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(±)-Xylaridines A 和 B,来自真菌长拟茎点霉的高度共轭生物碱。

(±)-Xylaridines A and B, Highly Conjugated Alkaloids from the Fungus Xylaria longipes.

机构信息

School of Pharmaceutical Sciences , South-Central University for Nationalities , Wuhan 430074 , China.

College of Chemistry & Materials Science , South-Central University for Nationalities , Wuhan 430074 , China.

出版信息

Org Lett. 2019 Mar 1;21(5):1511-1514. doi: 10.1021/acs.orglett.9b00312. Epub 2019 Feb 15.

DOI:10.1021/acs.orglett.9b00312
PMID:30767540
Abstract

Two highly conjugated alkaloids xylaridines A (1) and B (2) were obtained as racemates from the fungus Xylaria longipes. They were resoluted into optically pure enantiomers, respectively. Their structures were determined by extensive spectroscopic analyses, X-ray diffraction, and equivalent circulating density (ECD) calculations. Compound 1 possesses a 5/6/6/5/5 fused ring system with unique 2-azaspiro[4.4]nonane substructure. The hypothesis of biosynthesis pathways for 1 and 2 was proposed.

摘要

从真菌长拟盘多毛孢(Xylaria longipes)中获得了两个高度共轭的生物碱 xylaridines A(1)和 B(2),它们均为外消旋体。通过广泛的光谱分析、X 射线衍射和等效循环密度(ECD)计算,分别将它们拆分成光学纯的对映异构体。化合物 1 具有独特的 2-氮杂螺[4.4]壬烷亚结构的 5/6/6/5/5 稠合环系统。提出了 1 和 2 的生物合成途径假说。

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