Synthesis and In Vitro Antiproliferative Activity of Novel Androst-5-ene Triazolyl and Tetrazolyl Derivatives

Molecules

Zalán Kádár¹  Dóra Kovács¹  Éva Frank¹  Gyula Schneider¹  Judit Huber¹  István Zupkó¹  Tibor Bartók¹ 

[1] ¹Department of Organic Chemistry, University of Szeged, Dóm tér 8, H-6720 Szeged, Hungary

关键词: click chemistry;    steroid azides;    triazoles;    tetrazoles;    CuAAC;   

DOI  :  10.3390/molecules16064786

来源: mdpi

【 摘 要 】

A straightforward and reliable method for the regioselective synthesis of steroidal 1,4-disubstituted triazoles and 1,5-disubstituted tetrazoles via copper(I)-catalyzed cycloadditions is reported. Heterocycle moieties were efficiently introduced onto the starting azide compound 3β-acetoxy-16β-azidomethylandrost-5-en-17β-ol through use of the “click” chemistry approach. The antiproliferative activities of the newly-synthesized triazoles were determined in vitro on three human gynecological cell lines (HeLa, MCF7 and A2780) using the microculture tetrazolium assay.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.