Synthesis and urease inhibitory activities of benzophenone semicarbazones/thiosemicarbazones

被引:30
作者
Arshia, Arshia [1 ]
Khan, Ajmal [1 ,2 ]
Khan, Khalid Mohammed [1 ]
Saad, Syed Muhammad [1 ]
Siddiqui, Nida Iqbal [3 ]
Javaid, Sumaira [1 ]
Perveen, Shahnaz [4 ]
Choudhary, M. Iqbal [1 ,5 ]
机构
[1] Univ Karachi, Int Ctr Chem & Biol Sci, HEJ Res Inst Chem, Karachi 75270, Pakistan
[2] COMSATS Inst Informat Technol, Dept Chem, Abbottabad 22060, Pakistan
[3] Fed Urdu Univ Arts Sci & Technol, Dept Chem, Sci Campus, Karachi 75300, Pakistan
[4] PCSIR Labs Complex, Karachi 75280, Pakistan
[5] King Abdulaziz Univ, Dept Biochem, Fac Sci, Jeddah 21412, Saudi Arabia
关键词
Benzophenone; Semicarbazone; Thiosemicarbazone; Ureases inhibition; Structure-activity relationship; SIDE-CHAIN BENZOPHENONE; HELICOBACTER-PYLORI; THIOSEMICARBAZONE DERIVATIVES; ZINC(II) COMPLEXES; SEMICARBAZONE; ALPHA; DESIGN; PHOTOINITIATORS; REARRANGEMENT; PATHOGENESIS;
D O I
10.1007/s00044-016-1673-0
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Twenty-five benzophenone semicarbazones and thiosemicarbazones 3-27 were synthesized starting from benzophenones via hydrazones treated with different aryl isocyanates and isothiocyantes under reflux. All synthetic derivatives were evaluated for their urease inhibitory potential. Good to moderate inhibition trend against urease was observed with the IC50 values in the range of 8.7-119.5 A mu M, when compared with the standard thiourea (IC50 = 21.2 A +/- 1.3 A mu M). Compound 15 showed better inhibition than the standard having the IC50 value of 8.7 A +/- 0.6 A mu M. Compounds 3, 4, 8, 11-14, 16, and 17 with the IC50 values within the range of 26.1 to 43.6 A mu M, demonstrated good to moderate activities while compound 9 (IC50 = 119.5 A +/- 1.6 A mu M) displayed very weak activity. The enzyme kinetic studies on the most active compounds 15 and 17 were performed to deduce their modes of inhibition and dissociation constants K (i).
引用
收藏
页码:2666 / 2679
页数:14
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