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阿莫卡碱 A-I:从 Chaetomium globosum TW1-1 的发酵液中通过添加 L-酪氨酸得到的细胞松弛素生物碱。

Armochaetoglasins A-I: Cytochalasan alkaloids from fermentation broth of Chaetomium globosum TW1-1 by feeding L-tyrosine.

机构信息

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.

Tongji Hospital, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.

出版信息

Phytochemistry. 2018 Dec;156:106-115. doi: 10.1016/j.phytochem.2018.09.004. Epub 2018 Sep 27.

Abstract

By feeding L-tyrosine into the culture medium, nine undescribed compounds, termed as armochaetoglasins A-I, together with three known analogues, namely armochaetoglobin E, chaetoglobosin V, and chaetoglobosin J, were isolated and identified from the medicinal terrestrial arthropod-derived fungus Chaetomium globosum TW1-1. Their structures were elucidated by means of NMR spectroscopy, single-crystal X-ray crystallography, and comparison of their electronic circular dichroism (ECD) spectra. Structurally, armochaetoglasin A represented the first tyrosine-derived cytochalasan alkaloid characterized by a 13-membered carbocyclic ring system; armochaetoglasins B and C possessed a rare 19,20-seco-chaetoglobosin skeleton. Armochaetoglasin B, chaetoglobosin V, and chaetoglobosin J showed weak cytotoxic activity with IC values ranging from 19.5 to 34.72 μM.

摘要

通过在培养基中添加 L-酪氨酸,从药用陆生节肢动物源真菌 Chaetomium globosum TW1-1 中分离并鉴定出了九个未被描述的化合物,称为 armochaetoglasins A-I,以及三个已知类似物,即 armochaetoglobin E、chaetoglobosin V 和 chaetoglobosin J。通过 NMR 光谱、单晶 X 射线晶体学和比较它们的电子圆二色谱(ECD)光谱来阐明它们的结构。在结构上,armochaetoglasin A 代表了第一个由酪氨酸衍生的细胞松弛素生物碱,其特征是具有 13 元碳环系统;armochaetoglasins B 和 C 具有罕见的 19,20-去甲 chaetoglobosin 骨架。Armochaetoglasin B、chaetoglobosin V 和 chaetoglobosin J 表现出较弱的细胞毒性,IC 值范围为 19.5 至 34.72 μM。

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