Synthesis of propynyloxy substituted some novel aurones as potent cathepsin B inhibitors

• Published in: Chemical Data Collections 2021-02, Vol.31, p.100630, Article 100630
• Main Authors: Saroha, Bhavna, Kumar, Gourav, Lathwal, Ekta, Kumar, Sanjeev, Kumari, Meena, Mor, Nitika, Raghav, Neera, Kumar, Suresh
• Format: Article
• Language: English
• Subjects: Aurone; Cathepsin B inhibitors; Molecular docking studies; Propargyl bromide; Synthesis
• ISSN: 2405-8300; 2405-8300
• DOI: 10.1016/j.cdc.2020.100630

•Synthesis of novel propynyloxy substituted aurone derivatives.•Anti-cathepsin B activity of designed compounds.•Compounds 2e, 2i, 2n, 2q and 2r exhibited very high inhibitory potency against cathepsin B.•Higher inhibitory activities than aspirin and curcumin propose these compounds as potential anti-inflammatory and anti-Alzheimer's agents.•Docking study highlight compound 2r for greater anti-cathepsin B activity among the designed compounds. A two-step synthesis was designed to develop a novel series of 6-propynyloxyaurones, 2(a-r). The synthesized aurone derivatives were characterized by their IR, NMR, and mass spectrometry data. The present study proposes these aurones as anti-inflammatory and anti-Alzheimer candidates on the basis of their cathepsin B inhibitory activities. Anti-cathepsin B activity of some of the synthesized aurones was found, either equivalent to or higher than the reference drugs, aspirin and curcumin at submicromolar concentrations. Among the studied compounds, 2e, 2i, 2n, 2q, and 2r exhibited much higher activity in comparison to the standard drugs. The molecular docking study also highlighted compound 2r for its greater anti-cathepsin B activity among all the designed aurones. [Display omitted]