Abstract
The interaction between cucurbit[8]uril (Q[8]) and chloramphenicol (CPE) was investigated using single-crystal X-ray diffraction spectroscopy, isothermal titration calorimetry (ITC) and UV–vis, NMR and IR spectroscopy. The effects of Q[8] on the stability, in vitro release performance and antibacterial activity of CPE were also studied. The results showed that CPE and Q[8] formed a 1:1 inclusion complex (CPE@Q[8]) with an inclusion constant of 5.474 × 105 L/mol. The intervention of Q[8] did not affect the stability of CPE, but obviously reduced the release rate of CPE in artificial gastric and intestinal juice; Q[8] has a slow-release effect on CPE. The antibacterial results showed that the minimum inhibitory concentration (MIC) of CPE and CPE@Q[8] toward Escherichia coli (E. coli) was 1.5 × 10–3 and 1.0 × 10–3 mol/L, respectively, and toward Staphylococcus aureus (S. aureus), the MIC was 2.0 × 10–3 mol/L for both CPE and CPE@Q[8]. Therefore, Q[8] enhanced the inhibitory activity of CPE against E. coli.
Highlights
Chloramphenicol (CPE, Figure 1A) is a broad-spectrum antibiotic resulting from the metabolism of chorismic acid in Streptomyces venezuelae [1], which has a certain inhibitory effect on many Gram-positive and -negative cocci bacteria, as well as anaerobic bacteria [2], and is used for the treatment of typhoid, meningitis, chlamydia, eye infections, purulent wounds and other diseases [3]
Ramesh Gannimani et al [6] reported that the inclusion complex of cyclodextrin and CPE loaded silver nanoparticles possessed stronger antibacterial properties than CPE alone
Q[8] was selected as the host and the host–guest interaction between Q[8] and CPE was studied using single-crystal X-ray diffraction, UV–vis and 1H NMR spectroscopy, and the effects of Q[8] on the stability, in vitro release rate and antibacterial activity of CPE were investigated
Summary
Chloramphenicol (CPE, Figure 1A) is a broad-spectrum antibiotic resulting from the metabolism of chorismic acid in Streptomyces venezuelae [1], which has a certain inhibitory effect on many Gram-positive and -negative cocci bacteria, as well as anaerobic bacteria [2], and is used for the treatment of typhoid, meningitis, chlamydia, eye infections, purulent wounds and other diseases [3]. Q[8] was selected as the host and the host–guest interaction between Q[8] and CPE was studied using single-crystal X-ray diffraction, UV–vis and 1H NMR spectroscopy, and the effects of Q[8] on the stability, in vitro release rate and antibacterial activity of CPE were investigated.
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