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

AuthorsDávalos, J.Z. ; González, Javier; Guerrero, Andrés ; Valderrama-Negrón, Ana C.; Aguirre Méndez, Larry D.; Claramunt, Rosa M.; Santa María, Dolores; Alkorta, Ibon ; Elguero, José
Issue Date2013
PublisherRoyal Society of Chemistry (UK)
CitationNew Journal of Chemistry 37: 1391- 1401 (2013)
AbstractA 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 (CQH2 2+), whose formations are clearly favored by proton-displacement of the Ag+ cations. © 2913 The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.
Identifiersdoi: 10.1039/c3nj40921j
issn: 1144-0546
e-issn: 1369-9261
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