title: Prenylated pterocarpans as bacterial neuraminidase inhibitors.
abstract: During the course of a neuraminidase inhibitor screening program on natural products, four new (6, 8, 11, and 12) and eleven known (1-5, 7, 9-10, and 13-15) pterocarpan derivatives were isolated as active principles from the EtOAc extract of the stem bark of Erythrina abyssinica. Their structures were identified by spectroscopic data analyses. All isolates exhibited significant inhibitory effects on the neuraminidases from Clostridium perfringens and Vibrio cholerae with IC(50) values ranging from 1.32 to 77.10 microM and 0.35 to 77.73 microM, respectively. The isolates (1-3, 5-8, 10, and 13-15), which possessed noncompetitive inhibition modes in kinetic studies, showed stronger activity against C. perfringens neuraminidase (IC(50) 1.32-19.82 microM) than quercetin (IC(50) 25.34 microM), which was used as the positive control. In contrast, compounds 4 and 9 behaved as competitive inhibitors and were displayed less effective (IC(50) 26.39-33.55 microM). Furthermore, calopocarpine, as a neuraminidase inhibitor, produced a decrease of V. cholerae adhesion to the host cell. Overall, these results suggest that neuraminidase inhibitors can be used in the development of new treatments to combat infectious diseases.
authors.affiliation: BK21 Project Team, College of Pharmacy, Chosun University, 375 Seosuk-dong, Dong-gu, Gwangju 501-759, Republic of Korea.
authors.forename: Phi Hung
authors.initials: PH
authors.lastname: Nguyen
authors.forename: Thi Ngoc Anh
authors.initials: TN
authors.lastname: Nguyen
authors.forename: Keon Wook
authors.initials: KW
authors.lastname: Kang
authors.forename: Derek Tantoh
authors.initials: DT
authors.lastname: Ndinteh
authors.forename: Joseph Tanyi
authors.initials: JT
authors.lastname: Mbafor
authors.forename: Young Ran
authors.initials: YR
authors.lastname: Kim
authors.forename: Won Keun
authors.initials: WK
authors.lastname: Oh
mesh_terms: D000900:Anti-Bacterial Agents / Q000494:pharmacology*; D001667:Binding, Competitive; D003016:Clostridium perfringens / Q000187:drug effects* / Q000201:enzymology; D004791:Enzyme Inhibitors / Q000494:pharmacology*; D004895:Erythrina / Q000737:chemistry; D006367:HeLa Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009439:Neuraminidase / Q000037:antagonists & inhibitors*; D018547:Plant Stems / Q000737:chemistry; D054876:Prenylation; D036343:Pterocarpans / Q000494:pharmacology*; D014734:Vibrio cholerae / Q000187:drug effects* / Q000201:enzymology
chemical_list: D000900:Anti-Bacterial Agents; D004791:Enzyme Inhibitors; D036343:Pterocarpans; D009439:Neuraminidase