Yeast glycogen synthase kinase-3beta pathway inhibitors from an organic extract of Streptomyces sp.
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.
Cheenpracha
Sarot
S
Department of Pharmaceutical Sciences, College of Pharmacy, University of Hawaii Hilo, 34 Rainbow Drive, Hilo, Hawaii 96720, USA.
Zhang
Hui
H
Mar
Annie M N
AM
Foss
Adam P
AP
Foo
Sek Hin
SH
Lai
Ngit Shin
NS
Jee
Jap Meng
JM
Seow
Heng Fong
HF
Ho
Coy Choke
CC
Chang
Leng Chee
LC
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
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