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来自球毛壳菌TW1-1(子囊菌门,粪壳菌目)的九种新细胞松弛素生物碱。

Nine new cytochalasan alkaloids from Chaetomium globosum TW1-1 (Ascomycota, Sordariales).

作者信息

Chen Chunmei, Tong Qingyi, Zhu Hucheng, Tan Dongdong, Zhang Jinwen, Xue Yongbo, Yao Guangmin, Luo Zengwei, Wang Jianping, Wang Yanyan, Zhang Yonghui

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, China.

Tongji Hospital Affliated to Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China.

出版信息

Sci Rep. 2016 Jan 7;6:18711. doi: 10.1038/srep18711.

Abstract

Chemical investigation on the methanol extract of Chaetomium globosum TW1-1, a fungus isolated from the common pillbug (Armadillidium vulgare), has resulted in the isolation of nine new highly oxygenated cytochalasan alkaloids, armochaetoglobins S-Z (1 and 3-9) and 7-O-acetylarmochaetoglobin S (2), together with eight structurally related known analogues (10-17). Their structures and absolute configurations were elucidated by spectroscopic analyses. Among them, compound 2 presents to be the first member of chaetoglobosin family with an acetyl group, and compounds 3 represents the first chaetoglobosin characterized by an 2',3'-epoxy-indole moiety. The discovery of these new compounds revealed the largely untapped chemical diversity of cytochalasans and enriched their chemical research. Compounds 1-9 were evaluated for their cytotoxic activities against five human cancer cell lines, and compounds 8 and 9 exhibited significant cytotoxic activities with IC50 values ranging from 10.45 to 30.42 μM.

摘要

对从普通鼠妇(Armadillidium vulgare)中分离出的球毛壳菌TW1-1的甲醇提取物进行化学研究,已分离出九种新的高度氧化的细胞松弛素生物碱,即球毛壳菌素S-Z(1和3-9)和7-O-乙酰基球毛壳菌素S(2),以及八种结构相关的已知类似物(10-17)。通过光谱分析阐明了它们的结构和绝对构型。其中,化合物2是具有乙酰基的球毛壳菌素家族的首个成员;化合物3是首个以2',3'-环氧吲哚部分为特征的球毛壳菌素。这些新化合物的发现揭示了细胞松弛素在很大程度上尚未开发的化学多样性,并丰富了它们的化学研究。对化合物1-9针对五种人类癌细胞系的细胞毒性活性进行了评估,化合物8和9表现出显著的细胞毒性活性,IC50值范围为10.45至30.42μM。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9631/4703973/c64a68e4b738/srep18711-f1.jpg

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