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- Title
Identification of sesquiterpene aldehydes as volatile antifungal compounds in Phaeolepiota aurea culture filtrate.
- Authors
Seki, Kota; Tanaka, Tomoya; Shimoda, Emiko; Tanio, Shinji; Yanagita, Ryo C; Miyazaki, Tsugumi; Tokumoto, Kento; Tazawa, Toshiaki; Osaki-Oka, Kumiko; Ishihara, Atsushi
- Abstract
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.
- Subjects
HIGH performance liquid chromatography; NORMAL-phase chromatography; NUCLEAR magnetic resonance; ASPERGILLUS niger; MASS spectrometry
- Publication
Bioscience, Biotechnology & Biochemistry, 2024, Vol 88, Issue 12, p1395
- ISSN
0916-8451
- Publication type
Academic Journal
- DOI
10.1093/bbb/zbae125