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Synthesis and characterization of cationic surfactants and their interactions with drug and metal complexes

Two new cationic surfactants, n-hexadecyl-3-methylpyridinium bromide and n-heptadecyl-3-methylpyridinium bromide have been synthesized and characterized in solid state by FT-IR, and in solution by (1)H- and (13)C-NMR spectroscopy. The values of critical micelle concentration (CMC) were determined by...

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Autores principales: Akhter, Kalsoom, Ullah, Kaleem, Talat, Rabia, Haider, Ali, Khalid, Nasir, Ullah, Faizan, Ali, Saqib
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6562109/
https://www.ncbi.nlm.nih.gov/pubmed/31211263
http://dx.doi.org/10.1016/j.heliyon.2019.e01885
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author Akhter, Kalsoom
Ullah, Kaleem
Talat, Rabia
Haider, Ali
Khalid, Nasir
Ullah, Faizan
Ali, Saqib
author_facet Akhter, Kalsoom
Ullah, Kaleem
Talat, Rabia
Haider, Ali
Khalid, Nasir
Ullah, Faizan
Ali, Saqib
author_sort Akhter, Kalsoom
collection PubMed
description Two new cationic surfactants, n-hexadecyl-3-methylpyridinium bromide and n-heptadecyl-3-methylpyridinium bromide have been synthesized and characterized in solid state by FT-IR, and in solution by (1)H- and (13)C-NMR spectroscopy. The values of critical micelle concentration (CMC) were determined by UV-visible spectroscopy and conductometry. Interaction of synthesized surfactants with two anionic drugs, i.e., diclofenac sodium {[2-(2, 6-Dichloroanilino) phenyl] acetic acid} and ketoprofen [(RS)-2-(3-benzoylphenyl) propionic acid] was studied by UV-visible spectroscopy. Binding constant (K), Gibb's free energy (ΔG) and number of drug molecules (n) per micelle were also calculated. These synthesized surfactants were proved to be efficient in increasing the solubility and bioavailability of drug molecules. In order to check the carrier efficiency of synthesized surfactants against bioactive coordinate, on complexes, interaction of recently reported bioactive zinc complexes was tested with synthesized cationic surfactants by conductometric measurements. Mole fractions (X(cmc)) and Gibbs free energy (ΔG(cmc)) values were also calculated. Both surfactants were further screened for anti-fungal and anti-bacterial activities.
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spelling pubmed-65621092019-06-17 Synthesis and characterization of cationic surfactants and their interactions with drug and metal complexes Akhter, Kalsoom Ullah, Kaleem Talat, Rabia Haider, Ali Khalid, Nasir Ullah, Faizan Ali, Saqib Heliyon Article Two new cationic surfactants, n-hexadecyl-3-methylpyridinium bromide and n-heptadecyl-3-methylpyridinium bromide have been synthesized and characterized in solid state by FT-IR, and in solution by (1)H- and (13)C-NMR spectroscopy. The values of critical micelle concentration (CMC) were determined by UV-visible spectroscopy and conductometry. Interaction of synthesized surfactants with two anionic drugs, i.e., diclofenac sodium {[2-(2, 6-Dichloroanilino) phenyl] acetic acid} and ketoprofen [(RS)-2-(3-benzoylphenyl) propionic acid] was studied by UV-visible spectroscopy. Binding constant (K), Gibb's free energy (ΔG) and number of drug molecules (n) per micelle were also calculated. These synthesized surfactants were proved to be efficient in increasing the solubility and bioavailability of drug molecules. In order to check the carrier efficiency of synthesized surfactants against bioactive coordinate, on complexes, interaction of recently reported bioactive zinc complexes was tested with synthesized cationic surfactants by conductometric measurements. Mole fractions (X(cmc)) and Gibbs free energy (ΔG(cmc)) values were also calculated. Both surfactants were further screened for anti-fungal and anti-bacterial activities. Elsevier 2019-06-10 /pmc/articles/PMC6562109/ /pubmed/31211263 http://dx.doi.org/10.1016/j.heliyon.2019.e01885 Text en © 2019 The Authors. Published by Elsevier Ltd. http://creativecommons.org/licenses/by-nc-nd/4.0/ This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Article
Akhter, Kalsoom
Ullah, Kaleem
Talat, Rabia
Haider, Ali
Khalid, Nasir
Ullah, Faizan
Ali, Saqib
Synthesis and characterization of cationic surfactants and their interactions with drug and metal complexes
title Synthesis and characterization of cationic surfactants and their interactions with drug and metal complexes
title_full Synthesis and characterization of cationic surfactants and their interactions with drug and metal complexes
title_fullStr Synthesis and characterization of cationic surfactants and their interactions with drug and metal complexes
title_full_unstemmed Synthesis and characterization of cationic surfactants and their interactions with drug and metal complexes
title_short Synthesis and characterization of cationic surfactants and their interactions with drug and metal complexes
title_sort synthesis and characterization of cationic surfactants and their interactions with drug and metal complexes
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6562109/
https://www.ncbi.nlm.nih.gov/pubmed/31211263
http://dx.doi.org/10.1016/j.heliyon.2019.e01885
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