SOLVENT EFFECT ON THE PHOTOOXIDATION OF AMODIAQUINE WITH SINGLET MOLECULAR OXYGEN

The use of Amodiaquine (AQ) in the treatment and prevention of the malaria, cause adverse effects in tissue exposed to the light; previous investigations relate these nocive effects to the capacity of this drug to generate active species of oxygen as singlet molecular oxygen (O2(1????g)). This study...

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Auteurs principaux:	Adriana M. SOTO Z., Gloria C. VALENCIA U., Mariluz GIL
Format:	article
Langue:	EN
Publié:	Universidad de Antioquia 2009
Sujets:	Amodiaquine Singlet oxygen Photooxidation Solvent effect LSER. Food processing and manufacture TP368-456 Pharmaceutical industry HD9665-9675
Accès en ligne:	https://doaj.org/article/3cf9986f35a145fabb44d7e705b88cce
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spelling	oai:doaj.org-article:3cf9986f35a145fabb44d7e705b88cce2021-11-19T04:20:48ZSOLVENT EFFECT ON THE PHOTOOXIDATION OF AMODIAQUINE WITH SINGLET MOLECULAR OXYGEN0121-40042145-2660https://doaj.org/article/3cf9986f35a145fabb44d7e705b88cce2009-02-01T00:00:00Zhttps://revistas.udea.edu.co/index.php/vitae/article/view/615https://doaj.org/toc/0121-4004https://doaj.org/toc/2145-2660The use of Amodiaquine (AQ) in the treatment and prevention of the malaria, cause adverse effects in tissue exposed to the light; previous investigations relate these nocive effects to the capacity of this drug to generate active species of oxygen as singlet molecular oxygen (O2(1????g)). This study shows chemical rate constants, kr, for interaction between AQ and (O2(1????g)) measured in several solvents, in the range from 0,12 ???? 0,2 x 106 M-1s-1 in chloroform to 1,71 ???? 0,16 x 106 M-1s-1 in methanol, indicating that kr depends on solvent properties, increasing in solvent of greater polarity. Values for kr are one and two orders of magnitude smaller respect to kT (chemical and physical rate constant); these results show that AQ is a good singlet oxygen quencher. Analysis of solvent effects on kr using the LSER, indicates that kr increases in solvents with great capacity to stabilize charges and dipoles and hydrogen–bond acceptor (HBA) solvents. This solvent dependence is similar to that observed in aliphatic amines, such as triethylamine. Therefore, the little significance from parameter donor HBA is attributed to the formation of a intramolecular hydrogen bridge between of phenol and the nitrogen of tertiary amine. Adriana M. SOTO Z.Gloria C. VALENCIA U.Mariluz GILUniversidad de AntioquiaarticleAmodiaquineSinglet oxygenPhotooxidationSolvent effectLSER.Food processing and manufactureTP368-456Pharmaceutical industryHD9665-9675ENVitae, Vol 14, Iss 2 (2009)
institution	DOAJ
collection	DOAJ
language	EN
topic	Amodiaquine Singlet oxygen Photooxidation Solvent effect LSER. Food processing and manufacture TP368-456 Pharmaceutical industry HD9665-9675
spellingShingle	Amodiaquine Singlet oxygen Photooxidation Solvent effect LSER. Food processing and manufacture TP368-456 Pharmaceutical industry HD9665-9675 Adriana M. SOTO Z. Gloria C. VALENCIA U. Mariluz GIL SOLVENT EFFECT ON THE PHOTOOXIDATION OF AMODIAQUINE WITH SINGLET MOLECULAR OXYGEN
description	The use of Amodiaquine (AQ) in the treatment and prevention of the malaria, cause adverse effects in tissue exposed to the light; previous investigations relate these nocive effects to the capacity of this drug to generate active species of oxygen as singlet molecular oxygen (O2(1????g)). This study shows chemical rate constants, kr, for interaction between AQ and (O2(1????g)) measured in several solvents, in the range from 0,12 ???? 0,2 x 106 M-1s-1 in chloroform to 1,71 ???? 0,16 x 106 M-1s-1 in methanol, indicating that kr depends on solvent properties, increasing in solvent of greater polarity. Values for kr are one and two orders of magnitude smaller respect to kT (chemical and physical rate constant); these results show that AQ is a good singlet oxygen quencher. Analysis of solvent effects on kr using the LSER, indicates that kr increases in solvents with great capacity to stabilize charges and dipoles and hydrogen–bond acceptor (HBA) solvents. This solvent dependence is similar to that observed in aliphatic amines, such as triethylamine. Therefore, the little significance from parameter donor HBA is attributed to the formation of a intramolecular hydrogen bridge between of phenol and the nitrogen of tertiary amine.
format	article
author	Adriana M. SOTO Z. Gloria C. VALENCIA U. Mariluz GIL
author_facet	Adriana M. SOTO Z. Gloria C. VALENCIA U. Mariluz GIL
author_sort	Adriana M. SOTO Z.
title	SOLVENT EFFECT ON THE PHOTOOXIDATION OF AMODIAQUINE WITH SINGLET MOLECULAR OXYGEN
title_short	SOLVENT EFFECT ON THE PHOTOOXIDATION OF AMODIAQUINE WITH SINGLET MOLECULAR OXYGEN
title_full	SOLVENT EFFECT ON THE PHOTOOXIDATION OF AMODIAQUINE WITH SINGLET MOLECULAR OXYGEN
title_fullStr	SOLVENT EFFECT ON THE PHOTOOXIDATION OF AMODIAQUINE WITH SINGLET MOLECULAR OXYGEN
title_full_unstemmed	SOLVENT EFFECT ON THE PHOTOOXIDATION OF AMODIAQUINE WITH SINGLET MOLECULAR OXYGEN
title_sort	solvent effect on the photooxidation of amodiaquine with singlet molecular oxygen
publisher	Universidad de Antioquia
publishDate	2009
url	https://doaj.org/article/3cf9986f35a145fabb44d7e705b88cce
work_keys_str_mv	AT adrianamsotoz solventeffectonthephotooxidationofamodiaquinewithsingletmolecularoxygen AT gloriacvalenciau solventeffectonthephotooxidationofamodiaquinewithsingletmolecularoxygen AT mariluzgil solventeffectonthephotooxidationofamodiaquinewithsingletmolecularoxygen
_version_	1718420422694797312

SOLVENT EFFECT ON THE PHOTOOXIDATION OF AMODIAQUINE WITH SINGLET MOLECULAR OXYGEN

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