Six new compounds [ascherlactones A (1) and B (2), ascherchromanone A (3), phenethyl 4'-O-methylglucoside (8), 4'-O-methylpleoside (10), and 4'-O-methyltorachrysone 8-O-glucoside (11)] and one naturally new compound [4'-O-methyl-β-D-benzylglucoside (9)] together with fourteen known compounds, including paecilodepsipeptides A (5), B (7), and D (4), conoideocrellide A (6), eugenin (12), 5-hydroxy-2,3-dimethyl-7-methoxychromone (13), (S)-1-phenyl-1,2-ethanediol (14), (2S)-l-3-phenyllactic acid (15), papuline [or (2S)-l-3-phenyllactic acid methyl ester, 16], 2'-epi terpendole A (17), terpendoles C (18) and D (19), cholic acid, and zeorin were isolated from the entomopathogenic fungus Aschersonia confluens BCC53152. Their chemical structures were elucidated on the basis of NMR spectroscopic and mass spectrometric analyses. The absolute configurations were determined by using the evidence from NOESY correlations, chemical means, optical rotation values together with comparison of ECD spectroscopic data with the calculated ECD spectra. The plausible biosynthetic pathway of compounds 1-3 was also proposed. Moreover, antimicrobial activity such as antimalarial, antitubercular, antifungal, and antibacterial activities and cytotoxicity against cancerous (MCF-7, KB, and NCI-H187) and non-cancerous (Vero) cells of the isolated compounds were evaluated.
ascherchromanone, ascherlactone, Aschersonia, Aschersonia confluens, chromanone
NCBI PubMed ID: 32376482Publication DOI: 10.1016/j.fitote.2020.104606Journal NLM ID: 16930290RPublisher: Elsevier
Correspondence: Sadorn K
Institutions: National Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency (NSTDA), Thailand Science Park, Klong Luang, Thailand, Integrated Applied Chemistry Research Unit, Faculty of Science, King Mongkut's Institute of Technology Ladkrabang, Bangkok, Thailand, Department of Chemistry, Faculty of Science, King Mongkut's Institute of Technology Ladkrabang, Bangkok, Thailand, Department of Chemistry, Faculty of Science, Naresuan University, Phitsanulok, Thailand, National Biobank of Thailand (NBT), National Science and Technology Development Agency (NSTDA), Thailand Science Park, Klong Luang, Thailand
Methods: 13C NMR, 1H NMR, IR, DNA techniques, acid hydrolysis, biological assays, HPLC, UV, molecular modeling, extraction, optical rotation measurement, CC, cell growth, melting point determination, HR-ESI-MS, antibacterial assay, cytotoxicity assay, evaporation, antimalarial assays, PTLC, filtration, BLAST, ECD, antifungal activities
Found