Microbial metabolism of cannflavin A (1) and B (2), two biologically active flavonoids isolated from Cannabis sativa L., produced five metabolites (3-7). Incubation of 1 and 2 with Mucor ramannianus (ATCC 9628) and Beauveria bassiana (ATCC 13144), respectively, yielded 6″S,7″-dihydroxycannflavin A (3), 6″S,7″-dihydroxycannflavin A 7-sulfate (4) and 6″S,7″-dihydroxycannflavin A 4′-O-α-L-rhamnopyranoside (5), and cannflavin B 7-O-β-D-4‴-O-methylglucopyranoside (6) and cannflavin B 7-sulfate (7), respectively. All compounds were evaluated for antimicrobial and antiprotozoal activity
antibacterial activity, antifungal activity, microbial metabolism, Beauveria bassiana, Mucor ramannianus, cannflavin A, cannflavin B, Cannabaceae, Cannabis sativa, antimalarial activity, antileishmanial activity
NCBI PubMed ID: 20223485Publication DOI: 10.1016/j.phytochem.2010.02.011Journal NLM ID: 0151434Publisher: Elsevier
Correspondence: ikhan@olemiss.edu
Institutions: National Center for Natural Products Research, School of Pharmacy, University of Mississippi, Mississippi, USA, Department of Pharmacognosy, School of Pharmacy, University of Mississippi, Mississippi, USA, Department of Pharmacognosy, Faculty of Pharmacy, Suez Canal University, Ismailia, Egypt, Department of Pharmaceutics, School of Pharmacy, University of Mississippi, Mississippi, USA
Methods: 13C NMR, 1H NMR, IR, GC-MS, TLC, UV, extraction, optical rotation measurement, CC, cell growth, HR-ESI-MS, antibacterial assay, derivatization, HMQC, DEPT, centrifugation, antifungal activity test, antimalarial assays, antileishmanial assays