Benzimidazol halkasının antimikrobiyal aktivitesine etki eden yapısal faktörlerin disk difüzyon ve mikrodilüsyon metodu ile ayrıntılı incelenmesi

Year 2019, Volume: 21 Issue: 1, 94 - 105, 15.03.2019

Fadime Özdemir Koçak , Bilge Eren

https://doi.org/10.25092/baunfbed.522970

Abstract

Birçok antimikrobik maddeye karşı direnç geliştirmiş mikroorganizmaların oluşturduğu toplumsal ve hastane kaynaklı enfeksiyonlar büyük bir sorun oluşturmaktadır ve bu enfeksiyonların tedavisinde yeni ajanların kullanımı ile sağaltımın etkili olması sağlanabilmektedir. Bu çalışmada yapısal farklılıklar içeren bazı benzimidazol türevlerinin antimikrobiyal etkileri mikrodilüsyon ve disk diffüsyon tekniklerini kullanarak incelenmiştir. Çalışılan bileşikler içerdikleri benzimidazol birimi sayısı, benzimidazol halkasının 1 ve 5 konumunda farklı sübstitüsyonu, 2-fenilbenzimidazol yapısının p- konumunda farklı sübstitüsyonu ve aromatik birimler içerip içermemeleri gibi yönlerden farklılıklar içermektedir. Bu yolla amaca uygun yeni benzimidazollerin sentezi için literatüre yapı-aktivite ilişkilerine dair önemli bilgilerin kazandırılması hedeflenmiştir. İncelenmek üzere, klinikte önem taşıyan ve direnç oluşumu açısından da önemli olan Gram + ve Gram –bakterileri içeren klinik tip türleri seçilmiştir. Benzimidazol türevi maddelerin etkileri standart antimikrobik ajanlarla kıyaslanmıştır. Benzimidazol halkasının sayısına bağlı olarak antimikrobiyal etkinin arttığı, benzimidazole 2- konumunda bağlı tiyofen ve piridin gibi hetero halkalı grupların aktiviteyi arttırdığı, 5-Cl sübstitüsyonunun benzimidazole tüm bakteri türlerine karşı etkili olma özelliği kazandırdığı belirlenmiştir. Ayrıca, 2-fenil benzimidazolün p- konumunda elektron çekici Cl ve NO2, içeren türevlerin elektron verici OCH3 ve CH3 içeren türevlere göre bakteri türlerine karşı daha etkin olduğu tespit edilmiştir.

Keywords

Benzimidazol, mikrodilüsyon, disk diffüsyon

Detailed examination of structural factors effecting antimicrobial activity of benzimidazole ring by disk diffusion and microdilution method

Abstract

Socio-and hospital-acquired infections caused by microorganisms that have developed resistance to many antimicrobial agents constitute a major problem, and the use of new agents in the treatment of these infections can make treatment effective. In this study, antimicrobial effects of different benzimidazole derivatives were investigated using microdilution and disc diffusion techniques. The compounds studied include differences in the number of benzimidazole units they contain, the different substitutions of the benzimidazole ring in positions 1 and 5, the different substitution of the 2-phenyl benzimidazole structure in the p- position, and the presence or absence of aromatic units. In this way, it is aimed to gain important knowledge to the literature about structure-activity relations for the synthesis of novel benzimidoles which are suitable for the purpose. To examine, clinical types including Gram +and Gram –bacteria , which are clinically important and important for resistance formation, have been selected. The activity of benzimidazole derivatives was compared with standard antimicrobial agents. Results indicated that antimicrobial activity increases proportionally with the number of benzimidazole rings, heterocyclic groups such as thiophene and pyridine connected to benzimidazole at position 2- increases the activity, 5-Cl substituion get benzimidazole to be active against  all bacterial species. Also, it was determined that the derivates having electron withdrawing Cl and NO2 sübstitüents at the p- position of 2-phenyl benzimidazole are more effective than the derivates having electron donating OCH3 ve CH3 sübstitüents  against bacterial strains.

Keywords

Benzimidazole, microdilution, disc diffusion

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