title: Yeast glycogen synthase kinase-3beta pathway inhibitors from an organic extract of Streptomyces sp.
abstract: Investigation of a microbial fermentation organic extract of Streptomyces sp. H7667 led to the isolation of three new imides, 3-[(5E)-5-methyl-4-oxo-2-hydroxy-5-octenyl]glutarimide (1), 2-amino-N-2'-(phenylacetyl)propanimide (5), and 2-amino-N-(2'-(cyclohex-2''-enyl)acetyl)acetimide (6), and one new isoflavonoid glycoside, 6-O-methyl-7-O-alpha-rhamnopyranosyldaidzein (7), along with four known compounds. Their structures were elucidated by HRESIMS, 1H and 13C NMR, COSY, HMQC, HMBC, and NOESY spectra. Compounds 1-8 were evaluated for their inhibitory activities in the yeast glycogen synthase kinase-3beta assay.
authors.affiliation: Department of Pharmaceutical Sciences, College of Pharmacy, University of Hawaii Hilo, 34 Rainbow Drive, Hilo, Hawaii 96720, USA.
authors.forename: Sarot
authors.initials: S
authors.lastname: Cheenpracha
authors.forename: Hui
authors.initials: H
authors.lastname: Zhang
authors.forename: Annie M N
authors.initials: AM
authors.lastname: Mar
authors.forename: Adam P
authors.initials: AP
authors.lastname: Foss
authors.forename: Sek Hin
authors.initials: SH
authors.lastname: Foo
authors.forename: Ngit Shin
authors.initials: NS
authors.lastname: Lai
authors.forename: Jap Meng
authors.initials: JM
authors.lastname: Jee
authors.forename: Heng Fong
authors.initials: HF
authors.lastname: Seow
authors.forename: Coy Choke
authors.initials: CC
authors.lastname: Ho
authors.forename: Leng Chee
authors.initials: LC
authors.lastname: Chang
mesh_terms: D038362:Glycogen Synthase Kinase 3 / Q000037:antagonists & inhibitors*; D000071679:Glycogen Synthase Kinase 3 beta; D007094:Imides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D015394:Molecular Structure; D012441:Saccharomyces cerevisiae / Q000187:drug effects / Q000201:enzymology* / Q000378:metabolism; D013302:Streptomyces / Q000737:chemistry*; D013830:Thiadiazoles / Q000494:pharmacology
chemical_list: C494356:4-benzyl-2-methyl-1,2,4-thiadiazolidine-3,5-dione; D007094:Imides; D013830:Thiadiazoles; D000071679:Glycogen Synthase Kinase 3 beta; D038362:Glycogen Synthase Kinase 3