CD route.
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21

Pan, Li-Rui, and Takashi Tokoroyama. "Asymmetric synthese of de-ABC-cholestan-14-one and de-AB-cholest-8-en-9-one by an extracyclic methodology." Tetrahedron Letters 33, no. 11 (1992): 1473–74. http://dx.doi.org/10.1016/s0040-4039(00)91650-2.

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22

King, Russell R., and Roy Greenhalgh. "Chemical deoxygenation of the epoxide moiety in deoxynivalenol (vomitoxin)." Canadian Journal of Chemistry 63, no. 5 (1985): 1089–92. http://dx.doi.org/10.1139/v85-184.

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Reaction of triacetoxydeoxynivalenol (3) with hydrobromic acid–acetic acid at reflux temperatures yielded 3α,7α, 13,15-tetraacetoxy-2-bromo apotrichothec-9-en-8-one (5) and 3α,7α,15-triacetoxy-13-bromo-12-hydroxytrichothec-9-en-8-one (4). Dehalohydrination of the 13,12-bromohydrin derivative with Zn–acetic acid followed by deacetylation with sodium ethoxide gave 3α,7α,15-trihydroxytrichothec-9,12-dien-8-one (2). This compound proved identical to the transformation product isolated from incubation of deoxynivalenol (vomitoxin) in vitro with rumen microorganisms.
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23

Liepa, A. J., A. Hofmann, and E. R. T. Tiekink. "Crystal structure of 9-hydroxy-8-[1-(4-methylsulfanyl-benzyloxyimino)- butyl]-6-oxa-spiro[4.5]dec-8-en-7-one, C20H27NO4S." Zeitschrift für Kristallographie - New Crystal Structures 217, no. 1 (2002): 89–90. http://dx.doi.org/10.1524/ncrs.2002.217.1.89.

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24

Liepa, A. J., A. Hofmann, and E. R. T. Tiekink. "Crystal structure of 9-hydroxy-8-[1-(4-methylsulfanyl-benzyloxyimino)- butyl]-6-oxa-spiro[4.5]dec-8-en-7-one, C20H27NO4S." Zeitschrift für Kristallographie - New Crystal Structures 217, JG (2002): 89–90. http://dx.doi.org/10.1524/ncrs.2002.217.jg.89.

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25

Pepe, G., L. Lamarque, A. Meou та P. Brun. "Crystal structure of (1β,6β,7α)-7-carbomethoxy-9-oxabicyclo[4.3.0]non-2-en-8-one, C10H12O4". Zeitschrift für Kristallographie - New Crystal Structures 215, № 1 (2000): 61–62. http://dx.doi.org/10.1515/ncrs-2000-0134.

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26

Yildirim, Kudret, Ahmet Uzuner, and Emine Yasemin Gulcuoglu. "Baeyer–Villiger oxidation of some steroids by Aspergillus tamarii MRC 72400." Collection of Czechoslovak Chemical Communications 76, no. 6 (2011): 743–54. http://dx.doi.org/10.1135/cccc2011008.

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Biotransformations of epiandrosterone (1), dehydroepiandrosterone (2), testosterone (3), progesterone (4) and pregnenolone (5) byAspergillus tamariiMRC 72400 for 5 days have been reported and the results of these incubations have been compared with previously published data obtained withAspergillus tamariiQM 1223.A. tamariiMRC 72400 showed higher Bayer–Villiger monooxygenase activities thanA. tamariiQM 1223 did. Apart from pregnenolone (5),A. tamariiMRC 72400 metabolized these steroids in different ways. Incubation of epiandrosterone (1) afforded 3β,11β-dihydroxy-5α-androstan-17-one (6) (3%) a
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27

Polat, İlknur, Selçuk Eşsiz, Uğur Bozkaya, and Emine Salamci. "Efficient and regioselective synthesis of dihydroxy-substituted 2-aminocyclooctane-1-carboxylic acid and its bicyclic derivatives." Beilstein Journal of Organic Chemistry 18 (January 6, 2022): 77–85. http://dx.doi.org/10.3762/bjoc.18.7.

