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001-es BibID:BIBFORM004097
Első szerző:Zhang, Wen
Cím:Structural and Stereochemical Studies of alpha-Methylene-gamma-lactone-Bearing Cembrane Diterpenoids from a South China Sea Soft Coral Lobophytum crassum / Wen Zhang, Karsten Krohn, Jian Ding, Ze-Hong Miao, Xiu-Hong Zhou, Si-Han Chen, Gennaro Pescitelli, Piero Salvadori, Tibor Kurtán, Yue-Wei Guo
Dátum:2008
Megjegyzések:Levelező szerző Yue-Wei Guo, e-mail: ywguo@mail.shcnc.ac.cn
Four new alpha-methylene-gamma-lactone-bearing cembranoids, 20-acetylsinularolide B (6), presinularolide B (7), 3-dehydroxylpresinularolide B (8), and 3-dehydroxyl-20-acetylpresinularolide B (9), together with five known analogues, sinularolides B-E (1-4) and 20-acetylsinularolide C (5), were isolated from a South China Sea soft coral Lobophytum crassum. Their structures and relative stereochemistry were established by a combination of detailed spectroscopic data analysis and chemical correlations. The structures of 1-9 were further confirmed by an X-ray diffraction study on a single crystal of sinularolide B (1). The absolute configurations of sinularolide B (1) and presinularolide B (7) were determined by a novel solid-state CD/TDDFT approach and by a modified Mosher's method, respectively. This study also revealed that the coupling constant between the lactonic methine protons (3J1,2) varies considerably with different functional groups on the cembrane ring and that the determination of the stereochemistry of lactone ring fusion based on this coupling constant is risky. In a bioassay, sinularolides B and C (1 and 2) and new cembranoids 7 and 8 showed in Vitro cytotoxicity against the tumor cell lines A-549 and P-388.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Megjelenés:Journal of Natural Products. - 71 : 6 (2008), p. 961-966. -
További szerzők:Krohn, Karsten Ding, Jian Miao, Ze-Hong Zhou, Xiu-Hong Chen, Si-Han Pescitelli, Gennaro (1972-) (vegyész) Salvadori, Piero Guo, Yue-Wei Kurtán Tibor (1973-) (vegyész, angol szakfordító)
Internet cím:DOI
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