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

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

Faculty of Business and Economic Sciences

Research output: Contribution to journal › Article (Contribution to Journal) › peer-review

6 Scopus citations

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.

Translated title of the contribution	Un complejo de plata de cloroquina: Síntesis, caracterización y propiedades estructurales
Original language	English
Pages (from-to)	1391-1401
Number of pages	11
Journal	New Journal of Chemistry
Volume	37
Issue number	5
DOIs	https://doi.org/10.1039/c3nj40921j
State	Published - 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",

publisher = "John Wiley and Sons Ltd",

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 - https://www.scopus.com/pages/publications/84876728620

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

Abstract

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