布埃雷恰林 A-G，来自纤细布埃雷亚的细胞松弛素，具有抗炎和细胞毒性活性。

Boerechalasins A-G, cytochalasans from the fungus Boeremia exigua with anti-inflammatory and cytotoxic activities.

机构信息

School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, 430074, China.

出版信息

Phytochemistry. 2023 Nov;215:113861. doi: 10.1016/j.phytochem.2023.113861. Epub 2023 Sep 17.

DOI:10.1016/j.phytochem.2023.113861

Abstract

Seven previously undescribed cytochalasans, namely, boerechalasins A-G, together with one analogue, were characterized from the solid culture of the fungus Boeremia exigua. Their structures and absolute configurations were elucidated on the basis of extensive spectroscopic analysis as well as electronic circular dichroism calculations. Remarkably, boerechalasin F possessed an unusual sulfoxide moiety that might be derived from methionine, while boerechalasin G had an unusual 5-methylcyclohexane-1,2,3-triol substituent at N-2 position. Boerechalasins A and E exhibited inhibitory activities against nitric oxide production in LPS-induced RAW264.7 macrophages with IC values of 21.9 and 5.7 μM, respectively. Boerechalasin F displayed cytotoxicity against human MCF‒7 cells with an IC value of 22.8 μM.

摘要

从真菌 Boeremia exigua 的固体培养物中，分离得到了 7 种以前未描述的细胞松弛素，即 boerechalasins A-G，以及一种类似物。基于广泛的光谱分析和电子圆二色性计算，确定了它们的结构和绝对构型。值得注意的是，boerechalasin F 具有一个不寻常的亚砜部分，可能来源于蛋氨酸，而 boerechalasin G 在 N-2 位置具有一个不寻常的 5-甲基环己烷-1,2,3-三醇取代基。Boerechalasins A 和 E 对 LPS 诱导的 RAW264.7 巨噬细胞中一氧化氮的产生具有抑制活性，IC 值分别为 21.9 和 5.7 μM。Boerechalasin F 对人 MCF‒7 细胞表现出细胞毒性，IC 值为 22.8 μM。