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化学学报
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化学学报 ›› 2009, Vol. 67 ›› Issue (13): 1487-1491. 上一篇    下一篇

研究论文

3-羰基-4-氮杂-Δ5-雄甾烯-17-肟衍生物的合成及其抑制 5α-还原酶活性研究

吴学丹 刘东志 周雪琴* 杨雄文 朱孔明

  

  1. (天津大学化工学院 天津 300072)

  • 投稿日期:2008-06-20 修回日期:2008-11-26 发布日期:2009-07-14
  • 通讯作者: 周雪琴

Synthesis and 5α-Reductase Inhibition Activity Evaluation of 4-aza-Δ5-androstene-17-oximido Derivatives

Wu, Xuedan Liu, Dongzhi Zhou, Xueqin* Yang, Xiongwen Zhu, Kongming   

  1. (School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072)
  • Received:2008-06-20 Revised:2008-11-26 Published:2009-07-14
  • Contact: Zhou, Xueqin

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以雄甾-4-烯-3,17-二酮(AD)为起始原料, 合成了14个甾体17位肟醚和肟酯类新化合物. 所合成的化合物结构均经过MS, 1H NMR谱确证, 并对所合成的化合物进行了老鼠5α-还原酶抑制生物活性初步评价. 结果表明: 受试化合物均有一定的5α-还原酶抑制活性, 其中化合物5a, 5c, 5d有较高的5α-还原酶抑制活性, 与参比药物Espristeride相当.

关键词: 4-氮杂-17-取代甾体, 5α-还原酶, 抑制剂, 合成

Fourteen new 4-aza-Δ5-androstene-17-oximido-ether and oximido-ester compounds were synthesized using androst-4-ene-3,17-dione (AD) as starting material. The structures of all the intermediates and final products were identified by MS and NMR. The product compounds were evaluated for their inhibition rate to rat liver microsomal 5α-reductase and the results show that all of the compounds exhibited 5α-reductase inhibition activity to some degree. Among them, compounds 5a, 5c and 5d showed the highest biological activity, which appeared to be at the same level of the contrasting drug Espristeride.

Key words: 4-aza-17-substituted steroid, 5α-reductase, inhibitor, synthesis