Синтез і антимікробна активність прекарбенових та металокарбенових сполук ряду імідазолу

• Main Authors: Saberov, V. Sh., Marichev, K. O., Korotkikh, M. I., Shvaika, O. P., Rodik, R. V., Drapailo, A. B., Pekhtereva, T. M., Komarovska-Porokhnyavets, O. Z., Lubenets, V. I., Novikov, V. P.
• Format: Article
• Language: Ukrainian
• Published: National University of Pharmacy 2014
• Subjects: calixarenes; precarbene and metalcarbene compounds; antimicrobial activity; UDC 547.78; каликсарены; прекарбеновые и металлокарбеновые соединения; антимикробная активность; УДК 547.78; каліксарени; прекарбенові та металокарбенові сполуки; антимікробна активність
• Online Access: https://ophcj.nuph.edu.ua/article/view/ophcj.14.790

Precarbene and metalcarbene compounds of a series of imidazole have been synthesized to study their antimicrobial activity. Calix[4]arene imidazolium salts 3,4a,b have been obtained from the corresponding chloromethyl derivatives of calix[4]arenes and N-substituted imidazoles in dimethylformamide or tetrahydrofuran, and salt 5 – from p-xylylenediimidazoles and 1-bromoadamantane in o-dichlorobenzene. Monocarbene complexes of palladium 8a-c, copper(I) 8d and biscarbene complexes of nickel 9a and cobalt 9b have been synthesized by the direct interaction of stable carbenes with transition metal salts or by the analogous reactions in situ in tetrahydrofuran. The NMR spectra data of the compounds synthesized are given. The most characteristic signals of the carbenoid carbon atoms are detected in the 13С NMR spectra of complexes 8a-d, 9a in the range of 165-178 ppm. A high antimicrobial activity has been found for carbenoid salts 4a,b, 5 on the test-culture of M. Luteum. It corresponds to the minimal bacteriostatic concentration (MBsC) of 15.6 mkg/mL and the minimal bactericidal concentration (MBcC) of 62.5 mkg/mL for compound 2. The higher activity has been found for carbene complexes of nickel 9a and cobalt 9b on the test-culture of M. luteum (MBsC is 7.8 mkg/mL and MBcC is 15.6 mkg/mL), and the highest 9b on the test-cultures of M. luteum and C. tenuis (the minimal fungistatic concentration is 1.9 mkg/mL and the minimal fungicidal concentration is 3.9 mkg/mL).