YAKHAK HOEJI (약학회지)

The Pharmaceutical Society of Korea (대한약학회)
권호 표지

Synthesis and $5{\alpha}$-Reductase Inhibitory Activity of $3{\beta}$-Substituted 5-Androstene-17-Carboxamides

$3{\beta}$-치환 5-Androstene-17-Carboxamides 합성과 $5{\alpha}$-Reductase 저해 활성

  • Jo, Ik-Sung (College of Pharmacy, Catholic University of Daegu) ;
  • Ma, Eun-Sook (College of Pharmacy, Catholic University of Daegu)
  • 조익성 (대구가톨릭대학교 약학대학) ;
  • 마은숙 (대구가톨릭대학교 약학대학)
  • Received : 2010.08.26
  • Accepted : 2010.10.26
  • Published : 2010.12.31
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Abstract

A series of $3{\beta}$-substituted 5-androstene-$17{\beta}$-carboxamides were synthesized from analogs of $3{\beta}$-hydroxy-5-androstene-$17{\beta}$-carboxylic acid (1) with tert-butylamine, N,N-diethylamine and 3-aminopyridine and some compounds were epoxidized with mCPBA. A rat prostate testosterone $5{\alpha}$-reductase inhibitory activity of synthesized compounds was assessed by radioimmunoassay using [1,2,6,7-3H]-testosterone as substrate. All synthesized compounds showed lower activity than finasteride and the N-(3-pyridino)-$3{\beta}$-carboxycarbonyloxy-5-androstene-$17{\beta}$-carboxamide (12) showed weak inhibitory activity ($IC_{50}$: $2.4{\times}10^{-7}M$).

Keywords

References

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