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Synthesis, Enzyme Inhibition, and Molecular Docking Studies of Hydrazones from Dichlorophenylacetic Acids
Author(s) -
Abid ObaidurRahman,
Ayaz Muhammad,
Rehman Wajid,
Mehdi Kamran,
Ali Arif,
Wadood Abdul,
Rahim Fazal,
Sultan Aneesa,
Ghufran Mehreen,
Mir Sadullah,
Qureshi Muhammad Tauseef
Publication year - 2016
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201600163
Subject(s) - chemistry , acarbose , urease , enzyme , ic50 , docking (animal) , stereochemistry , hydrazone , active site , condensation reaction , combinatorial chemistry , organic chemistry , biochemistry , in vitro , catalysis , medicine , nursing
A series of hydrazones 5a–i were synthesized by the condensation of hydrazides derived from dichlorophenylacetic acids with different aromatic aldehydes and ketones. Their structures were confirmed by spectroscopic data and elemental analysis. Hydrazones 5a–i were evaluated for α‐glucosidase and urease inhibition activities. Five compounds exhibited potent α‐glucosidase inhibitory potential with IC 50 values 8.5 ± 0.3, 22.2 ± 0.78, 32.9 ± 1.5, 34 ± 2.4, and 170.6 ± 7.5 μM , respectively, which are many times better than that of the standard inhibitor acarbose ( IC 50 = 840 ± 1.73 μM ). Furthermore, molecular docking study was performed to explore the binding mode in the active sites of α‐glucosidase and urease enzymes.