Amino Acid-Directed Strategy for Inducing the Marine-Derived Fungus Scedosporium apiospermum F41-1 to Maximize Alkaloid Diversity

被引:65
作者
Huang, Li-Hong [1 ,6 ]
Xu, Meng-Yang [1 ]
Li, Hou-Jin [2 ]
Li, Jin-Qian [3 ,4 ]
Chen, Yan-Xiu [1 ,6 ]
Ma, Wen-Zhe [5 ]
Li, Yi-Ping [3 ,4 ]
Xu, Jun [1 ]
Yang, De-Po [1 ,6 ]
Lan, Wen-Jian [1 ,6 ]
机构
[1] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
[2] Sun Yat Sen Univ, Sch Chem, Guangzhou 510006, Guangdong, Peoples R China
[3] Sun Yat Sen Univ, Inst Human Virol, Guangzhou 510080, Guangdong, Peoples R China
[4] Sun Yat Sen Univ, Zhongshan Sch Med, Guangzhou 510080, Guangdong, Peoples R China
[5] Macau Univ Sci & Technol, State Key Lab Qual Res Chinese Med, Macau Inst Appl Res Med & Hlth, Ave Wai Long, Taipa 519020, Macau, Peoples R China
[6] Guangdong Technol Res Ctr Adv Chinese Med, Guangzhou 510006, Guangdong, Peoples R China
关键词
D O I
10.1021/acs.orglett.7b02238
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
By feeding various amino acids to the marine fungus Scedosporium apiospermum F41-1, 22 diverse alkaloids, including 14 new compounds, were obtained. Scedapins A-E (1-5) possess a rare skeleton of a pyrazinoquinazolinedione and an imidazoindolone/indolone linked by a tetrahydrofuran ring. Scedapin C (3) is the first example of fumiquinazoline that contains an aminosulfonyl group. Their structures were determined by HRMS, NMR, ECD calculations and X-ray single-crystal diffraction analysis. The biosynthetic pathways of fumiquinazolines 1-18 were proposed. Scedapin C (3) and scequinadoline D (8) displayed significant antiviral activity against hepatitis C.
引用
收藏
页码:4888 / 4891
页数:4
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