A unique spiro-β-triazinedione-γ-hydantoin type alkaloid with antiviral activity against tobacco mosaic virus from Streptomyces gamaensis?

Organic Chemistry Frontiers Pub Date: 2019-07-19 DOI: 10.1039/C9QO00742C

Abstract

Chemical investigation of a soil actinomycete strain Streptomyces gamaensis NEAU-Gz11 led to the isolation of three alkaloids 1–3 with antiviral activity. Their structures were determined by extensive spectroscopic and X-ray crystallographic analyses. Compound 1 possesses a new and unique spiro-β-triazinedione-γ-hydantoin skeleton. The racemic feature and the chemical conversion experiments led us to propose a biosynthetic pathway for 1. Compound 1 (100 mg L?1) showed a strong anti-TMV (tobacco mosaic virus, TMV) activity on the host plants of tomatoes and peppers with inhibition rates of 72.34% and 62.09%, respectively.

Graphical abstract: A unique spiro-β-triazinedione-γ-hydantoin type alkaloid with antiviral activity against tobacco mosaic virus from Streptomyces gamaensis
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