Synthesis and Antileishmanial Activities of Some New Azasterols

高等学校化学研究 ›› 2010, Vol. 26 ›› Issue (6): 922-928.

Synthesis and Antileishmanial Activities of Some New Azasterols

CHEN Shao-rui^1,2, LIU Dong-zhi¹, WU Xue-dan¹, LI Wei¹ and ZHOU Xue-qin^1*

1. School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, P. R. China;
2. College of Science, Hebei University of Science and Technology, Shijiazhuang 050018, P. R. China

收稿日期:2010-03-31 修回日期:2010-06-08 出版日期:2010-11-25 发布日期:2010-12-01
通讯作者: ZHOU Xue-qin E-mail:zhouxueqin@tju.edu.cn
作者简介:ZHOU Xue-qin. E-mail: zhouxueqin@tju.edu.cn
基金资助:
Supported by the National Natural Science Foundation of China(No.20576094).

Synthesis and Antileishmanial Activities of Some New Azasterols

CHEN Shao-rui^1,2, LIU Dong-zhi¹, WU Xue-dan¹, LI Wei¹ and ZHOU Xue-qin^1*

1. School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, P. R. China;
2. College of Science, Hebei University of Science and Technology, Shijiazhuang 050018, P. R. China

Received:2010-03-31 Revised:2010-06-08 Online:2010-11-25 Published:2010-12-01
Contact: ZHOU Xue-qin E-mail:zhouxueqin@tju.edu.cn
About author:ZHOU Xue-qin. E-mail: zhouxueqin@tju.edu.cn
Supported by:
Supported by the National Natural Science Foundation of China(No.20576094).

摘要/Abstract

摘要： A series of novel azasterols 8a―8h and 10a―10c were synthesized from the key intermediate 6 by acylation and deprotection. Compound 6 was obtained through a series of reactions including Wittig reaction, etherification, ene reaction, oxidation, oximation and reduction. Structures of the synthesized compounds were confirmed by IR, MS and 1H NMR. Furthermore, all of these compounds were screened for in vitro antiparasitic activity against L. donovani. Among them, compounds 8h, 10a and 10b showed a fair inhibition of leishmania promastigotes growth at 25 μg/mL, with potencies close to that of the reference drug, amphotericin B. The results provide a starting point for the development of novel drugs to treat leishmaniasis.

关键词: Azasteroid, Antileishmanial activity, Synthesis

Abstract: A series of novel azasterols 8a―8h and 10a―10c were synthesized from the key intermediate 6 by acylation and deprotection. Compound 6 was obtained through a series of reactions including Wittig reaction, etherification, ene reaction, oxidation, oximation and reduction. Structures of the synthesized compounds were confirmed by IR, MS and 1H NMR. Furthermore, all of these compounds were screened for in vitro antiparasitic activity against L. donovani. Among them, compounds 8h, 10a and 10b showed a fair inhibition of leishmania promastigotes growth at 25 μg/mL, with potencies close to that of the reference drug, amphotericin B. The results provide a starting point for the development of novel drugs to treat leishmaniasis.

Key words: Azasteroid, Antileishmanial activity, Synthesis

CHEN Shao-rui, LIU Dong-zhi, WU Xue-dan, LI Wei and ZHOU Xue-qin*. Synthesis and Antileishmanial Activities of Some New Azasterols[J]. 高等学校化学研究, 2010, 26(6): 922-928.

CHEN Shao-rui, LIU Dong-zhi, WU Xue-dan, LI Wei and ZHOU Xue-qin*. Synthesis and Antileishmanial Activities of Some New Azasterols[J]. Chemical Research in Chinese Universities, 2010, 26(6): 922-928.

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Synthesis and Antileishmanial Activities of Some New Azasterols

Synthesis and Antileishmanial Activities of Some New Azasterols

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