Sterols isolated from Nuruk (Rhizopus oryzae KSD-815) inhibit the migration of cancer cells.
An activity-guided fractionation method was used to isolate anticancer components from Nuruk (Rhizopus oryzae KSD-815:KSD-815). Dried powder of KSD-815 was extracted with 80% methanol and partitioned successively using nhexane, ethyl acetate, n-butanol, and water. The n-hexane and n-butanol fractions showed a strong antimigratory effect on human cancer cells. Both of these fractions were subjected to separation and purification procedures using silica gel, octadecyl silica gel, and Sephadex LH-20 column chromatographies to afford four purified compounds. These were identified as ergosterol peroxide (1), stigmast- 5-en-3beta,7beta-diol (2), ergosta-7,22-dien-3beta,5alpha,6beta,9alpha-tetraol (3), and daucosterol (4), respectively, by spectroscopic methods such as nuclear magnetic resonance spectrometry, mass spectrometry, and infrared spectroscopy, and comparison with those in the literature. Compounds 1-4 were isolated from KSD-815 for the first time. Compounds 1 and 4 inhibited the migration of MDA-MB-231 cells at concentrations lower than 20 micronM.
Lee
Dae-Young
DY
Graduate School of Biotechnology and Institute of Life Science and Resources, Kyung Hee University, Yongin 446-701, Korea.
Lee
Sang-Jin
SJ
Kwak
Ho-Young
HY
Jung
Lakoon
L
Heo
Jieun
J
Hong
Sungyoul
S
Kim
Gye-Won
GW
Baek
Nam-In
NI
D001943:Breast Neoplasms / Q000188:drug therapy* / Q000473:pathology / Q000503:physiopathology; D045744:Cell Line, Tumor; D002465:Cell Movement / Q000187:drug effects*; D002523:Edible Grain / Q000382:microbiology*; D004875:Ergosterol / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D005260:Female; D005516:Food Microbiology; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D012233:Rhizopus / Q000737:chemistry* / Q000302:isolation & purification; D012855:Sitosterols / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D013055:Spectrophotometry, Infrared; D013261:Sterols / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D013265:Stigmasterol / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology
D012855:Sitosterols; D013261:Sterols; C549712:ergosta-7,22-dien-3beta,5alpha,6beta,9alpha-tetraol; C549711:stigmast-5-en-3beta,7beta-diol; D013265:Stigmasterol; C011015:lyoniside; C036071:ergosterol-5,8-peroxide; D004875:Ergosterol