Design and synthesis of quinazoline-3,4-(4H)-diamine endowed with thiazoline moiety as new class for DPP-4 and DPPH inhibitor
New N3-benzylidene (substituted)-2-phenyl-N4-(thiazol-2-yl)-quinazoline-3,4-(4H)-diamine derivatives were designed and synthesized by a sequence of reactions starting from appropriate 6-methyl anthranilic acid. Hopefully in future, compound 7g could be used as a lead compound for developing new anti...
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Veröffentlicht in: | Bioorganic chemistry 2017-04, Vol.71, p.181-191 |
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Sprache: | eng |
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Zusammenfassung: | New N3-benzylidene (substituted)-2-phenyl-N4-(thiazol-2-yl)-quinazoline-3,4-(4H)-diamine derivatives were designed and synthesized by a sequence of reactions starting from appropriate 6-methyl anthranilic acid. Hopefully in future, compound 7g could be used as a lead compound for developing new antidiabetic agent with good antioxidant property.
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•N3-benzylidene (substituted)-2-phenyl-N4-(thiazol-2-yl)-quinazoline-3,4-(4H)-diamine derivatives were design and synthesized.•Title compounds were screening for in vitro dipeptidyl peptidase IV (DPP-4) inhibitory activity and diphenyl-2-picryl-hydrazyl (DPPH) assay.•Docking study was also performed to provide an insight about the binding mode into binding sites of DPP-4 enzyme.•Compound 7g could be used as a lead compound for developing new antidiabetic agent with good antioxidant property.
New N3-benzylidene (substituted)-2-phenyl-N4-(thiazol-2-yl)-quinazoline-3,4-(4H)-diamine derivatives were design and synthesized by a sequence of reactions starting from appropriate 6-methyl anthranilic acid. The title compounds were screened for in vitro dipeptidyl peptidase IV (DPP-4) inhibitory activity and diphenyl-2-picryl-hydrazyl (DPPH) assay and results showed significant to good activity in compared to Linagliptin for antidiabetic activity and Ascorbic acid for antioxidant activity. Compound 7g (IC50=0.76nM) exhibited most promising DPP-4 inhibitory activity and also showed good antioxid and result. Docking study was also performed to provide an insight about the binding mode into binding sites of DPP-4 enzyme. Hopefully in future, compound 7g could be used as a lead compound for developing new antidiabetic agent with good antioxidant property. |
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ISSN: | 0045-2068 1090-2120 |
DOI: | 10.1016/j.bioorg.2017.02.004 |