Short communication synthesis, antimicrobıal activity and interaction with DNA of some 2-substituted benzimıdazole derivatives
Küçük Resim Yok
Tarih
2009
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Erişim Hakkı
info:eu-repo/semantics/openAccess
Özet
Etkileşimi Bu qahsmada, DNA ile etkileşimin yam sıra, antifungal ve antibakteriyel aktivite göstermeleri beklenen sekiz bile§iğin sentezi ve yapı aydınlatma qahsmaları yapılmistır. Sentezler 1,2-fenilendiamin ve tiirevlerinin süksinik ve malonik asit ile 4N HCl’li ortamda ısitdmasıyla gergekle§tirilmi§tir. Süksünik asit üzerinden yürüyen reaksiyonlarm bisbenzimidazol türevlerini oluşturdukları görülmustür. Ancak, aym §artlarda malonik asit ile bisbenzimidazol tiirevlerinin yerine benzimidazol tiirevleri olu§mu§tur. Sentezlenen bileşiklerin yapıları spektroskopik yöntemlerle (UV IR, 'H NMR, Kiitle) aydınlatılmistır. Sentezi gerqekleştirilen bileşiklerden, 1 ve 5 benzimidazol gekirdeğinde elektron geken ya da elektron veren atomlarm etkideki rolünün berteraf edilmesi amacı ile non sübstitüe bileşikler olarak seqilmiş ve DNA ile etkileşimleri konsantrasyon ve zamana karsi araştırılmistır. Bu iki bileşik karsilaştırıldiginda, 1 ’in DNA ile etkileşebilmesi igin daha yüksek konsantrasyonlara ve daha uzun siireye ihtiyacı olduğu görülmustur. Ayrıca turn bileşiklerin Esherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, Enterococcus faecalis ’e karsi antibakteriyel aktiviteleri ve Candida albicans’a karsi antifungal aktiviteleri ar aştır ılmistır. 7’nin Esherichia coli, Pseudomonas aeruginosa ve Staphylococcus aureus üzerine, 5’in Enterococcus faecalis üzerine en etkili bileşikler olduğu, 7 ve 8 ’in ise Candida albicans üzerine eşit oranda etkili oldukları bulunmuştur.
In this study, synthesis and structural illumination of eight compounds that are expected to display antifungal and antibacterial activity in addition to interaction with DNA has been conducted. The syntheses were performed by heating o-phenylendiamine and derivatives with succinic acid and malonic acid in 4N HCl. It has been observed that, the reactions with succinic acid formed bisbenzimidazole derivatives. On the other hand, the reactions with the malonic acid under the same conditions resulted in formation of benzimidazole derivatives instead of bisbenzimidazole derivatives. The structures of all synthesized compounds were analysed with spectroscopic methods (UV, IR, 'H NMR, MS). Among the synthesized compounds, 1 and 5 which are nonsubstitue compounds, were selected so as to dispose the roles of electron acceptor or donor atoms in the activity and their interaction with DNA has been examined with respect to concentration and time. When these two compounds were compared, it’s seen that 1 requires higher concentrations and longer time to be able to interact with DNA. In addition, all compounds have been examined for antibacterial activities against Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, Enterococcus faecalis, and for antifungal activities against Candida albicans. It was found that 7 was the most effective compound against Escherichia coli, Pseudomonas aeruginosa and Staphylococcus aureus, 5 was the most effective compound against Enterococcus faecalis, 7 and 8 were effective equivalently against Candida albicans.
In this study, synthesis and structural illumination of eight compounds that are expected to display antifungal and antibacterial activity in addition to interaction with DNA has been conducted. The syntheses were performed by heating o-phenylendiamine and derivatives with succinic acid and malonic acid in 4N HCl. It has been observed that, the reactions with succinic acid formed bisbenzimidazole derivatives. On the other hand, the reactions with the malonic acid under the same conditions resulted in formation of benzimidazole derivatives instead of bisbenzimidazole derivatives. The structures of all synthesized compounds were analysed with spectroscopic methods (UV, IR, 'H NMR, MS). Among the synthesized compounds, 1 and 5 which are nonsubstitue compounds, were selected so as to dispose the roles of electron acceptor or donor atoms in the activity and their interaction with DNA has been examined with respect to concentration and time. When these two compounds were compared, it’s seen that 1 requires higher concentrations and longer time to be able to interact with DNA. In addition, all compounds have been examined for antibacterial activities against Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, Enterococcus faecalis, and for antifungal activities against Candida albicans. It was found that 7 was the most effective compound against Escherichia coli, Pseudomonas aeruginosa and Staphylococcus aureus, 5 was the most effective compound against Enterococcus faecalis, 7 and 8 were effective equivalently against Candida albicans.
Açıklama
Anahtar Kelimeler
Farmakoloji ve Eczacılık
Kaynak
Turkish Journal of Pharmaceutical Sciences
WoS Q Değeri
Scopus Q Değeri
Cilt
6
Sayı
1
