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双极性类固醇 A,一种来自真菌玉米双极菌的具有细胞毒活性的 5,6-seco-9,10-seco-类固醇。

Bipolaristeroid A, a 5,6-seco-9,10-seco-steroid with cytotoxic activity from the fungus Bipolaris maydis.

发表日期:2024 Oct 15
作者: Yong Shen, Lianghu Gu, Qun Zhou, Mengru Yu, Qin Li, Yu Liang, Chunmei Chen, Yonghui Zhang, Hucheng Zhu
来源: PHYTOCHEMISTRY

摘要:

从真菌玉米双极菌中分离出 11 种未描述的类固醇,双极性类固醇 A-K 和一种已知化合物,去甲基甘油酯 A3。双极性类固醇 A 是一种 5,6-seco-9,10-seco-类固醇,具有重新排列的 B 环,其中 A 环和 C 环通过酯键连接。双极性类固醇 B 是一种重排的 1(10→6)-abeosteroid,具有芳香族 B 环。使用 NMR、HRESIMS、DP4 分析、ECD 计算和单晶 X 射线衍射确定了它们的平面结构和绝对构型。 Bipolaristeroid A 对癌细胞系 HepG2、A549、SW620 和 C4-2B 显示出优异的抑制作用,IC50 值分别为 7.94、5.11、5.13 和 3.83 μM。版权所有 © 2024。由 Elsevier Ltd 出版。
Eleven undescribed steroids, bipolaristeroids A-K, and one known compound, demethylincisterol A3, were isolated from the fungus Bipolaris maydis. Bipolaristeroid A is a 5,6-seco-9,10-seco-steroid with a rearranged B ring, in which the A and C rings are connected by an ester bond. Bipolaristeroid B is a rearranged 1(10→6)-abeosteroid with an aromatic B ring. Their planar structures and absolute configuration were determined using NMR, HRESIMS, DP4+ analysis, ECD calculation, and single-crystal X-ray diffraction. Bipolaristeroid A shows excellent inhibitory effects against the cancer cell lines HepG2, A549, SW620, and C4-2B with IC50 values of 7.94, 5.11, 5.13, and 3.83 μM, respectively.Copyright © 2024. Published by Elsevier Ltd.