New nitrogen-containing metabolites from cultures of rice false smut pathogen Villosiclava virens

• Published in: Natural product research Vol. 35; no. 2; pp. 272 - 281
• Main Authors: Wang, Ali, Li, Peng, Han, Peipei, Gu, Gan, Shan, Tijiang, Lai, Daowan, Zhou, Ligang
• Format: Journal Article
• Language: English
• Published: England Taylor & Francis 2021; Taylor & Francis Ltd
• Subjects: Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - pharmacology; antibacterial activity; Carbonyl compounds; Carbonyls; Elongation; False smut; Hypocreales - metabolism; Indoles; Magnetic Resonance Spectroscopy; Mannitol; Metabolites; Microbial Sensitivity Tests; Molecular Structure; Natural products; Nitrogen; Nitrogen - chemistry; nitrogen-containing metabolites; Oryza - drug effects; Oryza - microbiology; Pathogens; Phenylalanine; phytotoxic activity; Plant Diseases - microbiology; Rice; Rice false smut; Seeds; Seeds - drug effects; Spectrometry, Mass, Electrospray Ionization; Structure-Activity Relationship; Villosiclava virens; antibacterial activity; phytotoxic activity; nitrogen-containing metabolites; Rice false smut; Villosiclava virens
• ISSN: 1478-6419; 1478-6427
• DOI: 10.1080/14786419.2019.1627354

Two new nitrogen-containing metabolites methyl N-acetyl-O-(4-acetylphenyl)-L-homoserinate (1), dimethyl (1H-indole-3-carbonyl)-D-glutamate (2), and two new natural products, 1,2-O-isopropylidene-D-mannitol (3), N-acetyl-β-methyl-L-phenylalanine (4), along with five known compounds (5-9) were isolated from the rice false smut pathogen Villosiclava virens UV-8b cultured in the solid rice medium. The structures were elucidated by spectroscopic analysis and by comparison of their physical and spectroscopic data with the literature. These metabolites were evaluated for their antibacterial and phytotoxic activities. Compounds 5-7 showed weak inhibition against the tested bacteria, while compounds 4-6 and 9 displayed inhibitory activity against the radicle elongation of rice seeds.