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Chemical Modification of Alisol B 23-acetate and Their Cytotoxic Activity  

Lee, Sang-Myung (Korea Research Institute of Bioscience and Biotechnology)
Min, Byung-Sun (Korea Research Institute of Bioscience and Biotechnology)
Bae, Ki-Hwan (College of Pharmacy, Chungnam National University)
Publication Information
Archives of Pharmacal Research / v.25, no.5, 2002 , pp. 608-612 More about this Journal
Abstract
The twelve-protostane analogues were synthesized from alisol B 23-acetate and assessed for their in vitro antitumor activity against six different human and murine tumor cell lines. Of the compounds synthesized, 23S-acetoxy-24R(25)-epoxy-11$\beta$,23S-dihydroxyprotost-13(17)-en-3-hy-droxyimine (12) exhibited significant cytotoxic activities against A549, SK-OV3, B16-F10, and HT1080 tumor cells with $ED_{50}/$ values of 10.0, 8.7 ,5.2, and 3.1 ${\mu}g$/ml, respectively. Furthermore, 23S-acetoxy-13(17),24R(25)-diepoxy-11$\beta$-hydroxyprotost-3-one (5), 13(17),24R(25)-diepoxy-11$\beta$, 23S-dihydroxyprotostan-3-one (6), 24R,25-epoxy-11$\beta$,23S-dihydroxyprotost-13(17)-en-3-one (7), and 11$\beta$,23S,24R,25-tetrahydroxyprotost-13(17)-en-3-one (9) showed moderate cytotoxic activities against 816-F10 and HT1080 tumor cells. These results mean that a hydroxyimino group at C-3 position in the protostane-type terpene enhances cytotoxic activity.
Keywords
Alismatis Rhizoma; Protostane; Cytotoxic activity;
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Times Cited By Web Of Science : 3  (Related Records In Web of Science)
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