Synthesis and evaluation of bisulfate/mesylate-conjugated chlortetracycline with high solubility and bioavailability

Abstract

The aim of this work is to improve the solubility and bioavailability of chlortetracycline and the function of the immune response. Chlortetracycline bisulfate and chlortetracycline mesylate were successfully synthesized and characterized with several techniques, including spectroscopy, chromatography and mass spectrometry, which demonstrated that the C4-dimethylamino group of chlortetracycline can accept a proton from sulfuric acid and methanesulfonic acid to form the corresponding salts. In addition, chlortetracycline bisulfate and chlortetracycline mesylate were more soluble in water than chlortetracycline hydrochloride, but the antibacterial activity was not enhanced. The influences of chlortetracycline hydrochloride, chlortetracycline bisulfate and chlortetracycline mesylate on chlortetracycline and immunoglobulin concentrations in mouse serum were also investigated. These results suggested that the chlortetracycline bisulfate and chlortetracycline mesylate have good bioavailability and strong immune response and have potential applications in animal breeding and formulation technologies.

New Water-Soluble Cytokinin Derivatives and Their Beneficial Impact on Barley Yield and Photosynthesis

“…MSA is commonly used in organic chemistry to protonate less soluble or insoluble organic molecules, especially medicinal drugs, to increase their water solubility and hence their bioavailability. 31 Four canonical ArCK bases were protonated by adding MSA (>99% concentration) to a methanolic solution of the appropriate CK in a 1:1 M ratio. The reaction mixture was refluxed (65 °C) for 30 min, evaporated under reduced pressure, and washed with acetone.…”