三萜烯类化合物对 COLO201 细胞和玉蜀黍赤霉的构效关系：12-环氧和大环部分的作用。

Structure-activity relationships of trichothecenes against COLO201 cells and Cochliobolus miyabeanus: The role of 12-epoxide and macrocyclic moieties.

机构信息

Faculty of Agriculture and Life Science, Hirosaki University, 3-Bunkyo-cho, Hirosaki 036-8561, Japan.

Institute of Natural Medicine, University of Toyama, Toyama 930-0194, Japan.

出版信息

Bioorg Med Chem Lett. 2019 Apr 15;29(8):982-985. doi: 10.1016/j.bmcl.2019.02.015. Epub 2019 Feb 13.

DOI:10.1016/j.bmcl.2019.02.015

PMID:30797671

Abstract

The novel trichothecene 12-deoxytrichodermin (3) was isolated from the fungus Trichoderma sp. 1212-03, and included with other known natural trichothecenes in a structure-activity relationship investigation against a human colon cancer cell line (COLO201) and filamentous fungus Cochliobolus miyabeanus. This revealed that the 12-epoxide functionality is critical for the cytotoxicity of simple trichothecenes trichodermin (4) and deoxynivalenol (2), while not critical for the cytotoxicity of roridin J (6) and epiisororidin E (8). In contrast, 12-epoxide is essential for the antifungal activity.

摘要

新型的曲酸衍生物 12-脱氧曲酸（3）从真菌 Trichoderma sp. 1212-03 中分离出来，与其他已知的天然曲酸衍生物一起进行了结构活性关系研究，以对抗人结肠癌细胞系（COLO201）和丝状真菌 Cochliobolus miyabeanus。这表明 12-环氧基对于简单的曲酸衍生物曲酸（4）和脱氧雪腐镰刀菌烯醇（2）的细胞毒性至关重要，而对于roridin J（6）和 epiisororidin E（8）的细胞毒性则不重要。相比之下，12-环氧基对于抗真菌活性是必不可少的。