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镰刀菌素A - F,来自镰刀菌属真菌的新生物碱

Fusagerins A-F, New Alkaloids from the Fungus Fusarium sp.

作者信息

Wen Hao, Li Yan, Liu Xingzhong, Ye Wencai, Yao Xinsheng, Che Yongsheng

机构信息

Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, Jinan University, Guangzhou, 510632, People's Republic of China.

State Key Laboratory of Toxicology & Medical Countermeasures, Beijing Institute of Pharmacology & Toxicology, Beijing, 100850, People's Republic of China.

出版信息

Nat Prod Bioprospect. 2015 Aug;5(4):195-203. doi: 10.1007/s13659-015-0067-1. Epub 2015 Sep 2.

Abstract

Fusagerins A-F (1-6), six new alkaloids including a unique one with the rare a-(N-formyl)carboxamide moiety (1), a hydantoin (imidazolidin-2,4-dione) derivative (2), and four fungerin analogues (3-6), were isolated from the crude extract of the fungus Fusarium sp., together with the known compound fungerin (7). Compound 2 was isolated as a racemate and further separated into two enantiomers on a chiral HPLC column. The structures of 1-6 were determined mainly by NMR experiments, and the absolute configuration of 1 and 2 was assigned by electronic circular dichroism (ECD) calculations. Compound 7 showed antibacterial activity against Staphylococcus aureus and Streptococcus pneumoniae, and weak cytotoxicity against the T24 cells.

摘要

从镰刀菌属真菌的粗提物中分离得到了镰刀菌素A - F(1 - 6),这六种新生物碱包括一种具有罕见α-(N - 甲酰基)羧酰胺部分的独特生物碱(1)、一种乙内酰脲(咪唑烷 - 2,4 - 二酮)衍生物(2)以及四种真菌素类似物(3 - 6),同时还分离得到了已知化合物真菌素(7)。化合物2以外消旋体形式分离得到,并在手性高效液相色谱柱上进一步分离为两种对映体。1 - 6的结构主要通过核磁共振实验确定,1和2的绝对构型通过电子圆二色光谱(ECD)计算确定。化合物7对金黄色葡萄球菌和肺炎链球菌显示出抗菌活性,对T24细胞显示出较弱的细胞毒性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d0c9/4567992/00c2ab459eb6/13659_2015_67_Fig1_HTML.jpg

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