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1. (Article ID: 9186)
Sadorn K, Saepua S, Punyain W, Saortep W, Choowong W, Rachtawee P, Pittayakhajonwut P
Chromanones and aryl glucoside analogs from the entomopathogenic fungus Aschersonia confluens BCC53152
Fitoterapia 144 (2020)
ID 104606
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
kmitl.ac.th>
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
The publication contains the following compound(s):
- Compound ID: 22392
|
b-D-Glcp4Me-(1-1)-Subst
Subst = phenylethanol = SMILES O{1}CCC1=CC=CC=C1 |
Show graphically |
Structure type: monomer
; 321.1304 [M+Na]+
C15H22O6
Compound class: glycoside
- Compound ID: 22393
Structure type: monomer
; 307.1147 [M+Na]+
C14H20O6
Compound class: glycoside
- Compound ID: 22394
|
b-D-Glcp4Me-(1-1)-Subst5Me
Subst = 2,4,6-trihydroxyacetophenone = SMILES OC1=C{5}C(O)=C{1}C(O)=C1C(C)=O |
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Structure type: monomer
; 381.1154 [M+Na]+
C16H22O9
Trivial name: 4′-O-methylpleoside
Compound class: glycoside
- Compound ID: 22395
|
b-D-Glcp4Me-(1-8)-Subst6Me
Subst = 6-hydroxymusizin = SMILES O{1}C1=C(C(C)=O)C(C)=CC2=C1{8}C(O)=C{6}C(O)=C2 |
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Structure type: monomer
; 445.1460 [M+Na]+
C21H26O9
Compound class: glycoside
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