New Organic Salt from Levofloxacin-Citric Acid: What Is the Impact on the Stability and Antibiotic Potency?

This research dealt with the composition, structure determination, stability, and antibiotic potency of a novel organic salt composed of levofloxacin (LF) and citric acid (CA), named levofloxacin-citrate (LC). After a stoichiometric proportion screening, the antibiotic-antioxidant reaction was condu...

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Main Authors: Ilma Nugrahani, Agnesya Namira Laksana, Hidehiro Uekusa, Hironaga Oyama
Format: Article
Language:English
Published: MDPI AG 2022-03-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/7/2166
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author Ilma Nugrahani
Agnesya Namira Laksana
Hidehiro Uekusa
Hironaga Oyama
author_facet Ilma Nugrahani
Agnesya Namira Laksana
Hidehiro Uekusa
Hironaga Oyama
author_sort Ilma Nugrahani
collection DOAJ
description This research dealt with the composition, structure determination, stability, and antibiotic potency of a novel organic salt composed of levofloxacin (LF) and citric acid (CA), named levofloxacin-citrate (LC). After a stoichiometric proportion screening, the antibiotic-antioxidant reaction was conducted by slow and fast evaporation methods. A series of characterizations using thermal analysis, powder X-ray diffractometry, vibrational spectroscopy, and nuclear magnetic resonance confirmed LC formation. The new organic salt showed a distinct thermogram and diffractogram. Next, Fourier transform infrared indicated the change in <i>N</i>-methylamine and carboxylic stretching, confirmed by <sup>1</sup>H nuclear magnetic resonance spectra to elucidate the 2D structure. Finally, single-crystal diffractometry determined LC as a new salt structure three-dimensionally. The attributive improvements were demonstrated on the stability toward the humidity and lighting of LC compared to LF alone. Moreover, the antibiotic potency of LF against <i>Staphylococcus aureus</i> (Gram-positive) and <i>Escherichia coli</i> (Gram-negative) enhanced ~1.5–2-fold by LC. Hereafter, LC is a potential salt antibiotic-antioxidant combination for dosage formulas development.
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spelling doaj.art-f3960fbba4a647f7a2f9718b73101cbd2023-11-30T23:40:29ZengMDPI AGMolecules1420-30492022-03-01277216610.3390/molecules27072166New Organic Salt from Levofloxacin-Citric Acid: What Is the Impact on the Stability and Antibiotic Potency?Ilma Nugrahani0Agnesya Namira Laksana1Hidehiro Uekusa2Hironaga Oyama3School of Pharmacy, Bandung Institute of Technology, Bandung 40132, IndonesiaSchool of Pharmacy, Bandung Institute of Technology, Bandung 40132, IndonesiaDepartment of Chemistry, School of Science, Tokyo Institute of Technology, Tokyo 152-8551, JapanDepartment of Chemistry, School of Science, Tokyo Institute of Technology, Tokyo 152-8551, JapanThis research dealt with the composition, structure determination, stability, and antibiotic potency of a novel organic salt composed of levofloxacin (LF) and citric acid (CA), named levofloxacin-citrate (LC). After a stoichiometric proportion screening, the antibiotic-antioxidant reaction was conducted by slow and fast evaporation methods. A series of characterizations using thermal analysis, powder X-ray diffractometry, vibrational spectroscopy, and nuclear magnetic resonance confirmed LC formation. The new organic salt showed a distinct thermogram and diffractogram. Next, Fourier transform infrared indicated the change in <i>N</i>-methylamine and carboxylic stretching, confirmed by <sup>1</sup>H nuclear magnetic resonance spectra to elucidate the 2D structure. Finally, single-crystal diffractometry determined LC as a new salt structure three-dimensionally. The attributive improvements were demonstrated on the stability toward the humidity and lighting of LC compared to LF alone. Moreover, the antibiotic potency of LF against <i>Staphylococcus aureus</i> (Gram-positive) and <i>Escherichia coli</i> (Gram-negative) enhanced ~1.5–2-fold by LC. Hereafter, LC is a potential salt antibiotic-antioxidant combination for dosage formulas development.https://www.mdpi.com/1420-3049/27/7/2166organic saltlevofloxacincitric acidlevofloxacin-citratestabilityantibiotic potency
spellingShingle Ilma Nugrahani
Agnesya Namira Laksana
Hidehiro Uekusa
Hironaga Oyama
New Organic Salt from Levofloxacin-Citric Acid: What Is the Impact on the Stability and Antibiotic Potency?
Molecules
organic salt
levofloxacin
citric acid
levofloxacin-citrate
stability
antibiotic potency
title New Organic Salt from Levofloxacin-Citric Acid: What Is the Impact on the Stability and Antibiotic Potency?
title_full New Organic Salt from Levofloxacin-Citric Acid: What Is the Impact on the Stability and Antibiotic Potency?
title_fullStr New Organic Salt from Levofloxacin-Citric Acid: What Is the Impact on the Stability and Antibiotic Potency?
title_full_unstemmed New Organic Salt from Levofloxacin-Citric Acid: What Is the Impact on the Stability and Antibiotic Potency?
title_short New Organic Salt from Levofloxacin-Citric Acid: What Is the Impact on the Stability and Antibiotic Potency?
title_sort new organic salt from levofloxacin citric acid what is the impact on the stability and antibiotic potency
topic organic salt
levofloxacin
citric acid
levofloxacin-citrate
stability
antibiotic potency
url https://www.mdpi.com/1420-3049/27/7/2166
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AT hidehirouekusa neworganicsaltfromlevofloxacincitricacidwhatistheimpactonthestabilityandantibioticpotency
AT hironagaoyama neworganicsaltfromlevofloxacincitricacidwhatistheimpactonthestabilityandantibioticpotency