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

• DOI: 10.1021/acs.orglett.9b00312
• Publication Date: 2019-02-15T13:48:31Z
• Authors: Jing Li; Wen-Xuan Wang; He-Ping Chen; Zheng-Hui Li; Juan He; Yong-Sheng Zheng; Huan Sun; Rong Huang; Qing-Xia Yuan; Xian Wang; Tao Feng; Ji-Kai Liu
• Keywords: Nonane; Derivative (finance)

Two highly conjugated alkaloids xylaridines A (1) and B (2) were obtained as racemates from the fungus Xylaria longipes. They resoluted into optically pure enantiomers, respectively. Their structures determined by extensive spectroscopic analyses, X-ray diffraction, 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 2 was proposed.