原创力文档synthesis of pregnane derivatives, their cytotoxicity on lncap and pc-3 cells, and screening on 5α-reductase inhibitory activity孕烷衍生物的合成,对lncap和曲泽细胞的细胞毒性,筛选5日α-reductase抑制活动.pdfVIP
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synthesis of pregnane derivatives, their cytotoxicity on lncap and pc-3 cells, and screening on 5α-reductase inhibitory activity孕烷衍生物的合成,对lncap和曲泽细胞的细胞毒性,筛选5日α-reductase抑制活动
Molecules 2009, 14, 4655-4668; doi:10.3390/molecule
OPEN ACCESS
molecules
ISSN 1420-3049
/journal/molecules
Article
Synthesis of Pregnane Derivatives, Their Cytotoxicity on LNCap
and PC-3 Cells, and Screening on 5α-Reductase Inhibitory
Activity
Sujeong Kim and Eunsook Ma *
College of Pharmacy, Catholic University of Daegu, Hayang, 712-702, Korea
* Author to whom correspondence should be addressed; E-Mail: masook@cu.ac.kr;
Tel.: +82-53-850-3621, Fax: +82-53-850-3602.
Received: 8 September 2009; in revised form: 4 November 2009 / Accepted: 8 November 2009 /
Published: 17 November 2009
Abstract: A series of epoxy- and/or 20-oxime pregnanes were synthesized from
commercially available pregnenolone. Compounds 1, 3, 7, 8 and 11-13 were evaluated for
cytotoxicity activity towards LNCaP (androgen-dependent) and PC-3 (androgen-
independent) prostate cancer cells. Compound 13 showed the highest activity on both
LNCaP (IC50 15.17 μM) and PC-3 (IC50 11.83 μM) cell lines. Compound 11 showed weak
activity on LNCaP cells (IC50 71.85 μM) and 8 showed the weak activity on PC-3 cells
(IC50 68.95 μM), respectively. The 5α-reductase II (5AR2) inhibitory effects of compounds
1-3, 5 and 7-13 were investigated in a convenient screening model, in which compounds 5,
8, 11 and 12 were observed to be potential inhibitors of 5α-reductase, in particular, the
4-azasteroid 11, that also inhibited cell proliferation of androgen-dependent cells and 8
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