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The first synthesis of 2-amino-3,4-dihydroxycyclooctane-1-carboxylic acid, methyl 6-hydroxy-9-oxo-8-oxabicyclo[5.2.1]decan-10-yl)carbamate, and 10-amino-6-hydroxy-8-oxabicyclo[5.2.1]decan-9-one starting from cis-9-azabicyclo[6.2.0]dec-6-en-10-one is described. cis-9-Azabicyclo[6.2.0]dec-6-en-10-one was transformed into the corresponding amino ester and its protected amine. Oxidation of the double bond in the N-Boc-protected methyl 2-aminocyclooct-3-ene-1-carboxylate then delivered the targeted amino acid and its derivatives. Density-functional theory (DFT) computations were used to explain the
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28

S., A. EL-ABBADY, and M. AGAMAI S. "Synthesis and Selected Reactions of 9-(2-Cyanoethyl)-1-oxa-9-azatricyclo[ 4.2.1.0 2,8]nonan-3-one-6-carbonitrile." Journal of Indian Chemical Society Vol. 73, Dec 1996 (1996): 663–65. https://doi.org/10.5281/zenodo.5918343.

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Department of Chemistry, University College for Girls, Am Shams University, Heliopolis, Cairo, Egypt <em>Manuscript received 27 January 1994, revised 16 March 1995, accepted 31 May 1995&nbsp;</em> Oxirination of the activated 3,4-olefinic double bond of 8-(2-cyanoethyl)-8-azabicyclo[3.2.1]oct-3-en-2-one-6-carbonitrile (1) with basic hydrogen peroxide afforded 9-(2-cyanoethyl)-1-oxa-9-azatricyclo[4.2.1.0<sup>2,8</sup>]nonan-3-one-6-carbonitrile (2). Ring opening of the oxirane ring in 2 has been investigated using 10% sodium hydroxide, acetic acid and phenylhydrazine to give 4, 7 and 8 respecti
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29

Garofalo, Antonio, Michael B. Hursthouse, K. M. Abdul Malik, Horacio F. Olivo, Stanley M. Roberts, and Vladimir Sik. "Formation of bromohydrins and epoxides from 4-hydroxy-2-oxabicyclo[3.3.0]oct-7-en-3-one and 9-hydroxy-7-oxabicyclo[4.3.0] non-4-en-8-one." Journal of the Chemical Society, Perkin Transactions 1, no. 10 (1994): 1311. http://dx.doi.org/10.1039/p19940001311.

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30

Grant, PK, LR Hanton, and SF Tsai. "Intramolecular Rearrangements of Labda-8(17),14-dien-13-ol (Manool) Derivatives." Australian Journal of Chemistry 38, no. 10 (1985): 1461. http://dx.doi.org/10.1071/ch9851461.

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The products of epoxidation of the enol ether 8,13-epoxy-17-norlabd-8-ene (2) arise from the acid-labile acetal nature of the expected epoxide. Acid-promoted 1,2-nucleophilic rearrangements of subsequently formed epoxides give rise to the isolated products, including the novel spiro hydroxy ketone 8β,13-epoxy-7β-hydroxy-10(9→8)abeo-17-norlabdan-9-one (8), the structure of which was determined by X-ray analysis of the acetate derivative. The structure of the major product, 8,13- epoxy-17-norlabd-8-en-7-one (5), was confirmed by synthesis.
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31

Ohtsubo, K., J. C. Ryu, K. Nakamura, T. Tanaka, and Y. Ueno. "CHRONIC TOXICITY OF NIVALENOL, 3, 4, 7, 15-TETRAHYDROXY-12, 13-EPOXY-TRICHOTHEC-9-EN-8-ONE, TO MICE." Mycotoxins 1988, no. 1Supplement (1988): 105–6. http://dx.doi.org/10.2520/myco1975.1988.1supplement_105.

