Synthesis and biological evaluation of novel steroidal[17,16-d][1,2,4]triazolo[1,5-a]pyrimidines

• Published in: Steroids 2012-05, Vol.77 (6), p.710-715
• Main Authors: Huang, Li-Hua, Zheng, Yong-Fei, Lu, Yong-Zheng, Song, Chuan-Jun, Wang, Yan-Guang, Yu, Bin, Liu, Hong-Min
• Format: Article
• Language: English
• Subjects: 1,2,4-Triazolo[1,5-a]pyrimidines; Anticancer activity; Antineoplastic Agents - chemical synthesis; Antineoplastic Agents - chemistry; Antineoplastic Agents - pharmacology; Biological and medical sciences; Cell Line, Tumor; Chemistry Techniques, Synthetic - methods; Fundamental and applied biological sciences. Psychology; Heterosteroids; Humans; Inhibitory Concentration 50; Steroidal[17,16-d]triazolopyrimidines; Steroids - chemical synthesis; Steroids - chemistry; Steroids - pharmacology; Triazoles - chemistry; Vertebrates: endocrinology
• ISSN: 0039-128X; 1878-5867
• DOI: 10.1016/j.steroids.2012.03.002

[Display omitted] ► A novel class of steroidal[17,16-d]triazolopyrimidines was synthesized. ► These heterosteroids contain the 1,2,4-triazolo[1,5-a]pyrimidine moiety. ► Some of the synthesized compounds showed promising anticancer activity. The preparation of steroidal[17,16-d][1,2,4]triazolo[1,5-a]pyrimidines and their biological evaluation as potential anticancer agents are herein reported. These novel heterosteroids (2, 4) were prepared through the condensation reaction of 3-amino-1,2,4-triazole with 16-arylidene-17-ketosteroids (1, 3). All the synthesized compounds were evaluated for their anticancer activity in vitro against PC-3 (human prostatic carcinoma), MCF-7 (human breast carcinoma) and EC9706 (human esophageal carcinoma) cell lines. Among the screened compounds, 2i, 2n and 4f showed significant inhibitory activity against all the three human cell lines.