Synthesis of benzothiazole derivatives as a potent α-glucosidase inhibitor

被引:68
作者
Gollapalli, Mohammed [1 ]
Taha, Muhammad [2 ]
Javid, Muhammad Tariq [3 ]
Almandil, Noor Barak [2 ]
Rahim, Fazal [3 ]
Wadood, Abdul [4 ]
Mosaddik, Ashik [2 ]
Ibrahim, Mohamed [2 ]
Alqahtani, Mohammed A. [1 ]
Bamarouf, Yasser A. [1 ]
机构
[1] Imam Abdulrahman Bin Faisal Univ, CCSIT, POB 1982, Dammam 31441, Saudi Arabia
[2] Imam Abdulrahman Bin Faisal Univ, IRMC, Dept Clin Pharm, POB 1982, Dammam 31441, Saudi Arabia
[3] Hazara Univ, Dept Chem, Mansehra 21300, Khyber Pakhtunk, Pakistan
[4] Abdul Wali Khan Univ Mardan, Dept Biochem, Mardan 23200, Pakistan
关键词
Benzothiazole; Oxadiazole; Synthesis; alpha-glucosidase inhibition; Molecular docking; IN-VITRO EVALUATION; MOLECULAR DOCKING; ANTITUMOR;
D O I
10.1016/j.bioorg.2018.12.021
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
070307 [化学生物学]; 071010 [生物化学与分子生物学];
摘要
Diabetes is one of the pre-dominant metabolic disorders all over the world. It is the prime reason of mortality and morbidity due to hyperglycemia which is link with numerus obstacles. Delaying absorption and digestion of carbohydrate has great therapeutic impact for governing postprandial hyperglycemia. Consequently, alpha glucosidase is one of the potential therapeutic approaches that reduce absorption of glucose and delay carbohydrate digestion hence maintaining blood glucose level. In this regard we have synthesized benzothiazole based oxadiazole in search of potent anti-diabetic agent as a-glucosidase Inhibitors. Benzothiazole based oxadiazole derivatives 1-23 have been synthesized, characterized by (INMR)-I-1, (CNMR)-C-13, and MS and evaluated for alpha-glucosidase Inhibition. All analogs exhibited a varying degree of alpha-glucosidase inhibitory activity with IC50 values ranging in between 0.5 +/- 0.01-30.90 +/- 0.70 mu M when compared with the standard acarbose (IC50 = 866.30 +/- 3.20 mu M). Structure activity relationship has been established for all compounds. Molecular docking studies were performed to predict the binding interaction of the compounds with the active site of enzyme.
引用
收藏
页码:33 / 48
页数:16
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