Taha Muhammad, Ismail Nor Hadiani, Imran Syahrul, Rashwan Hesham, Jamil Waqas, Ali Sajjad, Kashif Syed Muhammad, Rahim Fazal, Salar Uzma, Khan Khalid Mohammed
Atta-ur-Rahman Institute for Natural Product Discovery, Universiti Teknologi MARA (UiTM), Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor, Malaysia; Faculty of Applied Science UiTM, 40450 Shah Alam, Selangor, Malaysia.
Atta-ur-Rahman Institute for Natural Product Discovery, Universiti Teknologi MARA (UiTM), Puncak Alam Campus, 42300 Bandar Puncak Alam, Selangor, Malaysia; Faculty of Applied Science UiTM, 40450 Shah Alam, Selangor, Malaysia.
Bioorg Chem. 2016 Apr;65:48-56. doi: 10.1016/j.bioorg.2016.01.007. Epub 2016 Feb 1.
6-Chloro-2-Aryl-1H-imidazo[4,5-b]pyridine derivatives 1-26 were synthesized and characterized by various spectroscopic techniques. All these derivatives were evaluated for their antiglycation, antioxidant and β-glucuronidase potential followed their docking studies. In antiglycation assay, compound 2 (IC50=240.10±2.50μM) and 4 (IC50=240.30±2.90μM) was found to be most active compound of this series, while compounds 3 (IC50=260.10±2.50μM), 6 (IC50=290.60±3.60μM), 13 (IC50=288.20±3.00μM) and 26 (IC50=292.10±3.20μM) also showed better activities than the standard rutin (IC50=294.50±1.50μM). In antioxidant assay, compound 1 (IC50=69.45±0.25μM), 2 (IC50=58.10±2.50μM), 3 (IC50=74.25±1.10μM), and 4 (IC50=72.50±3.30μM) showed good activities. In β-glucuronidase activity, compounds 3 (IC50=29.25±0.50μM), compound 1 (IC50=30.10±0.60μM) and compound 4 (IC50=46.10±1.10μM) showed a significant activity as compared to than standard D-Saccharic acid 1,4-lactonec (IC50=48.50±1.25μM) and their interaction with the enzyme was confirm by docking studies.
合成了6-氯-2-芳基-1H-咪唑并[4,5-b]吡啶衍生物1-26，并通过各种光谱技术对其进行了表征。对所有这些衍生物进行了抗糖化、抗氧化和β-葡萄糖醛酸酶活性评估，并随后进行了对接研究。在抗糖化试验中，发现化合物2（IC50=240.10±2.50μM）和4（IC50=240.30±2.90μM）是该系列中活性最高的化合物，而化合物3（IC50=260.10±2.50μM）、6（IC50=290.60±3.60μM）、13（IC50=288.20±3.00μM）和26（IC50=292.10±3.20μM）的活性也优于标准芦丁（IC50=294.50±1.50μM）。在抗氧化试验中，化合物1（IC50=69.45±0.25μM）、2（IC50=58.10±2.50μM）、3（IC50=74.25±1.10μM）和4（IC50=72.50±3.30μM）表现出良好的活性。在β-葡萄糖醛酸酶活性方面，与标准D-糖二酸1,4-内酯（IC50=48.50±1.25μM）相比，化合物3（IC50=29.25±0.50μM）、化合物1（IC50=30.10±0.60μM）和化合物4（IC50=46.10±1.10μM）表现出显著活性，并且通过对接研究证实了它们与该酶的相互作用。
