M. Novakpekli et al., EQUILIBRIUM STUDIES ON TETRACYCLINE-METAL ION SYSTEMS, Journal of pharmaceutical and biomedical analysis, 14(8-10), 1996, pp. 1025-1029
Protonation and equilibrium constant for oxytetracycline (OTC) and dox
ycycline (DOX) with Zn2+, Ca2+ and Mg2+ ions have been determined with
Calvin-type pH-metric titrations under physiological conditions (37 d
egrees C, 0.15 M NaCl ionic strength). Even though OTC and DOX are sim
ilar in structure, major differences were found in complex composition
with regard to the protonation state: OTC generally formed species wi
th less protons compared to those with DOX. Studies of parent complexe
s were followed by investigations of ternary complexes where ascorbic
acid was used as a secondary ligand. Again, OTC showed a tendency to f
orm complexes in which fewer protons are bound than in those with DOX.
This equilibrum difference between OTC and DOX might be because DOX h
as a better pharmacodynamic effect relative to that of OTC.