Identification of sesquiterpene aldehydes as volatile antifungal compounds in Phaeolepiota aurea culture filtrate.

Autor: Seki K; Graduate School of Sustainability Science, Tottori University, Tottori, Japan., Tanaka T; Graduate School of Sustainability Science, Tottori University, Tottori, Japan., Shimoda E; Faculty of Agriculture, Tottori University, Tottori, Japan., Tanio S; Faculty of Agriculture, Tottori University, Tottori, Japan., Yanagita RC; Faculty of Agriculture, Kagawa University, Kagawa, Japan., Miyazaki T; S. T. Corporation, Tokyo, Japan., Tokumoto K; S. T. Corporation, Tokyo, Japan., Tazawa T; S. T. Corporation, Tokyo, Japan., Osaki-Oka K; Faculty of Agriculture, Tottori University, Tottori, Japan., Ishihara A; Faculty of Agriculture, Tottori University, Tottori, Japan.
Jazyk: angličtina
Zdroj: Bioscience, biotechnology, and biochemistry [Biosci Biotechnol Biochem] 2024 Nov 22; Vol. 88 (12), pp. 1395-1402.
DOI: 10.1093/bbb/zbae125
Abstrakt: The culture filtrate extract of golden bootleg (Phaeolepiota aurea) exhibited strong antifungal activity in a bioassay for volatile compounds. Purification of active compounds through silica gel column chromatography and high performance liquid chromatography isolated two compounds, 1 and 2, with molecular weights of 234 and 259, respectively, as confirmed by mass spectrometry. Nuclear magnetic resonance analysis identified these compounds as new sesquiterpenoids with the α-bourbonene skeleton. Both compounds had an aldehyde group, while 2 possessed a cyanohydrin group. These compounds were named phaeolep aldehydes A (1) and B (2). Phaeolep aldehyde A inhibited hyphae elongation of Penicillium citrinum, Aspergillus niger, Cladosporium sphaerospermum, and Alternaria brassicicola at 10 ppm, but did not exhibit any antibacterial activity. In contrast, phaeolep aldehyde B exhibited potent inhibitory effects on the spore germination of Pe. citrinum, achieving 58.2% inhibition at 0.25 ppm, outperforming phaeolep aldehyde A, which exhibited 25.7% inhibition at 10 ppm.
(© The Author(s) 2024. Published by Oxford University Press on behalf of Japan Society for Bioscience, Biotechnology, and Agrochemistry.)
Databáze: MEDLINE