A concise synthesis and evaluation of new malonamide derivatives as potential α-glucosidase inhibitors. Issue 8 (15th April 2016)

• Record Type: Journal Article
• Authors: Islam, Mohammad Shahidul; Barakat, Assem; Al-Majid, Abdullah M.; Ghabbour, Hazem A.; Rahman, A.F.M. Motiur; Javaid, Kulsoom; Imad, Rehan; Yousuf, Sammer; Choudhary, M. Iqbal
• Is Part Of: Bioorganic & medicinal chemistry. Volume 24:Issue 8(2016)
• Page Start: 1675
• Page End: 1682
• Publication Date: 2016-04-15
• Subjects: Michael addition -- Malonamide -- Nitrogen heterocycles -- α-Glucosidase -- Diabetes -- Cytotoxicity; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; Biochemistry -- Periodicals; Chemistry, Clinical -- Periodicals; Chemistry, Organic -- Periodicals; Chimie bio-organique -- Périodiques; Chimie pharmaceutique -- Périodiques; 615.19
• DOI: 10.1016/j.bmc.2016.02.037
• Languages: English
• ISSNs: 0968-0896

Abstract

Graphical abstract: Highlights: A series of new malonamide derivatives were synthesized. In vitro inhibition against α-glucosidase enzyme was evaluated. 4K (IC50 = 11.7 ± 0.5 μM) identified as a potent α-glucosidase inhibitor compared to acarbose (IC50 = 840 ± 1.73 μM), in vitro. Cytotoxicity of4a –4m were also evaluated against a number of cancer and normal cell lines. Abstract: A series of new malonamide derivatives were synthesized by Michael addition reaction of N 1, N 3 -di(pyridin-2-yl)malonamide into α, β-unsaturated ketones mediated by DBU in DCM at ambient temperature. The inhibitory potential of these compounds in vitro, against α-glucosidase enzyme was evaluated. Result showed that most of malonamide derivatives were identified as a potent inhibitors of α-glucosidase enzyme. Among all the compounds, 4K (IC50 = 11.7 ± 0.5 μM) was found out as the most active one compared to standard drug acarbose (IC50 = 840 ± 1.73 μM). Further cytotoxicity of4a –4m were also evaluated against a number of cancer and normal cell lines and interesting results were obtained.