title: Activity of lycorine analogues against the fish bacterial pathogen Flavobacterium columnare.
abstract: In a continuing effort to discover natural products and natural product-based compounds for the control of columnaris disease in channel catfish (Ictalurus punctatus), 17 lycorine analogues were synthesized, including new benzoyl analogues 6-16, and evaluated for antibacterial activity against two isolates (ALM-00-173 and BioMed) of Flavobacterium columnare using a rapid bioassay. Two of the lycorine analogues had greater antibacterial activity than 1-O-acetyllycorine, an analogue of lycorine evaluated previously that is highly active against both isolates. Carbamate analogue 18 (1S,2S,3a(1)S,12bS)-2,3a(1),4,5,7,12b-hexahydro-1H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridin-1,2-diylbis(o-tolylcarbamate) had the strongest antibacterial activity toward both F. columnare isolates ALM-00-173 and BioMed, with 24-h IC(50) values of 3.0 ± 1.3 and 3.9 ± 2.2 mg/L, respectively, and a MIC of 5.5 ± 0 mg/L for both isolates. Compound 18 appears to be the most promising lycorine analogue for future efficacy studies to determine its potential for use as an alternative to the currently used compounds to control columnaris disease in channel catfish.
authors.affiliation: Natural Products Utilization Research Unit, Agricultural Research Service, U.S. Department of Agriculture, P.O. Box 8048, University, Mississippi 38677, USA.
authors.forename: Cheng-Xia
authors.initials: CX
authors.lastname: Tan
authors.forename: Kevin K
authors.initials: KK
authors.lastname: Schrader
authors.forename: Cassia S
authors.initials: CS
authors.lastname: Mizuno
authors.forename: Agnes M
authors.initials: AM
authors.lastname: Rimando
mesh_terms: D047151:Amaryllidaceae Alkaloids / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002397:Catfishes / Q000382:microbiology*; D005393:Fish Diseases / Q000188:drug therapy / Q000382:microbiology*; D045826:Flavobacteriaceae Infections / Q000188:drug therapy / Q000382:microbiology / Q000662:veterinary*; D005417:Flavobacterium / Q000187:drug effects* / Q000472:pathogenicity / Q000502:physiology; D015394:Molecular Structure; D010617:Phenanthridines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D047151:Amaryllidaceae Alkaloids; D000900:Anti-Bacterial Agents; D010617:Phenanthridines; C015330:lycorine