Benign Synthesis of Thiazolo-androstenone Derivatives as Potent Anticancer Agents

Mohamad Akbar Ali, Christina Okolo, Zakeyah A. Alsharif, Jedidiah Whitt, Steven A. Chambers, Rajender S. Varma, Mohammad A. Alam

Research output: Contribution to journalArticlepeer-review

19 Scopus citations

Abstract

An unprecedented reaction of thiourea derivatives with 6β-bromoandrostenedione has been discovered for the formation of aminothiazolo-androstenones via a simple, safer, cascade protocol that enables the syntheses of novel molecules by using readily available reagents. The reaction mechanism of product formation has been rationalized by density functional theory calculations. This benign methodology accentuates a domino protocol deploying a renewable solvent, ethanol, while generating novel compounds that display potent growth inhibitory effects in in vitro studies for several cancer cell lines at submicromolar concentrations.

Original languageBritish English
Pages (from-to)5927-5932
Number of pages6
JournalOrganic Letters
Volume20
Issue number18
DOIs
StatePublished - 21 Sep 2018

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