WS-7528, a new isoflavanone with estrogen activity isolated from Streptomyces sp. No. 7528. Taxonomy, fermentation, isolation, physico-chemical properties and biological activities.
WS-7528, produced by Streptomyces sp. No. 7528, was extracted from cultured broth, purified by solvent extraction followed by chromatography on silica gel and then isolated as pale yellow powder (C16H14O5, mp 95-98 degrees C). WS-7528 inhibited estrogen binding to its receptor protein in rat uterine cytosol. The IC50 value of WS-7528 for partially purified rat uterine cytosol receptor was 5.7 x 10(-8) M. This compound was found to induce the growth of the estrogen dependent cell line MCF-7. WS-7528 was tested orally and subcutaneously in immature rats to confirm its effect on the growth of the uterus. WS-7528 has also weak anti-inflammatory activity on the carrageenin paw edema of the rat model.
Nakayama
O
O
Exploratory Research Laboratories, Fujisawa Pharmaceutical Co., Ltd., Ibaraki, Japan.
Yagi
M
M
Tanaka
M
M
Kiyoto
S
S
Uchida
I
I
Hashimoto
M
M
Okuhara
M
M
Kohsaka
M
M
D000818:Animals; D002460:Cell Line; D002855:Chromatography, Thin Layer; D004305:Dose-Response Relationship, Drug; D005260:Female; D005285:Fermentation; D044950:Flavanones; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification* / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D008855:Microscopy, Electron, Scanning; D015394:Molecular Structure; D051381:Rats; D011919:Rats, Inbred Strains; D011960:Receptors, Estrogen / Q000378:metabolism*; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D013302:Streptomyces / Q000145:classification / Q000378:metabolism* / Q000648:ultrastructure; D014599:Uterus / Q000187:drug effects
D044950:Flavanones; D005419:Flavonoids; D011960:Receptors, Estrogen; C066794:WS 7528