Novel benzimidazole derived naphthalimide triazoles: synthesis, antimicrobial activity and interactions with calf thymus DNA.

Autor: Luo, Yun-Lei, Baathulaa, Kishore, Kannekanti, Vijaya, Zhou, Cheng-He, Cai, Gui-Xin
Zdroj: SCIENCE CHINA Chemistry; Mar2015, Vol. 58 Issue 3, p483-494, 12p
Abstrakt: A novel series of benzimidazole derived naphthalimide triazoles and some corresponding triazoliums have been successfully synthesized and characterized by H NMR, C NMR, H-H COSY, IR and HRMS spectra. All the new compounds were screened for their antimicrobial activities in vitro by two-fold serial dilution. 2-Chlorobenzyl triazolium 8g and compound 9b with octyl group exhibited the best antibacterial activities among all the tested compounds, especially against S. aureus with inhibitory concentration of 2 μg/mL which was equipotent potency to Norfloxacin (MIC=2 μg/mL) and more active than Chloromycin (MIC=7 μg/mL). Triazoliums 8g and 8f bearing 3-fluorobenzyl moiety displayed the best antifungal activities (MIC=2−19 μg/mL) against all the tested fungal strains without being toxic to PC12 cell line within concentration of 128 μg/mL. Further investigations by fluorescence and UV-Vis spectroscopic methods revealed that the compound 8g could effectively intercalate into calf thymus DNA to form the 8g-DNA complex which could block DNA replication, exerting powerful antimicrobial activities. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index