title: Antiparasitic chaiyaphumines from entomopathogenic Xenorhabdus sp. PB61.4.
abstract: A new class of four depsipentapeptides called chaiyaphumines A-D (1-4) was isolated from Xenorhabdus sp. PB61.4. Their structures were elucidated by detailed 1D and 2D NMR experiments and by a Marfey's analysis following flash hydrolysis of the peptide. Verification of the structure was achieved by three-dimensional modeling using NOE-derived distance constraints, molecular dynamics, and energy minimization. Chaiyaphumine A (1) showed good activity against Plasmodium falciparum (IC50 of 0.61 μM), the causative agent of malaria, and was active against other protozoal tropical disease causing agents.
authors.affiliation: Merck Stiftungsprofessur für Molekulare Biotechnologie, Fachbereich Biowissenschaften, Goethe Universität Frankfurt , Max-von-Laue-Straße 9 60438 Frankfurt am Main, Germany.
authors.forename: Florian
authors.initials: F
authors.lastname: Grundmann
authors.forename: Marcel
authors.initials: M
authors.lastname: Kaiser
authors.forename: Matthias
authors.initials: M
authors.lastname: Schiell
authors.forename: Andreas
authors.initials: A
authors.lastname: Batzer
authors.forename: Michael
authors.initials: M
authors.lastname: Kurz
authors.forename: Aunchalee
authors.initials: A
authors.lastname: Thanwisai
authors.forename: Narisara
authors.initials: N
authors.lastname: Chantratita
authors.forename: Helge B
authors.initials: HB
authors.lastname: Bode
mesh_terms: D000818:Animals; D000977:Antiparasitic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001412:Bacillus subtilis / Q000187:drug effects; D047630:Depsipeptides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004926:Escherichia coli / Q000187:drug effects; D006801:Humans; D020128:Inhibitory Concentration 50; D016982:Micrococcus luteus / Q000187:drug effects; D015394:Molecular Structure; D009348:Nematoda / Q000187:drug effects; D019906:Nuclear Magnetic Resonance, Biomolecular; D021261:Parasitic Sensitivity Tests; D010963:Plasmodium falciparum / Q000187:drug effects*; D012441:Saccharomyces cerevisiae / Q000187:drug effects; D013785:Thailand; D016833:Trypanosoma brucei rhodesiense / Q000187:drug effects; D014349:Trypanosoma cruzi / Q000187:drug effects; D020593:Xenorhabdus / Q000737:chemistry*
chemical_list: D000977:Antiparasitic Agents; D047630:Depsipeptides; C000589832:chaiyaphumine A