Metal ion binding patterns of acyclovir: molecular recognition between this antiviral agent and copper(II) chelates with iminodiacetate or glycylglycinate |
| |
Authors: | Brandi-Blanco María del Pilar Choquesillo-Lazarte Duane Domínguez-Martín Alicia González-Pérez Josefa María Castiñeiras Alfonso Niclós-Gutiérrez Juan |
| |
Institution: | a Department of Inorganic Chemistry, Faculty of Pharmacy, Campus Cartuja, University of Granada, E-18071 Granada, Spainb Laboratory of Crystallographic Studies, IACT-CSIC, Avda. del Conocimiento s/n, E-18100 Armilla (Granada), Spainc Department of Inorganic Chemistry, Faculty of Pharmacy, University of Santiago de Compostela, E-15782 Santiago de Compostela, Spain |
| |
Abstract: | In order to deepen on metal-binding patterns of acyclovir (acv), {Cu(IDA)(acv)]·2MeOH}n (1) and Cu(glygly)(acv)]·H2O (2) compounds have been synthesized and investigated by X-ray crystallography as well as spectral and thermal methods. These compounds have been chosen upon the assumption that iminodiacetate (IDA) and glycylglycinate (glygly) chelating ligands would bind copper(II) with mer-tridentate conformation, supplying two terminal H-acceptor carboxylate groups (IDA) or one H-acceptor carboxylate and one H-donor primary amino group (glygly). The main aim of this work was to clarify if the amino group of glygly can build an intra-molecular interligand H-bonding interaction to reinforce the Cu―N7(acv) bond. Our results are discussed in the context of an up-to-date critical look regarding the related structural information. From the viewpoint of molecular recognition, the structure of 1 shows that the chelate-nucleoside recognition only involves the Cu―N7(acv) coordination bond. In contrast, the molecular complex of 2 exhibits the Cu―N7(acv) coordination bond reinforced by an intra-molecular (glygly)N-H···O6(acv) interaction (2.961(3) Å, 140.5°). |
| |
Keywords: | Molecular recognition Interligand interaction Mixed-ligand copper(II) complex Acyclovir Glycylglycinate Iminodiacetate |
本文献已被 ScienceDirect PubMed 等数据库收录! |
|