Biology-oriented Drug Synthesis (BIODS), Structural Characterization and Bioactivities of Novel Albendazole Derivatives

被引:7
|
作者
Khan, Momin [1 ]
Khan, Shahid [1 ]
Salar, Uzma [2 ]
Khan, Khalid Mohammed [2 ]
Rehman, Gauhar [3 ]
Gul, Naeem [3 ]
Khan, Iltaf [4 ]
机构
[1] Abdul Wali Khan Univ, Dept Chem, Mardan 23200, Pakistan
[2] Univ Karachi, Int Ctr Chem & Biol Sci, HEJ Res Inst Chem, Karachi 75270, Pakistan
[3] Abdul Wali Khan Univ, Dept Zool, Mardan 23200, Pakistan
[4] Heilonjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China
关键词
Biology-oriented Drug Synthesis (BIODS); albendazole; yeast glucose uptake; substituted benzoyl chlorides; substituted benzoic acids; hyperglycemia; IN-VITRO; ANTIOXIDANT PROPERTIES; BENZIMIDAZOLE DERIVATIVES; SCHIFF-BASES; INHIBITORS; GLYCATION; POTENT; ANTIBACTERIAL; ANTHELMINTICS; HYDRAZONES;
D O I
10.2174/1570180816666190221163641
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Background: Albendazole is a drug, belongs to the family of benzimidazole, and used as an anthelmintic agent in both human and veterinary medicine. It is marketed as Albenza which is used for the treatment of a variety of parasitic worm infestations such as roundworms, tapeworms, and flukes. In recent past, we have reported various classes of compounds as anti-glycating agents, in continuation of Biology-oriented Drug Synthesis (BIODS), seventeen albendazole derivatives 2-18 were synthesized evaluated for yeast glucose uptake activity. Methods: In the present study, Albendazole (2 g, 7.5 mmol), potassium hydroxide (3 g) were dissolved in ethanol (50 mL) into a 250 mL round-bottomed flask and re fluxed for 48 h. TLC (ethyl acetate: hexane, 6:4) was monitored in order to check the reaction progress. After completion, the reaction mixture was dried under air and washed with an excess of distilled water. Precipitates were dried and crystallized from ethanol. The product was characterized by El-MS and H-1-NMR. Results: Our present study showed that all compounds showed a varying degree of yeast glucose uptake activity ranging between IC50 = 51.41-258.40 mu M, compared with standard metronidazole (IC50 = 41.86 +/- 0.09 mu M). This study has identified a series of potential leads for anti-glycating agents. Conclusion: Biology-oriented drug synthesis and in vitro yeast glucose uptake activity of albendazole derivatives gave rise to a number of lead molecule such as 3 (IC50 = 59.37 +/- 0.26 mu M), 5 (IC50 = 59.70 +/- 0.32 mu M), 6 (IC50 = 60.78 +/- 0.54 mu M), 8 (IC50 = 54.61 +/- 0.20 mu M), 16 (IC50 = 56.57 +/- 0.04 mu M) and 14 (IC50 = 51.41 +/- 1.25 mu M).
引用
收藏
页码:1329 / 1338
页数:10
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