Journal
BULLETIN OF THE KOREAN CHEMICAL SOCIETY
Volume 35, Issue 8, Pages 2335-2341Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.5012/bkcs.2014.35.8.2335
Keywords
Starfish; Steroids; Ctenodiscus crispatus; Anti-proliferation; Apoptosis
Categories
Funding
- Ministry of Oceans and Fisheries' RD project [PM13030]
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Chemical investigation on the methanol extract of the starfish Ctenodiscus crispatus resulted in the isolation of five steroids, (22E,24 xi)-26,27-bisnor-24-methyl-5 alpha-cholest-22-en-3 beta,5,6 beta,15 alpha,25-pentol 25-O-sulfate (1), (22E,24R,25R)-24-methyl-5 alpha-cholest-22-en-3 beta,5,6 beta,15 alpha,25,26-hexol 26-O-sulfate (2), (28R)-24-ethy1-5 alpha-cholesta-3 beta,5,6 beta,8,15 alpha,28,29-heptaol-24-sulfate (3), (25S)-5 alpha-cholestane-3 beta,5,6 beta,15 alpha,16 beta,26-hexaol (4), and Delta 7-sitosterol (5). Their structures were identified by extensive spectroscopic analyses, including 1D, 2D NMR and MS and chemical methods. Compound 4 showed cytotoxicity against human hepatoma HepG2 and glioblastoma U87MG cells via inhibition of cell growth and induction of apoptosis. Induction of apoptosis by 4 was demonstrated by cell death, DNA fragmentation, increased Bax/Bcl-2 protein ratio and the activation of caspase-3, caspase-9 and poly (ADP-ribose) polymerase (PARP).
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