软珊瑚 Sarcophyton glaucum 中的细胞毒双碳烯。

Cytotoxic biscembranes from the soft coral Sarcophyton glaucum.

机构信息

Department of Chemistry and Bioscience, Faculty of Science, Kagoshima University, 1-21-35 Korimoto, Kagoshima 890-0065, Japan.

出版信息

J Nat Prod. 2009 May 22;72(5):946-9. doi: 10.1021/np8003485.

DOI:10.1021/np8003485

PMID:19331379

Abstract

Seven new tetracyclic biscembranes (1-7) have been isolated from the soft coral Sarcophyton glaucum. Four (1-4) may be formed biogenetically by a Diels-Alder reaction of Delta(4(5)) and Delta(8(9)) geometrical isomers of methyl sarcoate and Delta(21(34), 35(36)) dienes, including two with a tetrahydrofuran ring between C-27 and C-30 (3, 4), and three biscembranes (5-7) are probably derived from methyl sarcoate isomers with Delta(1(14), 4(5), 8(9)) and a cembrane diene. Their structures were established on the basis of spectroscopic methods. Six of them (1-5, 7) exhibited weak cytotoxic activity against proliferation of human promyelocytic leukemia cells (HL-60).

摘要

从软珊瑚 Sarcophyton glaucum 中分离得到了 7 种新的四环双环烯（1-7）。其中 4 种（1-4）可能通过甲基sarcoate 的 Delta(4(5))和 Delta(8(9))几何异构体与 Delta(21(34), 35(36))二烯的 Diels-Alder 反应生物合成，包括两个具有 C-27 和 C-30 之间的四氢呋喃环的双环烯（3, 4），而另外 3 种双环烯（5-7）可能来自于甲基 sarcoate 异构体与 Delta(1(14), 4(5), 8(9))和 cembrane 二烯。它们的结构是基于光谱方法确定的。其中 6 种（1-5, 7）对人早幼粒细胞白血病细胞（HL-60）的增殖表现出较弱的细胞毒性活性。