Armochaetoglobins K-R, Anti-HIV Pyrrole-Based Cytochalasans from Chaetomium globosum TW1-1
Armochaetoglobins K-R, Anti-HIV Pyrrole-Based Cytochalasans from Chaetomium globosum TW1-1
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Armochaetoglobins K-R，来自球毛壳菌 TW1-1 的抗 HIV 吡咯类细胞松弛素
DOI：
10.1002/ejoc.201403678
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发表时间：
2015-05-01
影响因子：
2.8
通讯作者：
Zhang, Yonghui
中科院分区：
文献类型：
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作者：
Chen, Chunmei;Zhu, Hucheng;Zhang, Yonghui
从药用节肢动物Armadillidium uggare的共生真菌球毛壳菌TW1-1的固体发酵液中分离得到8种罕见的吡咯类细胞松弛素，命名为armochaethemin K-R(1-8)和3个已知类似物(9-11)。通过光谱分析、单晶X射线衍射实验和电子圆二色谱(ECD)计算，确定了它们的结构。化合物4-8代表了在C-18具有sp(3)亚甲基碳的第一个毛球蛋白型细胞松弛素的例子。化合物2-4、7、8和10具有明显的抗HIV活性，其EC50值在0.11~0.55mU M之间，选择性指数(SI)在12.33~75.42之间。提出了一种合理的生物合成途径来解释吡咯环的起源。
Eight rare pyrrole-based cytochalasans, termed armochaetoglobins K-R (1-8), along with three known analogues (9-11), were isolated from the solid culture broth of Chaetomium globosum TW1-1, a symbiotic fungus derived from the medicinal terrestrial arthropod Armadillidium vulgare. Their structures were elucidated using a combination of spectroscopic analysis, a single-crystal X-ray diffraction experiment, and an electronic circular dichroism (ECD) calculation. Compounds 4-8 represent the first examples of chaetoglobosin-type cytochalasans with an sp(3) methine carbon at C-18. All of the isolates were evaluated for their anti-HIV activities in vitro, and compounds 2-4, 7, 8, and 10 showed significant anti-HIV activities, with EC50 values ranging from 0.11 to 0.55 mu M, and selectivity index (SI) values ranging from 12.33 to 75.42. A plausible biosynthetic pathway was proposed to explain the origin of the pyrrole ring.