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http://dx.doi.org/10.5012/bkcs.2014.35.8.2335

Steroids from the Cold Water Starfish Ctenodiscus crispatus with Cytotoxic and Apoptotic Effects on Human Hepatocellular Carcinoma and Glioblastoma Cells  

Quang, Tran Hong (Institute of Pharmaceutical Research and Development, College of Pharmacy, Wonkwang University)
Lee, Dong-Sung (Hanbang Body-Fluid Research Center, Wonkwang University)
Han, Se Jong (Korea Polar Research Institute, KORDI)
Kim, Il Chan (Korea Polar Research Institute, KORDI)
Yim, Joung Han (Korea Polar Research Institute, KORDI)
Kim, Youn-Chul (Institute of Pharmaceutical Research and Development, College of Pharmacy, Wonkwang University)
Oh, Hyuncheol (Institute of Pharmaceutical Research and Development, College of Pharmacy, Wonkwang University)
Publication Information
Bulletin of the Korean Chemical Society / v.35, no.8, 2014 , pp. 2335-2341 More about this Journal
Abstract
Chemical investigation on the methanol extract of the starfish Ctenodiscus crispatus resulted in the isolation of five steroids, (22E,$24{\zeta}$)-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-ethyl-$5{\alpha}$-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).
Keywords
Starfish; Steroids; Ctenodiscus crispatus; Anti-proliferation; Apoptosis;
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