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Thiazolidine‐4‐one clubbed pyrazoles hybrids: Potent α‐amylase and α‐glucosidase inhibitors with NLO properties
Author(s) -
Kumar Parvin,
Duhan Meenakshi,
Sindhu Jayant,
Kadyan Kulbir,
Saini Sangeeta,
Panihar Neeraj
Publication year - 2020
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3882
Subject(s) - chemistry , pharmacophore , thiazolidine , acarbose , amylase , stereochemistry , quantitative structure–activity relationship , reactivity (psychology) , computational chemistry , density functional theory , biological activity , combinatorial chemistry , organic chemistry , enzyme , in vitro , biochemistry , medicine , alternative medicine , pathology
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.