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32

Peñta, Wenceslao, José T. López, and Manuel Cortés. "Synthesis of (-)-12-Nor-Drim-9(11)-En-8-One a Versatile Synthon for the Preparation of Natural Terpenoids." Synthetic Communications 19, no. 16 (1989): 2841–50. http://dx.doi.org/10.1080/00397918908052672.

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33

Wang, Yuzhou, Anne Jäger, Margit Gruner, Tilo Lübken та Peter Metz. "Enantioselective Total Synthesis of 3β-Hydroxy-7β-kemp-8(9)-en-6-one, a Diterpene Isolated from Higher Termites". Angewandte Chemie International Edition 56, № 50 (2017): 15861–65. http://dx.doi.org/10.1002/anie.201708561.

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34

Li, Xue-Hu, Jia-Tao Feng, and Yan-Ping Shi. "Triterpenoids from Saussurea ussuriensis." Canadian Journal of Chemistry 86, no. 4 (2008): 281–84. http://dx.doi.org/10.1139/v08-018.

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From an extract of the whole plant of Saussurea ussuriensis, three new triterpenoids, 1β-hydroxy-ursa-9(11), 12-dien-3β-yl palmitate (ussuriensin A) (1), 1β-hydroxy-oleana-9(11), 12-dien-3β-yl palmitate (ussuriensin B) (2), and 28-hydroxy-taraxast-20(30)-ene-3β-yl palmitate (ussuriensin C) (3), as well as five known triterpenoids, 11β-hydroxy-urs-12-en-3-one (4), 11β-hydroxy-urs-12-en-3β-yl palmitate (5), ursa-9(11), 12-dien-3-one (marsformosanone) (6), 3β-hydroxy-30-norlupan-20-one (7), and taraxast-20(30)-en-3β, 21α-diol (8) were isolated. Their structures were characterized by various spect
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35

Nguyen Thi Kim Oanh, Do Hoang Anh, Nguyen Thi Thu, et al. "CHEMICAL CONSTITUENT OF THE LEAVESAND STEMS OF PHARBATIS NIL." Tạp chí Dược liệu 30, no. 2 (2025): 80–85. https://doi.org/10.63240/jmm-nimm.2025.2.107.

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The phytochemical investigation of the leaves and stems of Pharbatis nil led to the isolation of nine compounds (1–9). The structures of these compounds were determined through 1D- and 2D-NMR spectroscopic analysis, MS, and comparison with published spectroscopic data. The isolated compounds include uracil (1), thymidine (2), ethyl α-L-arabinofuranoside (3), ethyl-β-D-galactofuranoside (4), vitexin (5), β-sitosterol (6), stigmast-4-en-3-one (7), stigmast-4-en-3,6-dione (8), and daucosterol (9). Compounds 2, 4, 5, 7, and 8 were reported for the first time in this species.
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36

PAQUETTE, L. A., D. R. SAUER, D. G. CLEARY, M. A. KINSELLA, C. M. BLACKWELL та L. G. ANDERSON. "ChemInform Abstract: Application of Palladium-Catalyzed (3 + 2) Cycloaddition Technology to the Elaboration of Kempane Diterpenes. Stereocontrolled Synthesis of (. +-.)-3α-Hydroxy-7β-kemp-8(9)-en-6-one and (.+-.)-3β- Hydroxykemp-7(8)-en-6-one." ChemInform 24, № 1 (2010): no. http://dx.doi.org/10.1002/chin.199301239.

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37

GAROFALO, A., M. B. HURSTHOUSE, K. M. A. MALIK, H. F. OLIVO, S. M. ROBERTS, and V. SIK. "ChemInform Abstract: Formation of Bromohydrins and Epoxides from 4-Hydroxy-2-oxabicyclo(3.3. 0)oct-7-en-3-one and 9-Hydroxy-7-oxabicyclo(4.3.0)non-4-en-8-one." ChemInform 25, no. 38 (2010): no. http://dx.doi.org/10.1002/chin.199438235.

