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Multinuclear NMR and FTIR studies of new polyoxaalkyl esters of lasalocid and their complexes with lithium and sodium cations
Author(s) -
Pankiewicz Radosław,
Schroeder Grzegorz,
Gierczyk Błażej,
Brzezinski Bogumił,
Bartl Franz
Publication year - 2002
Publication title -
biopolymers
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.556
H-Index - 125
eISSN - 1097-0282
pISSN - 0006-3525
DOI - 10.1002/bip.10194
Subject(s) - lasalocid , chemistry , pyridine , fourier transform infrared spectroscopy , inorganic chemistry , chloroform , lithium (medication) , metal , molecule , nuclear magnetic resonance spectroscopy , ionophore , organic chemistry , calcium , chemical engineering , medicine , engineering , endocrinology
Abstract Three new polyoxaalkyl esters of lasalocid are synthesized. Their ability to form complexes with Li + and Na + cations is studied using multinuclear NMR methods, FTIR spectroscopy in the middle and far IR regions, and mass spectrometry. It is found that lasalocid esters form only 1:1 complexes with the metal cations. The results of the NMR study in pyridine show that the polyoxaalkyl chain of the ester does not influence the complex formation of the lasalocid part of the esters. The reason for this is the competition of the pyridine molecules in the complexation process of metal cations. In chloroform the properties of the complex formation have changed and the oxaalkyl chain plays an important role within the complexation process, as demonstrated by the dependence of the respective continuous absorptions in the far IR region on the length of the oxaalkyl chain (i.e., on the number of the oxygen atoms in the chain). The modifications of the lasalocid molecule influences the complexation of the metal cation and probably the interactions with the membrane. An increase in antibiotic activity is found as a consequence of these changed interactions. © 2002 Wiley Periodicals, Inc. Biopolymers (Biospectroscopy) 65: 95–110, 2002