title: Octaminomycins A and B, Cyclic Octadepsipeptides Active against Plasmodium falciparum.
abstract: Two new cyclic octadepsipeptides, octaminomycins A (1) and B (2), were isolated from a microbial metabolite fraction library of Streptomyces sp. RK85-270 based on Natural Products Plot screening. Their structures were elucidated on the basis of HRESIMS, 1D and 2D NMR spectroscopic data, and MS/MS experiments for sequence analysis. The absolute configurations of the constituent amino acid residues were determined by a combination of single-crystal X-ray diffraction and Marfey's methodology. Notably, octaminomycins A (1) and B (2) showed good in vitro antiplasmodial activity against chloroquine-sensitive as well as chloroquine-resistant strains with no cytotoxicity up to 30 μM.
authors.affiliation: RIKEN Global Research Cluster , 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.|Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology , Cheongju, 28116, South Korea.
authors.forename: Jun-Pil
authors.initials: JP
authors.lastname: Jang
authors.affiliation: Chemical Biology Research Group, RIKEN Center for Sustainable Research Science , 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
authors.forename: Toshihiko
authors.initials: T
authors.lastname: Nogawa
authors.affiliation: Chemical Biology Research Group, RIKEN Center for Sustainable Research Science , 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
authors.forename: Yushi
authors.initials: Y
authors.lastname: Futamura
authors.affiliation: Chemical Biology Research Group, RIKEN Center for Sustainable Research Science , 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
authors.forename: Takeshi
authors.initials: T
authors.lastname: Shimizu
authors.affiliation: Materials Characterization Support Unit, RIKEN Center for Emergent Matter Science (CEMS) , 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
authors.forename: Daisuke
authors.initials: D
authors.lastname: Hashizume
authors.affiliation: RIKEN Global Research Cluster , 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.|Chemical Biology Research Group, RIKEN Center for Sustainable Research Science , 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
authors.forename: Shunji
authors.initials: S
authors.lastname: Takahashi
authors.affiliation: Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology , Cheongju, 28116, South Korea.
authors.forename: Jae-Hyuk
authors.identifier: 0000-0002-4363-4252
authors.initials: JH
authors.lastname: Jang
authors.affiliation: Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology , Cheongju, 28116, South Korea.
authors.forename: Jong Seog
authors.initials: JS
authors.lastname: Ahn
authors.affiliation: Chemical Biology Research Group, RIKEN Center for Sustainable Research Science , 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
authors.forename: Hiroyuki
authors.identifier: 0000-0001-7400-8388
authors.initials: H
authors.lastname: Osada
mesh_terms: D002738:Chloroquine / Q000737:chemistry* / Q000494:pharmacology; D047630:Depsipeptides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D010963:Plasmodium falciparum / Q000737:chemistry* / Q000187:drug effects*; D013302:Streptomyces / Q000737:chemistry* / Q000378:metabolism; D053719:Tandem Mass Spectrometry; D014961:X-Ray Diffraction
chemical_list: D047630:Depsipeptides; D010456:Peptides, Cyclic; C000621502:octaminomycin A; C000621503:octaminomycin B; D002738:Chloroquine