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38

Paquette, Leo A., Daryl R. Sauer, Darryl G. Cleary, Mary A. Kinsella, Christopher M. Blackwell, and Lawrence G. Anderson. "Application of palladium-catalyzed [3 + 2] cycloaddition technology to the elaboration of kempane diterpenes. Stereocontrolled synthesis of (.+-.)-3.alpha.-hydroxy-7.beta.-kemp-8(9)-en-6-one and (.+-.)-3.beta.-hydroxykemp-7(8)-en-6-one." Journal of the American Chemical Society 114, no. 19 (1992): 7375–87. http://dx.doi.org/10.1021/ja00045a007.

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39

Edwards, O. E., J. L. Douglas, D. C. Horwell, W. Rank та T. Sano. "Thermal and photochemical reactions of steroidal α-azido ketones". Canadian Journal of Chemistry 70, № 9 (1992): 2405–12. http://dx.doi.org/10.1139/v92-305.

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Photolysis of 9α-azido-3β,20β-diacetoxy-5α-pregnan-11-one in methanol gave the N-acyl imine 11-aza-3β,20β-diacetoxy-C-homo-5α-pregn-9,11-en-12-one 4 and the aminoketone 9a-aza-3β,20β-diacetoxy-9-methoxy-B-homo-5α-pregnan-11-one 7. In dichloromethane containing triethylamine the irradiation of this azide gave the N-acyl imine 4 and the α,β-unsaturated amino ketone 9a-aza-3β,20β-diacetoxy-B-homo-5α-pregn-8-en-11-one 8. Thermolysis or photolysis of 12α-azido-3α,20β-diacetoxy-5β-pregnan-11-one gave the N-acyl imine 12-aza-3α,20β-diacetoxy-C-homo-5β-pregn-12-en-11-one 10 as major product. Photolysi
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40

Blanchfield, JT, DJ Brecknell, IM Brereton, MJ Garson, and DD Jones. "Caloundrin B and Funiculatin A: New Polypropionates From Siphonariid Limpets." Australian Journal of Chemistry 47, no. 12 (1994): 2255. http://dx.doi.org/10.1071/ch9942255.

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Two new polypropionates, caloundrin B (11), systematic name (1″R,2R,3″R,4R,5S,5″R,6S,-7″R,8″S,9″S,10″R)-2-(6′-ethyl-3′,5′-dimethyl-4′-oxopyran-2′-yl)-6-(5″-ethyl-7″-hydroxy-8″,9″,10″-trimethyl-2″,4″,6″-trioxatricyclo[3.3.1.13,7]dec-3″-yl)-5-hydroxy-4-methylheptan-3-one, and funiculatin A (12), systematic name (2ξ,1′S,4R,5′S,6′S)-2-(1′-ethyl-4′,6′,8′-trimethyl-2𔈀,9′-dioxabicyclo[3.3.1]nona-3′,7′-dien-3′-yl)-4,6-dimethylnon-6-en-3-one, have been isolated from Siphonaria zelandica and S. funiculata respectively. The structures of the new compounds were deduced by two-dimensional n.m.r. spectrosco
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Caira, Mino R., Ashutosh V. Bedekar, and Vishwakarma Singh. "Annulated bicyclo[2.2.2]octenones: 9-hydroxy-9-chloromethyl-endo-tricyclo[5.2.2.02,6]undeca-4,10-diene-3-spiro(1′-cyclopropane)-8-one and 12-hydroxy-12-chloromethyl-endo-tricyclo [8.2.2.02,9]tetradeca-13-en-11-one." Journal of Chemical Crystallography 25, no. 9 (1995): 583–87. http://dx.doi.org/10.1007/bf01667028.

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42

Ali, Zulfiqar, Troy J. Smillie, and Ikhlas A. Khan. "7-Oxodioscin, a New Spirostan Steroid Glycoside from the Rhizomes of Dioscorea nipponica." Natural Product Communications 8, no. 3 (2013): 1934578X1300800. http://dx.doi.org/10.1177/1934578x1300800310.

