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

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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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Publication details

The article was received on 08 Jun 2019, accepted on 17 Jul 2019 and first published on 19 Jul 2019


Article type: Research Article
DOI: 10.1039/C9QO00742C
Org. Chem. Front., 2019, Advance Article

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

    X. Guo, J. Wang, C. Su, C. Liu, X. Ma, Z. Yu, J. Li, X. Wang, W. Xiang and S. Huang, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO00742C

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