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Compounds of Antibacterial Agent Ciprofloxacin and Magnesium – Crystal Structures and Molecular Modeling Calculations
Author(s) -
Turel Iztok,
Živec Petra,
Pevec Andrej,
Tempelaar Sarah,
Psomas George
Publication year - 2008
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200800338
Subject(s) - chemistry , magnesium , denticity , hydrogen bond , quinolone , molecule , crystal structure , crystallography , molecular model , stereochemistry , intermolecular force , metal , computational chemistry , organic chemistry , antibiotics , biochemistry
Two novel magnesium complexes of the quinolone antibacterial drug ciprofloxacin (cfH) were isolated and their crystal structures determined. In both compounds, bidentate O,O′‐bonding of quinolone molecules to the metal was observed and it was also found that a very extensive intermolecular hydrogen‐bond framework is present. The structures of both compounds, [Mg(H 2 O) 2 (cfH) 2 ](NO 3 ) 2 · 2H 2 O ( 1 ) and [Mg(cfH) 3 ](SO 4 ) · 5H 2 O ( 2 ) respectively, were compared with previously isolated compounds (cfH 2 ) 2 [Mg(H 2 O) 6 ](SO 4 ) 2 · 6H 2 O ( 3 ) and [Mg(cf) 2 ] · 2.5H 2 O ( 4 ) and the appearance of magnesium and quinolone in these structures was analyzed in detail. The lowest energy model structures of the new complexes were determined with molecular modeling calculations and compared with the corresponding structures of 1 and 2 determined by X‐ray crystallography. Though we were not able to isolate the 1:1 magnesium–ciprofloxacin complex, modeling calculations were also performed for such a complex due to its possible importance in biological systems. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)