从海洋海绵 Penares sp. 中分离得到的三萜类化合物的结构和生物活性。

Isolation, structures, and biological activities of triterpenoids from a Penares sp. marine sponge.

机构信息

G. B. Elyakov Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences, Prospect 100-let Vladivostoku 159, Vladivostok 690022, Russian Federation.

出版信息

J Nat Prod. 2013 Sep 27;76(9):1746-52. doi: 10.1021/np400388x. Epub 2013 Aug 26.

DOI:10.1021/np400388x

PMID:23978047

Abstract

Six new triterpenoids (1-6) and the previously known penasterone, acetylpenasterol, and ergosta-4,24(28)-dien-3-one were isolated from a Penares sp. sponge collected from Vietnamese waters. Structures of the obtained compounds were established by extensive 1D and 2D NMR spectroscopy and mass spectrometry. Configurations of the triterpene epoxy lactones (1-4) were determined on the basis of NOESY and CD data and calculation of spin coupling constants and confirmed by X-ray crystallographic analysis of compound 2. The isolated triterpenoid 6 was cytotoxic against human leukemia HL-60 cells (IC₅₀ = 9.7 μM).

摘要

从越南海域采集的一种 Penares 海绵中分离得到了六种新的三萜类化合物（1-6）和先前已知的 penasterone、acetylpenasterol 和 ergosta-4,24(28)-dien-3-one。通过广泛的 1D 和 2D NMR 光谱和质谱确定了获得的化合物的结构。根据 NOESY 和 CD 数据以及自旋偶合常数的计算，并通过化合物 2 的 X 射线晶体学分析确定了三萜环氧内酯（1-4）的构型。分离得到的三萜 6 对人白血病 HL-60 细胞具有细胞毒性（IC₅₀ = 9.7 μM）。