Synthesis and Molecular Docking of Curcumin-Derived Pyrazole-Thiazole Hybrids as Potent α-Glucosidase Inhibitors

被引:0
|
作者
Al-Humaidi, Jehan Y. [1 ]
Albedair, Lamia A. [1 ]
Maliwal, Deepika [2 ]
Zaki, Magdi E. A. [3 ]
Al-Hussain, Sami A. [3 ]
Pissurlenkar, Raghuvir [4 ]
Mukhrish, Yousef E. [5 ]
Abolibda, Tariq Z. [6 ]
Gomha, Sobhi M. [6 ]
机构
[1] Princess Nourah bint Abdulrahman Univ, Coll Sci, Dept Chem, POB 84428, Riyadh 11671, Saudi Arabia
[2] Inst Chem Technol, Dept Pharmaceut Sci & Technol, Mumbai 400019, India
[3] Imam Mohammad Ibn Saud Islamic Univ IMSIU, Fac Sci, Dept Chem, Riyadh 11623, Saudi Arabia
[4] Goa Coll Pharm, Dept Pharmaceut Chem, Panaji 403001, Goa, India
[5] Jazan Univ, Coll Sci, Dept Phys Sci, Chem Div, POB 114, Jazan 45142, Saudi Arabia
[6] Islamic Univ Madinah, Fac Sci, Chem Dept, Madinah 42351, Saudi Arabia
关键词
Curcumin; Pyrazoles; Thiazoles; Hydrazonyl halides; alpha-Glucosidase inhibitors; Docking and MD simulation studies; BIOLOGICAL EVALUATION; EFFICIENT SYNTHESIS; ANTICANCER ACTIVITY; GREEN SYNTHESIS; DERIVATIVES; DESIGN; AMYLASE; MOIETY; TYPE-1; AGENTS;
D O I
10.1002/cbdv.202401766
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
alpha-Glucosidase inhibitors are critical for diabetes management, with pyrazoles and thiazoles emerging as effective options. This research highlights curcumin-based pyrazole-thiazole hybrids as potential inhibitors, synthesizing derivatives and evaluating their inhibitory capabilities. The study involved the synthesis of novel compounds using hydrazonoyl halides, confirmed through elemental and spectral analyses. The synthesized derivatives exhibited significant alpha-glucosidase inhibition, with IC50 values ranging from 3.37 +/- 0.25 to 16.35 +/- 0.37 mu M. Among them, compound 7e demonstrated the strongest inhibition at 3.37 +/- 0.25 mu M, outperforming the standard drug acarbose (IC50=5.36 +/- 0.31 mu M). In silico assessments and molecular docking using AutoDock Vina revealed strong interactions, particularly with compounds 7b, 7e, 7f, and 7g, indicating their potential as stable and effective inhibitors. The results suggest that the synthesized pyrazole-thiazole hybrids hold promise as novel therapeutic agents for diabetes, warranting further exploration of their substituent effects for optimized inhibitor design.
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页数:13
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