A silver complex of chloroquine: Synthesis, characterization and structural properties

Juan Z. Dávalos; Javier González; Andrés Guerrero; Ana C. Valderrama-Negrón; Larry D. Aguirre Méndez; Rosa M. Claramunt; Dolores Santa María; Ibon Alkorta; José Elguero

doi:10.1039/c3nj40921j

A silver complex of chloroquine: Synthesis, characterization and structural properties

Título traducido de la contribución: Un complejo de plata de cloroquina: Síntesis, caracterización y propiedades estructurales

Juan Z. Dávalos, Javier González, Andrés Guerrero, Ana C. Valderrama-Negrón, Larry D. Aguirre Méndez, Rosa M. Claramunt, Dolores Santa María, Ibon Alkorta, José Elguero

Facultad de Ciencias Empresariales y Económicas

Resultado de la investigación: Contribución a una revista › Artículo (Contribución a Revista) › revisión exhaustiva

4 Citas (Scopus)

Resumen

A new silver-chloroquine (CQ-Ag) complex [CQAgNO₃, CQ = chloroquine, C₁₈H₂₆N₃Cl] has been synthesized and characterized by using a combination of NMR (solution and solid-state), FTIR, molar conductivity and ESI/FT-ICR high resolution mass spectroscopy with DFT calculations. The CQ-Ag complex is formed by silver-CQ cations and nitrate counter anions, where the silver atoms are di-coordinated to chloroquines (CQ₂Ag²⁺) through the quinoline sp² N and diethylamino sp³ N nitrogen basic sites. These cations presumably form polymeric structures mainly as head-head catemers. The most important cationic fragments of the CQ-Ag complex, detected by ESI/FT-ICR, were CQAg ⁺, CQ₂Ag⁺, chloroquine singly (CQH⁺) and doubly protonated (CQH₂²⁺), whose formations are clearly favored by proton-displacement of the Ag⁺ cations.

Título traducido de la contribución	Un complejo de plata de cloroquina: Síntesis, caracterización y propiedades estructurales
Idioma original	Inglés
Páginas (desde-hasta)	1391-1401
Número de páginas	11
Publicación	New Journal of Chemistry
Volumen	37
N.º	5
DOI	https://doi.org/10.1039/c3nj40921j
Estado	Publicada - may. 2013

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@article{f81a24de20654a13b5079f3a4e1adf73,

title = "A silver complex of chloroquine: Synthesis, characterization and structural properties",

abstract = "A new silver-chloroquine (CQ-Ag) complex [CQAgNO3, CQ = chloroquine, C18H26N3Cl] has been synthesized and characterized by using a combination of NMR (solution and solid-state), FTIR, molar conductivity and ESI/FT-ICR high resolution mass spectroscopy with DFT calculations. The CQ-Ag complex is formed by silver-CQ cations and nitrate counter anions, where the silver atoms are di-coordinated to chloroquines (CQ2Ag2+) through the quinoline sp2 N and diethylamino sp3 N nitrogen basic sites. These cations presumably form polymeric structures mainly as head-head catemers. The most important cationic fragments of the CQ-Ag complex, detected by ESI/FT-ICR, were CQAg +, CQ2Ag+, chloroquine singly (CQH+) and doubly protonated (CQH22+), whose formations are clearly favored by proton-displacement of the Ag+ cations.",

author = "D{\'a}valos, {Juan Z.} and Javier Gonz{\'a}lez and Andr{\'e}s Guerrero and Valderrama-Negr{\'o}n, {Ana C.} and {Aguirre M{\'e}ndez}, {Larry D.} and Claramunt, {Rosa M.} and {Santa Mar{\'i}a}, Dolores and Ibon Alkorta and Jos{\'e} Elguero",

year = "2013",

month = may,

doi = "10.1039/c3nj40921j",

language = "Ingl{\'e}s",

volume = "37",

pages = "1391--1401",

journal = "New Journal of Chemistry",

issn = "1144-0546",

number = "5",

}

TY - JOUR

T1 - A silver complex of chloroquine

T2 - Synthesis, characterization and structural properties

AU - Dávalos, Juan Z.

AU - González, Javier

AU - Guerrero, Andrés

AU - Valderrama-Negrón, Ana C.

AU - Aguirre Méndez, Larry D.

AU - Claramunt, Rosa M.

AU - Santa María, Dolores

AU - Alkorta, Ibon

AU - Elguero, José

PY - 2013/5

Y1 - 2013/5

N2 - A new silver-chloroquine (CQ-Ag) complex [CQAgNO3, CQ = chloroquine, C18H26N3Cl] has been synthesized and characterized by using a combination of NMR (solution and solid-state), FTIR, molar conductivity and ESI/FT-ICR high resolution mass spectroscopy with DFT calculations. The CQ-Ag complex is formed by silver-CQ cations and nitrate counter anions, where the silver atoms are di-coordinated to chloroquines (CQ2Ag2+) through the quinoline sp2 N and diethylamino sp3 N nitrogen basic sites. These cations presumably form polymeric structures mainly as head-head catemers. The most important cationic fragments of the CQ-Ag complex, detected by ESI/FT-ICR, were CQAg +, CQ2Ag+, chloroquine singly (CQH+) and doubly protonated (CQH22+), whose formations are clearly favored by proton-displacement of the Ag+ cations.

AB - A new silver-chloroquine (CQ-Ag) complex [CQAgNO3, CQ = chloroquine, C18H26N3Cl] has been synthesized and characterized by using a combination of NMR (solution and solid-state), FTIR, molar conductivity and ESI/FT-ICR high resolution mass spectroscopy with DFT calculations. The CQ-Ag complex is formed by silver-CQ cations and nitrate counter anions, where the silver atoms are di-coordinated to chloroquines (CQ2Ag2+) through the quinoline sp2 N and diethylamino sp3 N nitrogen basic sites. These cations presumably form polymeric structures mainly as head-head catemers. The most important cationic fragments of the CQ-Ag complex, detected by ESI/FT-ICR, were CQAg +, CQ2Ag+, chloroquine singly (CQH+) and doubly protonated (CQH22+), whose formations are clearly favored by proton-displacement of the Ag+ cations.

UR - http://www.scopus.com/inward/record.url?scp=84876728620&partnerID=8YFLogxK

U2 - 10.1039/c3nj40921j

DO - 10.1039/c3nj40921j

M3 - Artículo (Contribución a Revista)

AN - SCOPUS:84876728620

SN - 1144-0546

VL - 37

SP - 1391

EP - 1401

JO - New Journal of Chemistry

JF - New Journal of Chemistry

IS - 5

ER -

A silver complex of chloroquine: Synthesis, characterization and structural properties

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