Journal of Heterocyclic Chemistry · 2019 · 46 citations · 51 references
PharmacyMedicinal ChemistryPharmacologyDrug DesignDrug DiscoveryStructure-activity RelationshipsEnzyme InhibitionLigand BindingQuantitative Structure-activity RelationshipsStructure-activity Relationship AnalysisStructure-based Pharmacophore ModelingActivitiesAntidiabetic ActivityHybrid Nonlinear Optical MaterialsMedicinal Chemistry ApplicationsNonlinear Optical PropertiesOptical PropertiesPyrazole ChemistryThiazole Chemistry
Abstract Molecular hybrids based on thiazolidin‐4‐one and pyrazolyl pharmacophore ( THZP ) as new antidiabetic agents were synthesized. Two sets of signals came into view in 1 H NMR of THZP8‐THZP14 exhibited the presence of a configurational isomeric mixture of 2 E ,5 Z (38.24%‐41.58%) and 2Z,5Z isomers (58.42%‐61.76%), which was further endorsed by density functional theory (DFT) studies. All the compounds exhibit promising nonlinear optical properties (NLO). Further, the biological potential of THZPs was explored in terms of α‐amylase and α‐glucosidase inhibition. DFT‐based descriptors were calculated to describe the reactivity, and a relationship was developed with biological activities. THZP9 and THZP14 showed remarkable inhibition of α‐amylase and α‐glucosidase with IC 50 9.90μM and 4.84μM, respectively, as compared with standard drug acarbose.
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