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

Chaetoglobosin U, a cytochalasan alkaloid from endophyfle Chaetomium globosum IFB-E019
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Chaetoglobosin U,一种来自内生球毛壳菌 IFB-E019 的细胞松弛生物碱。

DOI:
10.1021/np050515
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发表时间:
2006-02-01
影响因子:
5.1
通讯作者:
Tan, RX
Tan, RX
中科院分区:
生物学2区
文献类型:
--
作者:
Ding, G;Song, YC;Tan, RX

文献摘要

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一种名为球毛壳菌素U(1)的新的细胞毒性细胞松弛素生物碱,沿着四种已知的类似物,球毛壳菌素C(2),F(3)和E(5)和penochalasin A(4),已从球毛壳菌IFB-E019的固体培养物的EtOAc提取物中进行了表征,球毛壳菌IFB-E019是一种存在于健康的白茅茎内的内生真菌。通过UV、IR、CD、MS、1D(1 H、13 C NMR和DEPT)和2D NMR(COSY、NOESY、HMQC和HMBC)数据的相关分析,确定了球毛藻素U的结构。球毛藻素U(1)对人鼻咽表皮样瘤KB细胞系显示出细胞毒活性,IC(50)值为16.0 μ M,与作为阳性参比品的5-氟尿嘧啶(14.0 μ M)相当。已知的类似物2-5对细胞系具有中等活性,IC(50)值分别为34.0、52.0、48.0和40.0 μ M。
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.