title: Schulzeines A-C, new alpha-glucosidase inhibitors from the marine sponge Penares schulzei.
abstract: Three new alpha-glucosidase inhibitors, schulzeines A-C (1-3), were isolated from the marine sponge Penares schulzei. Their structures were elucidated by spectral analysis and chemical degradations to be the isoquinoline alkaloids, encompassing two amino acids, and C(28) fatty acid, the last of which was sulfated. Absolute stereochemistry of schulzeines was determined by application of the modified Mosher analysis to fragments obtained by chemical degradation. Schulzeines A-C inhibit alpha-glucosidase with IC(50) values of 48-170 nM.
authors.affiliation: Laboratory of Aquatic Natural Products Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, Bunkyo-ku, Tokyo 113-8657, Japan.
authors.forename: Kentaro
authors.initials: K
authors.lastname: Takada
authors.forename: Taisuke
authors.initials: T
authors.lastname: Uehara
authors.forename: Yoichi
authors.initials: Y
authors.lastname: Nakao
authors.forename: Shigeki
authors.initials: S
authors.lastname: Matsunaga
authors.forename: Rob W M
authors.initials: RW
authors.lastname: van Soest
authors.forename: Nobuhiro
authors.initials: N
authors.lastname: Fusetani
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000818:Animals; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005227:Fatty Acids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D065089:Glycoside Hydrolase Inhibitors; D007546:Isoquinolines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008958:Models, Molecular; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D004791:Enzyme Inhibitors; D005227:Fatty Acids; D065089:Glycoside Hydrolase Inhibitors; D007546:Isoquinolines