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Nine glycosides of spirostan (1–7) and furostan (8 and 9) type steroids including a new compound, 7-oxodioscin (1), were isolated from the rhizomes of Dioscorea nipponica. The structure of 1 was established as (25 R)-3β -O-[(α-L-rhamnopyranosyl-(1→4)- O-[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranosyl)oxy]spirost-5-en-7-one by extensive spectroscopic techniques including HRESI-TOFMS, 1D and 2D NMR, and chemical methods. Known compounds were elucidated as dioseptemloside G (2), (25 R)-dracaenoside G (3), orbiculatoside B (4), dioscin (5), progenin III (6), gracillin (7), (3β,22α,25 R)–26-(β-D-glu
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Kaennakam, Sutin, Jirapast Sichaem, Suttira Khumkratok, Pongpun Siripong, and Santi Tip-pyang. "A New Taraxerol Derivative from the Roots of Microcos Tomentosa." Natural Product Communications 8, no. 10 (2013): 1934578X1300801. http://dx.doi.org/10.1177/1934578x1300801007.

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A new 3β- O-vanilloyl-taraxerol, microcisin (1) and eight known compounds, 3β-taraxerol acetate (2), 3β-taraxerol (3), cholest-4-en-3-one (4), cholest-4-en-6β-ol-3-one (5), β-sitosterol (6), 7-hydroxycadalene (7), mellein (8) and vanillin (9), were isolated from the roots of Microcos tomentosa. The structures were determined by extensive analysis of their spectroscopic data. All isolated compounds were evaluated for their cytotoxicity against KB and HeLa cells.
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Peng, Wan Xi, Qiu Xue, Feng Juan Wu, Xu Zhang, and Zhong Feng Zhang. "Analysis on Health Risk of Volatiles of Pinus massoniana Biomass by TD-GC-MS." Applied Mechanics and Materials 55-57 (May 2011): 147–51. http://dx.doi.org/10.4028/www.scientific.net/amm.55-57.147.

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In order to evaluate its potential health risk to human settlements, the volatiles of Pinus massoniana biomass which was used indoor, were adsorbed and determined by TD-GC-MS. And the main constituents of volatiles at 40°С were 1,4-methanoazulene,decahydro-4,8,8-trimethyl-9- methylene-(53.09%), bicyclo[2.2.1]heptan-2-one, 1,7,7- trimethyl-(11.4%), cyclooctasiloxane, hexadecamethyl-(9.28%), octasiloxane, 1,1,3,3,5,5,7,7,9,9, 11,11,13,13,15,15-hexadecamethyl- (5.09%), 1,3-benzodioxole, 5-(2-propenyl)- (3.19%), p-menth-1-en-8-ol(2.93%), tricyclo[5.4.0.0 (2,8)] \undec-9-ene, 2,6,6,9-tetramethyl-(2
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Saito, Yoshinori, Mayu Ichihara, Yasuko Okamoto, Xun Gong, Chiaki Kuroda, and Motoo Tori. "Four New Eremophilane-Type Alcohols from Cremanthodium Helianthus Collected in China." Natural Product Communications 7, no. 4 (2012): 1934578X1200700. http://dx.doi.org/10.1177/1934578x1200700402.

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Four new eremophilane-type sesquiterpenoid alcohols were isolated from Cremanthodium helianthus collected in China and their structures established on the basis of spectroscopic analyses. All of them had 9-en-8-one partial structures with one more double bond either Δ11, Δ11(13), or Δ7(11). Two of them had a hydroxy group at C-1 position.
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Slavíková, Barbora, Alexander Kasal та Ladislav Kohout. "N-Benzoyl-N-methylandrostan-17β-amines; 20-Aza Analogues of Brassinolide". Collection of Czechoslovak Chemical Communications 63, № 5 (1998): 655–61. http://dx.doi.org/10.1135/cccc19980655.

