Synthesis and cytotoxic activity of some 4,6-diaza-A,B-dihomo-steroid bilactams.

Abstract

Using cholesterol, stigmasterol and sitosterol as starting materials, some 4,6-diaza-A,B-dihomo-steroid bilactams were synthesized via two different synthetic routes by oxidation, reduction, oximation, Beckman rearrangement, etc. The cytotoxic activity of the synthesized compounds against SGC 7901 (human ventriculi carcinoma), Bel-7404 (human liver carcinoma), HeLa (human cervical carcinoma) and HT-29 (colonic carcinoma) cancer cells were investigated. The results showed that compounds 2 and 7b displayed a good cytotoxic activity to the SGC 7901, Bel 7404 and HeLa tumor cell lines with the IC50 values of 11.6, 16.4, 13.9 and 13.1, 21.8, 13.1 μmol/L, respectively. Their cytotoxic activity is almost same as cisplatin to these cells. The information obtained from the studies may be useful for the design of novel chemotherapeutic drugs.

• Authors: Jianguo Cui, Qifu Lin, Chunfang Gan, Qiucui Yao, Wei Su, Yanmin Huang
• Journal: Steroids (Steroids) Vol. 79 Pg. 14-8 (Jan 2014) ISSN: 1878-5867 [Electronic] United States
• PMID: 24200959 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2013 Elsevier Ltd. All rights reserved.

Chemical References

• 4,6-diaza-A,B-dihomo-24-ethylcholest-3,7-dione
• 4,6-diaza-A,B-dihomocholest-3,7-dione
• Antineoplastic Agents
• Azasteroids
• Homosteroids
• Lactams
• Sitosterols
• Steroids
• gamma-sitosterol
• Cholesterol
• Stigmasterol

Topics

• Antineoplastic Agents (chemical synthesis, chemistry, pharmacology)
• Azasteroids (chemical synthesis, chemistry, pharmacology)
• Cell Line, Tumor
• Cell Survival (drug effects)
• Cholesterol (chemistry)
• Drug Screening Assays, Antitumor
• HT29 Cells
• HeLa Cells
• Homosteroids (chemical synthesis, chemistry, pharmacology)
• Humans
• Inhibitory Concentration 50
• Lactams
• Models, Chemical
• Molecular Structure
• Neoplasms (drug therapy, pathology)
• Sitosterols (chemistry)
• Steroids (chemical synthesis, chemistry, pharmacology)
• Stigmasterol (chemistry)