Product And Antibacterial Activity Of Potassium Permanganate Oxidation Of Two Kinds Of Fluoroquinolones

Fluoroquinolone drugs have widely application in clinical infectious, have wide antimicrobial spectrum and distribution in the body, low bacteria resistance rate, antibacterial effects for mycoplasma, chlamydia, Mycobacterium tuberculosis and gram positive bacteria, gram negative bacteria. This research choose the third generation of fluoroquinolone antibiotics sarafloxacin and difloxacin for experiments, the main structure of the two substances are basically the same, but difloxacin have a methyl group in piperazine ring N4 site, other than sarafloxacin.This article studied oxidation kinetics of fluoroquinolone antibiotics by potassium permanganate and analysis influence included pH value and temperature of oxidation in the process. Then, this text studied the oxidation products and oxidative paths in the reaction process and antibacterial activity test of the oxidation mixture and a single oxidation product, obtained the influence on the antibacterial activity of different reaction structure.The oxidation of sarafloxacin and difloxacin by potassium permanganate were in accord with the second order kinetics model, and the kinetic constants were: 28.8M-1min-1, 24.2M-1min-1. Sarafloxacin and difloxacin activation energies were: 45.33kJ/mol and 38.74 kJ/mol. The oxidation of sarafloxacin and difloxacin by potassium permanganate have fast rate in acidic conditions, which is due to the reduction sites of the oxidation were on the piperazine ring N4 and N1 positions.The oxidation of sarafloxacin have seven main products, M/Z respectively: 360.1170(S1), 400.1111(S2), 416.1044(S3), 420.1385(S4), 388.1112(S5), 384.1161(S6), 390.1242(S7), and the main path: 1) dealkylation; 2) hydroxylation; 3) hydrolysis. The oxidation of diffloxacin have six main products, M/Z respectively: 386.1309(SAR), 360.1156(D1), 374.1311(D2), 432.1419(D3), 398.1346(D4), 402.1276(D5), the main path: 1) dealkylation; 2) hydroxylation; 3) hydrolysis; 4) oxidation of amine.The results showed that the antibacterial activity of both sarafloxacin and difloxacin was decreased, and the toxicity of S1, D2 and D4 were decreased. Compare the research before, it is found that the destruction of the piperazine ring in C7 position of the quinolone ring can significantly reduced the antibacterial activity. In water treatment process, the destruction of C7 position linking groups of quinolone ring like the piperazine ring can significantly change the antibacterial activity.This study established a evaluation of oxidation treatment methods for antibiotics in wate.Through the method,The oxidation of fluoroquinolone antibiotics by potassium permanganate were evaluated, that The oxidation rate was normal and have selectivity for fluoroquinolone antibiotics, no increase in toxicity after oxidation. So potassium permanganate can be a good oxidation agent for the fluoroquinolone antibiotics in water treatment.