Olejníková Petra, Svorc L'ubomír, Olšovská Denisa, Panáková Anna, Vihonská Zuzana, Kovaryová Katarína, Marchalín Stefan
Department of Biochemistry and Microbiology, Faculty of Chemical and Food Technology, Slovak University of Technology, Bratislava, Slovak Republic.
Institute of Analytical Chemistry, Faculty of Chemical and Food Technology, Slovak University of Technology, Bratislava, Slovak Republic.
Sci Pharm. 2014 Jan 12;82(2):221-32. doi: 10.3797/scipharm.1311-04. Print 2014 Apr-Jun.
The antimicrobial activity of 3-methyl-5-isopropyl (or ethyl) 6-methyl-4-nitrophenyl-1,4-dihydropyridine-3,5-dicarboxylate derivatives was evaluated. Prokaryotes (bacteria) appeared to be more sensitive to their antimicrobial activity than were eukaryotes (filamentous fungi). The best antibacterial activity was shown by derivative 33, which was able to inhibit the growth of Mycobacterium smegmatis (MIC33 = 9 μg.ml(-1)), Staphylococcus aureus (MIC33 = 25 μg.ml(-1)), and Escherichia coli (MIC33 = 100 μg.ml(-1)). In addition, derivative 4 demonstrated its antibacterial power on the acid-fast bacterial species M. smegmatis and on Gram-positive S. aureus. Focusing on the structure-activity relationship, it appears that the increase in the substituent bulk at the C2 position improved the antibacterial activity of the set of compounds studied. Derivatives 33 and 4, carrying 2-cyano-3-oxo-3-phenylprop-1-en-1-yl and allyliminomethyl groups, respectively, showed significantly higher inhibition activities on all tested microorganisms in comparison with the rest of the derivatives. This enhancement was also in good correlation with different log P values (lipophilicity parameter).
对3-甲基-5-异丙基（或乙基）-6-甲基-4-硝基苯基-1,4-二氢吡啶-3,5-二羧酸酯衍生物的抗菌活性进行了评估。原核生物（细菌）似乎比真核生物（丝状真菌）对其抗菌活性更敏感。衍生物33表现出最佳的抗菌活性，它能够抑制耻垢分枝杆菌（MIC33 = 9 μg.ml(-1)）、金黄色葡萄球菌（MIC33 = 25 μg.ml(-1)）和大肠杆菌（MIC33 = 100 μg.ml(-1)）的生长。此外，衍生物4对耐酸细菌耻垢分枝杆菌和革兰氏阳性菌金黄色葡萄球菌显示出抗菌能力。着眼于构效关系，似乎C2位取代基体积的增加提高了所研究化合物组的抗菌活性。分别带有2-氰基-3-氧代-3-苯基丙-1-烯-1-基和烯丙基亚氨基甲基的衍生物33和4，与其他衍生物相比，对所有测试微生物均表现出显著更高的抑制活性。这种增强也与不同的log P值（亲脂性参数）有很好的相关性。
