Benign synthesis of fused-thiazoles with enone-based natural products and drugs for lead discovery?

New Journal of Chemistry Pub Date: 2021-03-02 DOI: 10.1039/D1NJ00380A

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.

Graphical abstract: Benign synthesis of fused-thiazoles with enone-based natural products and drugs for lead discovery
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