Nigirpexin E, a new azaphilone derivative with anti-tobacco mosaic virus activity from soil-derived fungus Trichoderma afroharzianum LTR-2

A new compound classified as one new azaphilone derivative, nigirpexin E (1), was obtained from the soil-derived fungus Trichoderma afroharzianum LTR-2, together with seven known compounds (2-8). The structures of 1-8 were determined by their HRESIMS, optical rotation, and NMR spectroscopic data. Th...

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Bibliographic Details
Published inJournal of antibiotics Vol. 75; no. 2; pp. 117 - 121
Main Authors Xie, Xueying, Zhao, Zexi, Yang, Hetong, Pan, Huaqi, Zhu, Changxiang, Hu, Jiangchun, Bai, Yan
Format Journal Article
LanguageEnglish
Published LONDON Springer Nature 01.02.2022
Nature Publishing Group
Subjects
Absolute configuration
Agricultural production
Antibiotics
Antiviral Agents - pharmacology
Benzopyrans
Biotechnology & Applied Microbiology
Circular Dichroism
Fermentation
Fungi
Hypocreales - chemistry
Immunology
Inactivation
Laboratories
Life Sciences & Biomedicine
Magnetic Resonance Spectroscopy
Metabolites
Microbiology
Molecular Structure
NMR
Nuclear magnetic resonance
Optical properties
Optical rotation
Pharmacology & Pharmacy
Pigments, Biological
Plant diseases
Ribavirin
Ribavirin - pharmacology
Science & Technology
Soil Microbiology
Soil microorganisms
Soils
Tobacco
Tobacco Mosaic Virus - drug effects
Tobamovirus
Trichoderma
Viruses
SUBSTANCES
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Summary:A new compound classified as one new azaphilone derivative, nigirpexin E (1), was obtained from the soil-derived fungus Trichoderma afroharzianum LTR-2, together with seven known compounds (2-8). The structures of 1-8 were determined by their HRESIMS, optical rotation, and NMR spectroscopic data. The absolute configuration of nigirpexin E (1) was determined on the basis of comparisons of experimental and theoretically calculated ECD spectra. Compound 3 was firstly isolated from Trichoderma. Bioactivities of the isolated compounds were assayed their anti-tobacco mosaic virus (anti-TMV) activities. The results showed that compound 1 exhibited significant inactivation effect against TMV with an inhibition rate of 67.25% (0.5 mg ml(-1)), which was higher than that of positive control ribavirin (56.74%). This is the first report of the anti-TMV activity of azaphilone derivatives.
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ISSN:0021-8820
1881-1469
DOI:10.1038/s41429-021-00485-4