In search of new α-glucosidase inhibitors: Imidazolylpyrazole derivatives.
Under three different reaction conditions (conventional heating, microwave irradiations and amino acid catalysis), a series of imidazolylpyrazoles (2a-2k) were synthesized in good to excellent yields from a mixture of three precursors: aryl(hetaryl)pyrazole-4-carbaldehydes (1a-1k), benzil and ammonium acetate. α-Glucosidase inhibition assay revealed a new class of highly potent agents wherein each compound displayed significant inhibitory potentials (in terms of percentage inhibition and relative IC50values) as compared to that of the reference drug (Acarbose). Moreover, molecular modelling of most potent compounds 2h, 2j and 2k also helped in understanding the structure and activity relationship.
Institute of Chemistry, University of the Punjab, Lahore 54590, Pakistan; Department of Chemistry, Kinnaird College for Women, Lahore 54000, Pakistan.
Faryal
F
Chaudhry
Institute of Chemistry, University of the Punjab, Lahore 54590, Pakistan.
Sadia
S
Naureen
Department of Chemistry, Kinnaird College for Women, Lahore 54000, Pakistan.
Rahila
R
Huma
Department of Biochemistry and Biotechnology, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan.
Ayesha
A
Shaukat
Department of Chemistry, Forman Christian College (A Chartered University), Ferozepur Road, Lahore 54600, Pakistan.
Mariya
M
Al-Rashida
Institute of Chemistry, University of the Punjab, Lahore 54590, Pakistan.
Nadia
N
Asif
Department of Chemistry, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan.
Mohammad
M
Ashraf
Institute of Chemistry, University of the Punjab, Lahore 54590, Pakistan. Electronic address: mamunawar.chem@pu.edu.pk.
Munawar Ali
MA
Munawar
Institute of Chemistry, University of the Punjab, Lahore 54590, Pakistan; Department of Chemistry, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan.
Misbahul Ain
MA
Khan
D003924:Diabetes Mellitus, Type 2 / Q000188:drug therapy / Q000201:enzymology; D065089:Glycoside Hydrolase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D062105:Molecular Docking Simulation; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D012441:Saccharomyces cerevisiae / Q000187:drug effects / Q000201:enzymology*; D013329:Structure-Activity Relationship; D000520:alpha-Glucosidases / Q000378:metabolism*
D065089:Glycoside Hydrolase Inhibitors; D011720:Pyrazoles; D000520:alpha-Glucosidases
Diabetes; Docking; Imidazolylpyrazoles; Multicomponent reaction; α-Glucosidase inhibition