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

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, chromatograp...

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Main Authors: Liu Deng, Chen Peixing, Yang Xu, Wang Jianhua
Format: Article
Language:English
Published: Sciendo 2020-12-01
Series:Acta Pharmaceutica
Subjects:
Online Access:https://doi.org/10.2478/acph-2020-0041
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author Liu Deng
Chen Peixing
Yang Xu
Wang Jianhua
author_facet Liu Deng
Chen Peixing
Yang Xu
Wang Jianhua
author_sort Liu Deng
collection DOAJ
description 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.
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spelling doaj.art-fc0fe730f4aa45dca7d7447af25e493a2022-12-21T22:37:13ZengSciendoActa Pharmaceutica1846-95582020-12-0170448349810.2478/acph-2020-0041acph-2020-0041Synthesis and evaluation of bisulfate/mesylate-conjugated chlortetracycline with high solubility and bioavailabilityLiu Deng0Chen Peixing1Yang Xu2Wang Jianhua3Key Laboratory of Biorheological Science and Technology, Ministry of Education Bioengineering College, Chongqing University, Chongqing, 400044 People’s Republic of ChinaKey Laboratory of Biorheological Science and Technology, Ministry of Education Bioengineering College, Chongqing University, Chongqing, 400044 People’s Republic of ChinaKey Laboratory of Biorheological Science and Technology, Ministry of Education Bioengineering College, Chongqing University, Chongqing, 400044 People’s Republic of ChinaKey Laboratory of Biorheological Science and Technology, Ministry of Education Bioengineering College, Chongqing University, Chongqing, 400044 People’s Republic of ChinaThe 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.https://doi.org/10.2478/acph-2020-0041chlortetracyclinepharmaceutical saltsolubilitybioavailabilityantibacterial activityimmunoglobulin
spellingShingle Liu Deng
Chen Peixing
Yang Xu
Wang Jianhua
Synthesis and evaluation of bisulfate/mesylate-conjugated chlortetracycline with high solubility and bioavailability
Acta Pharmaceutica
chlortetracycline
pharmaceutical salt
solubility
bioavailability
antibacterial activity
immunoglobulin
title Synthesis and evaluation of bisulfate/mesylate-conjugated chlortetracycline with high solubility and bioavailability
title_full Synthesis and evaluation of bisulfate/mesylate-conjugated chlortetracycline with high solubility and bioavailability
title_fullStr Synthesis and evaluation of bisulfate/mesylate-conjugated chlortetracycline with high solubility and bioavailability
title_full_unstemmed Synthesis and evaluation of bisulfate/mesylate-conjugated chlortetracycline with high solubility and bioavailability
title_short Synthesis and evaluation of bisulfate/mesylate-conjugated chlortetracycline with high solubility and bioavailability
title_sort synthesis and evaluation of bisulfate mesylate conjugated chlortetracycline with high solubility and bioavailability
topic chlortetracycline
pharmaceutical salt
solubility
bioavailability
antibacterial activity
immunoglobulin
url https://doi.org/10.2478/acph-2020-0041
work_keys_str_mv AT liudeng synthesisandevaluationofbisulfatemesylateconjugatedchlortetracyclinewithhighsolubilityandbioavailability
AT chenpeixing synthesisandevaluationofbisulfatemesylateconjugatedchlortetracyclinewithhighsolubilityandbioavailability
AT yangxu synthesisandevaluationofbisulfatemesylateconjugatedchlortetracyclinewithhighsolubilityandbioavailability
AT wangjianhua synthesisandevaluationofbisulfatemesylateconjugatedchlortetracyclinewithhighsolubilityandbioavailability