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

Rawan AlnufaieMohamad Akbar AliIbrahim S AlkhaibariSubrata RoyVictor W DayMohammad A Alam
Published in: New journal of chemistry = Nouveau journal de chimie (2021)
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.
Keyphrases
  • papillary thyroid
  • squamous cell
  • small molecule
  • lymph node metastasis
  • ionic liquid
  • estrogen receptor