title: Gageopeptins A and B, new inhibitors of zoospore motility of the phytopathogen Phytophthora capsici from a marine-derived bacterium Bacillus sp. 109GGC020.
abstract: The motility of zoospores is critical in the disease cycles of the peronosporomycetes that cause devastating diseases in plants, fishes, vertebrates, and microbes. In the course of screening for secondary metabolites regulating the motility of zoospores of Phytophthora capsici, we discovered two new inhibitors from the ethyl acetate extract of the fermentation broth of a marine-derived strain Bacillus sp. 109GGC020. The structures of these novel metabolites were elucidated as new cyclic lipopeptides and named gageopeptins A (1) and B (2) by spectroscopic analyses including high resolution MS and extensive 1D and 2D NMR. The stereoconfigurations of 1 and 2 were assigned based on the chemical derivatization studies and reviews of the literature data. Although compounds 1 and 2 impaired the motility of zoospores of P. capsici in dose- and time-dependent manners, compound 1 (IC50 = 1 μg/ml) was an approximately 400-fold stronger motility inhibitor than 2 (IC50 = 400 μg/ml). Interestingly, the zoospores halted by compound 1 were subsequently lysed at higher concentrations (IC50 = 50 μg/ml). Compounds 1 and 2 were also tested against some bacteria and fungi by broth dilution assay, and exhibited moderate antibacterial and good antifungal activities.
authors.affiliation: Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Ansan, Republic of Korea; Department of Pharmacy, Manarat International University, Dhaka, Bangladesh.
authors.forename: Fakir Shahidullah
authors.initials: FS
authors.lastname: Tareq
authors.affiliation: Department of Pharmacy, Manarat International University, Dhaka, Bangladesh; Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Dhaka, Bangladesh.
authors.forename: Choudhury M
authors.initials: CM
authors.lastname: Hasan
authors.affiliation: Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Ansan, Republic of Korea.
authors.forename: Hyi-Seung
authors.initials: HS
authors.lastname: Lee
authors.affiliation: Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Ansan, Republic of Korea.
authors.forename: Yeon-Ju
authors.initials: YJ
authors.lastname: Lee
authors.affiliation: Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Ansan, Republic of Korea.
authors.forename: Jong Seok
authors.initials: JS
authors.lastname: Lee
authors.affiliation: Department of Biotechnology, Bangabandhu Sheikh Mujibur Rahman Agricultural University, Gazipur, Dhaka, Bangladesh.
authors.forename: Musrat Zahan
authors.initials: MZ
authors.lastname: Surovy
authors.affiliation: Department of Biotechnology, Bangabandhu Sheikh Mujibur Rahman Agricultural University, Gazipur, Dhaka, Bangladesh.
authors.forename: Md Tofazzal
authors.initials: MT
authors.lastname: Islam
authors.affiliation: Marine Natural Products Chemistry Laboratory, Korea Institute of Ocean Science and Technology, Ansan, Republic of Korea; Department of Marine Biotechnology, University of Science and Technology, 217 Gajungro, Yuseong-gu, Daejeon, Republic of Korea. Electronic address: shinhj@kiost.ac.
authors.forename: Hee Jae
authors.initials: HJ
authors.lastname: Shin
mesh_terms: D000981:Antiprotozoal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D059001:Aquatic Organisms / Q000187:drug effects*; D001407:Bacillus / Q000737:chemistry*; D002465:Cell Movement / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D055666:Lipopeptides / Q000737:chemistry / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D010456:Peptides, Cyclic / Q000737:chemistry / Q000494:pharmacology*; D010838:Phytophthora / Q000187:drug effects*
chemical_list: D000981:Antiprotozoal Agents; D055666:Lipopeptides; D010456:Peptides, Cyclic
keywords: Lytic acitivity; Marine bacteria; Phytopathogens; Phytophthora capsici; Zoospore motility inhibitors