title: Activities of wogonin analogs and other flavones against Flavobacterium columnare.
abstract: In our on-going pursuit to discover natural products and natural product-based compounds to control the bacterial species Flavobacterium columnare, which causes columnaris disease in channel catfish (Ictalurus punctatus), we synthesized flavone and chalcone analogs, and evaluated these compounds, along with flavonoids from natural sources, for their antibacterial activities against two isolates of F. columnare (ALM-00-173 and BioMed) using a rapid bioassay. The flavonoids chrysin (1a), 5,7-dihydroxy-4'-methoxyflavone (11), isorhamnetin (26), luteolin (27), and biochanin A (29), and chalcone derivative 8b showed strong antibacterial activities against F. columnare ALM-00-173 based on minimum inhibition concentration (MIC) results. Flavonoids 1a, 8, 11, 13 (5,4'-dihydroxy-7-methoxyflavone), 26, and 29 exhibited strong antibacterial activities against F. columnare BioMed based upon MIC results. The 24-h 50% inhibition concentration (IC50 ) results revealed that 27 and 29 were the most active compounds against F. columnare ALM-00-173 (IC50 of 7.5 and 8.5 mg/l, resp.), while 26 and 29 were the most toxic compound against F. columnare BioMed (IC50 of 9.2 and 3.5 mg/l, resp.). These IC50 results were lower than those obtained for wogonin against F. columnare ALM-00-173 and F. columnare BioMed (28.4 and 5.4 mg/l, resp.). However, based on MIC results, none of the compounds evaluated in this study were as active as wogonin (MIC 0.3 mg/l for each F. columnare isolate). Further modification of the wogonin structure to enhance antibacterial is of interest.
authors: Zhejiang University of Technology, College of Chemical Engineering and Materials Science, Hangzhou 310014, P. R. China; U.S. Department of Agriculture, Agricultural Research Service, Natural Products Utilization Research Unit, P.O. Box 1848, University, Mississippi 38677-1848, USA, (phone: +1-6629151037; fax: +1-6629151035).
authors: Cheng-Xia
authors: CX
authors: Tan
authors: Kevin K
authors: KK
authors: Schrader
authors: Ikhlas A
authors: IA
authors: Khan
authors: Agnes M
authors: AM
authors: Rimando
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D044950:Flavanones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D005417:Flavobacterium / Q000187:drug effects / Q000302:isolation & purification; D047309:Flavones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests
chemical_list: D000900:Anti-Bacterial Agents; D044950:Flavanones; D047309:Flavones; C085514:wogonin
keywords: Antibacterial activity; Channel catfish; Columnaris disease; Flavobacterium columnare; Flavones; Wogonin