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球毛壳菌素U,一种来自内生球毛壳菌IFB-E019的细胞松弛素生物碱。

Chaetoglobosin U, a cytochalasan alkaloid from endophytic Chaetomium globosum IFB-E019.

作者信息

Ding Gang, Song Yong C, Chen Jing R, Xu Chen, Ge Hui M, Wang Xiao T, Tan Ren X

机构信息

Institute of Functional Biomolecules, State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing 210093, People's Republic of China.

出版信息

J Nat Prod. 2006 Feb;69(2):302-4. doi: 10.1021/np050515+.

Abstract

A new cytotoxic cytochalasan-based alkaloid named chaetoglobosin U (1), along with four known analogues, chaetoglobosins C (2), F (3), and E (5) and penochalasin A (4), has been characterized from the EtOAc extract of a solid culture of Chaetomium globosum IFB-E019, an endophytic fungus residing inside the stem of healthy Imperata cylindrica. The structure of chaetoglobosin U was determined through correlative analyses of its UV, IR, CD, MS, and 1D ((1)H and(13)C NMR and DEPT) and 2D NMR (COSY, NOESY, HMQC, and HMBC) data. Chaetoglobosin U (1) exhibited cytotoxic activity against the human nasopharyngeal epidermoid tumor KB cell line with an IC(50) value of 16.0 microM, comparable to that (14.0 microM) of 5-fluorouracil co-assayed as a positive reference. The known analogues 2-5 were moderately active to the cell line, with IC(50) values of 34.0, 52.0, 48.0, and 40.0 microM, respectively.

摘要

从健康白茅茎内的内生真菌球毛壳菌IFB-E019固体培养物的乙酸乙酯提取物中,鉴定出一种新的基于细胞松弛素的细胞毒性生物碱——球毛壳菌素U(1),以及四种已知类似物,即球毛壳菌素C(2)、F(3)、E(5)和青霉球毛壳菌素A(4)。通过对球毛壳菌素U的紫外光谱、红外光谱、圆二色光谱、质谱以及一维(氢谱和碳谱及DEPT)和二维核磁共振谱(COSY、NOESY、HMQC和HMBC)数据进行相关分析,确定了其结构。球毛壳菌素U(1)对人鼻咽表皮样肿瘤KB细胞系表现出细胞毒性活性,IC50值为16.0微摩尔,与作为阳性对照共同检测的5-氟尿嘧啶(14.0微摩尔)相当。已知类似物2-5对该细胞系具有中等活性,IC50值分别为34.0、52.0、48.0和40.0微摩尔。

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