title: Structures of fibrostatins, new inhibitors of prolyl hydroxylase.
abstract: The structures of six inhibitors of prolyl hydroxylase, fibrostatins A, B, C, D, E and F produced by a strain of Streptomyces, were deduced to be 1, 2, 3, 4, 5 and 6, respectively, from chemical and spectroscopic evidence, especially from extensive 13C NMR studies including selective decoupling and low power selective decoupling experiments monitored by 13C-1H long-range couplings. These compounds are the first naturally occurring 2,6,7- or 3,6,7-tri-substituted or 2,3,6,7-tetra-substituted 5-hydroxy-1,4-naphthoquinone inhibitors possessing N-acetyl-L-cystein-S-yl moieties in the molecule.
authors.affiliation: Central Research Division, Takeda Chemical Industries, Ltd., Osaka, Japan.
authors.forename: K
authors.initials: K
authors.lastname: Ohta
authors.forename: F
authors.initials: F
authors.lastname: Kasahara
authors.forename: T
authors.initials: T
authors.lastname: Ishimaru
authors.forename: Y
authors.initials: Y
authors.lastname: Wada
authors.forename: T
authors.initials: T
authors.lastname: Kanamaru
authors.forename: H
authors.initials: H
authors.lastname: Okazaki
mesh_terms: D003545:Cysteine / Q000031:analogs & derivatives*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D009285:Naphthoquinones; D011393:Procollagen-Proline Dioxygenase / Q000037:antagonists & inhibitors*; D013302:Streptomyces / Q000032:analysis; D013329:Structure-Activity Relationship
chemical_list: D009285:Naphthoquinones; C058033:fibrostatin C; D011393:Procollagen-Proline Dioxygenase; D003545:Cysteine