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Cembrane-type diterpenoids from the South China Sea soft coral Sarcophyton mililatensis.


ABSTRACT: Eight cembrane-type diterpenoids, namely, (+)-(6R)-6-hydroxyisosarcophytoxide (1), (+)-(6R)-6-acetoxyisosarcophytoxide (2), (+)-17-hydroxyisosarcophytoxide (3), sarcomililatins A-D (4-7), and sarcomililatol (8), were isolated from the soft coral Sarcophyton mililatensis collected from Weizhou Island, Guangxi Autonomous Region, together with 2 known related analogues, (+)-isosarcophytoxide (9) and (+)-isosarcophine (10). The structures of these compounds were elucidated by a combination of detailed spectroscopic analyses, chemical methods, and comparison with reported data. The absolute configuration of compound 1 was established by the modified Mosher?s method, while the absolute configurations of compounds 4 and 5 were assigned by electronic circular dichroism (ECD) spectroscopy and that of compound 8 was established by time-dependent density functional theory electronic circular dichroism (TD-DFT ECD) calculation. In in vitro bioassays, compound 9 displayed significant cytotoxicity against the human cancer cell lines human promyelocytic leukemia cells (HL-60) and human lung adenocarcinoma cells (A-549) with IC50 values of 0.78±0.21 and 1.26±0.80 ?mol/L, respectively. Compounds 4 and 9 also showed moderate inhibitory effects on the TNF?-induced Nuclear factor kappa B (NF-?B, a therapeutical target in cancer) activation, showing IC50 values of 35.23±12.42 and 22.52±4.44 ?mol/L, respectively.

SUBMITTER: Li S 

PROVIDER: S-EPMC6251813 | biostudies-other | 2018 Oct

REPOSITORIES: biostudies-other

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Cembrane-type diterpenoids from the South China Sea soft coral <i>Sarcophyton mililatensis</i>.

Li Songwei S   Ye Fei F   Zhu Zhengdan Z   Huang Hui H   Mao Shuichun S   Guo Yuewei Y  

Acta pharmaceutica Sinica. B 20180619 6


Eight cembrane-type diterpenoids, namely, (+)-(6<i>R</i>)-6-hydroxyisosarcophytoxide (<b>1</b>), (+)-(6<i>R</i>)-6-acetoxyisosarcophytoxide (<b>2</b>), (+)-17-hydroxyisosarcophytoxide (<b>3</b>), sarcomililatins A-D (<b>4</b>-<b>7</b>), and sarcomililatol (<b>8</b>), were isolated from the soft coral <i>Sarcophyton mililatensis</i> collected from Weizhou Island, Guangxi Autonomous Region, together with 2 known related analogues, (+)-isosarcophytoxide (<b>9</b>) and (+)-isosarcophine (<b>10</b>).  ...[more]

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