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

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

Authors :
Li-Hong Huang
Meng-Yang Xu
Hou-Jin Li
Jin-Qian Li
Yan-Xiu Chen
Wen-Zhe Ma
Yi-Ping Li
Jun Xu
De-Po Yang
Wen-Jian Lan
Source :
Organic Letters. Sep2017, Vol. 19 Issue 18, p4888-4891. 4p.
Publication Year :
2017

Abstract

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. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
15237060
Volume :
19
Issue :
18
Database :
Academic Search Index
Journal :
Organic Letters
Publication Type :
Academic Journal
Accession number :
126028949
Full Text :
https://doi.org/10.1021/acs.orglett.7b02238