Journal
ORGANIC LETTERS
Volume 19, Issue 18, Pages 4888-4891Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b02238
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Funding
- Guangdong Provincial Science and Technology Research Program [2015A020216007, 2016A020222004, 2016A020219003]
- Guangzhou Science and Technology Research Program [2014J4100059]
- Fundamental Research Funds for the Central Universities [15ykpy05]
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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.
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