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3β-Hydroxyandrost-5-en-17-one (1) was converted into 17β-(N-methylamino)androst-5-en-3β-ol (4). In the corresponding N-benzamide 5, structural features characteristic of brassinolide were produced in a standard way, i.e. via 3α,5α-cyclo derivatives 7 and 8, ∆2-olefin 9 and 2α,3α-diol 10. Baeyer-Villiger oxidation yielded two products: 2α,3α-dihydroxy-17β-N-(methylbenzamido)-7-oxa-7a-homo-5α-androstan-6-one (11) and 2α,3α-dihydroxy-17β-(N-methylbenzamido)-6-oxa-7a-homo-5α-androstan-7-one (12).
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Yaoita, Yasunori, and Koichi Machida. "Misassigned Polyoxygenated Sterols and Reassignments of Their Structures." Natural Product Communications 15, no. 3 (2020): 1934578X2090772. http://dx.doi.org/10.1177/1934578x20907724.

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This review will summarize the authors’ studies on the reassignments of structures of 9 natural polyoxygenated sterols (24 S)-24-ethylcholest-8-ene-3β,5α,6β,7α-tetrol (1), (24 S)-24-ethylcholest-8(14)-ene-3β,5α,6β,7α-tetrol (2), (22 E)-24-methylcholesta-8(14),22-diene-3β,5α,6β,7α-tetrol (3), 5β,6β-epoxy-(22 E)-ergosta-8,22-diene-3β,7β-diol (4), (22 E)-ergosta-7,22-diene-3β,5α,6β,9α,14α-pentol (5), 3β,5α,6β,8β,14α-pentahydroxy-(22 E)-ergost-22-en-7-one (6), 5β,6β-epoxy-24-methylenecholesta-8,24(28)-diene-3β,7α,11α-triol (7), 6β-acetoxy-(22 E)-10α-ergosta-7,22-diene-3β,5α-diol (8), and 8α,9α-epo
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Back, Thomas G., Joseph H. L. Chau, Brian P. Dyck та Patricia L. Gladstone. "The synthesis of some novel N-chloro-Δ1-4-azasteroids by efficient N-chlorination of azasteroid lactams with trichloroisocyanuric acid". Canadian Journal of Chemistry 69, № 9 (1991): 1482–86. http://dx.doi.org/10.1139/v91-219.

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The preparation of N-chloro-Δ1-4-azasteroids 2a–2c from lactams 1a–1c was achieved conveniently and in high yield with trichloroisocyanuric acid. The treatment of 20β-hydroxy-4-aza-5α-pregn-1-en-3-one (1d) with this reagent produced the less stable N-chloro compound 2d, which reacted further to afford 4-aza-5α-pregn-1-en-3,20-dione (4) as the principal product. The similar chlorination of 4-azacholest-5-en-3-one (5) occurred at C-6, giving 6-chloro-4-azacholest-5-en-3-one (6). Photolysis of N-chloro-4-aza-5α-cholest-1-en-3-one (2a) in methanol produced the transient N-acyl imine 7, which was t
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Greve, Hippolyt L., Marcel Kaiser, and Thomas J. Schmidt. "Investigation of Antiplasmodial Effects of Terpenoid Compounds Isolated from Myrrh." Planta Medica 86, no. 09 (2020): 643–54. http://dx.doi.org/10.1055/a-1157-9463.

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AbstractAs part of our ongoing search for antiprotozoal natural products from plants, we examined different resins from the Burseraceae family. The dichloromethane extract obtained from myrrh, the oleo-gum-resin of Commiphora species, showed promising in vitro activity against Plasmodium falciparum with an IC50 value of 1 µg/mL. Bioactivity-guided fractionation led to the isolation and characterization of 18 sesquiterpenoids, namely, β-elemene (1), elemyl acetate (2), curzerenone (3), 8-hydroxyisogermafurenolide (4), 2-methoxyisogermafurenolide (5), 8-epi-2-methoxyisogermafurenolide (6), furan
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Staliński, K., та Z. Paryzek. "OXIDATION OF 3β-ACETOXY-5α-LANOST-8-ENE WITH CHROMYL CHLORIDE. THE PREPARATION OF 5α,8β-LANOST-9(11)-EN-7-ONE DERIVATIVES". Organic Preparations and Procedures International 26, № 5 (1994): 593–95. http://dx.doi.org/10.1080/00304949409458065.

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