Benign Synthesis of Fused-thiazoles with Enone-based Natural Products and Drugs for Lead Discovery.

Abstract

In an effort to synthesize a library of bioactive molecules, we present an efficient synthesis of fused-thiazole derivatives of natural products and approved drugs by using an environmentally usable solvent, acetic acid, and without any external reagent. Cholestenone, ethisterone, progesterone, and nootkatone-derived epoxyketones have been utilized to synthesize 50 novel compounds. The plausible mechanism of the reaction has been determined by theoretical calculation using M06-2X/6-31+G(d,p). These novel molecules have been tested against cancer cell lines and pathogenic bacterial strains. Several ethisterone-based fused-thiazole compounds are found to be potent growth inhibitors of cancer cell lines at submicromolar concentrations.

• Authors: Rawan Alnufaie, Mohamad Akbar Ali, Ibrahim S Alkhaibari, Subrata Roy, Victor W Day, Mohammad A Alam
• Journal: New journal of chemistry = Nouveau journal de chimie (New J Chem) Vol. 45 Issue 13 Pg. 6001-6017 (Apr 07 2021) ISSN: 1144-0546 [Print] England
• PMID: 33840994 (Publication Type: Journal Article)