Antibacterial activity of cationic amphiphil conjugates with ciprofloxacin

Abstract

The aim: Design and synthesis of new compounds with antibacterial activity. Determination of the minimum inhibitory and minimum bactericidal concentration of conjugates of cationic amphiphiles based on quaternary salts of 1,4-diazabicyclo[2.2.2]octane with ciprofloxacin. Materials and methods: The article is dedicated to the synthesis and primary assessment of antibacterial activity in vitro of conjugates of cationic amphiphiles based on quaternary salts of 1,4-diazabicyclo[2.2.2]octane with ciprofloxacin against gram-negative and gram-positive microorganisms. Results: The present work provides hybrid structures which include the widely used antibiotic ciprofloxacin and tetra-cationic DABCO derivatives. The last ones previously showed a wide spectrum of antimicrobial activity as well as primary studies of their antibacterial activity against gram-positive and gram-negative microorganisms in vitro. There was a high in vitro antibacterial activity against gram-negative pathogens, moderate against Staphylococcus aureus and low against Enterococcus faecalis. Conclusions: A range of amphiphilic polycationic compounds based on quaternary salts of 1,4-diazabicyclo[2.2.2]octane (DABCO) was synthesized and their biological activity was studied. The compounds have demonstrated high antibacterial activity. We assume that they can serve as a basis for the development of new antibacterial drugs.

Changes in the Ultrastructure of Staphylococcus aureus Cells Make It Possible to Identify and Analyze the Injuring Effects of Ciprofloxacin, Polycationic Amphiphile and Their Hybrid

“…However, this conclusion emerges from theoretical calculations based on a simple summation of the known effects of hybrid components. Meanwhile, our previous study of hybrids of ciprofloxacin and tetracationic derivatives of DABCO showed the important role of the linker in determining the biological properties of the hybrid [ 11 ]. An analysis of publications shows that the mechanisms of hybrid molecules effect on bacterial cells have not been experimentally studied.…”

“…Antibiotic ciprofloxacin hydrochloride (Zhejiang Guobang Pharmaceutical, Hangzhou, China) and two previously synthesized antibacterial compounds, DL 4 12 and hybrid DL 5 Cip6 ( Figure 1 ) were used. Synthesis and antimicrobial properties of DL 4 12 and DL 5 Cip6 were published earlier [ 6 , 11 ].…”

“…The synthesis and data on the antibacterial activity of DL 5 Cip6 were published earlier, and this compound showed high activity against S. aureus. The authors suggested that this effect is due to the high rate of DL 5 Cip6 penetration into cells [ 11 ]. Our study should clarify the exact mechanisms of the interaction of hybrid compound DL 5 Cip6 with cells of S. aureus .…”