Premium
Interaction of Uranyl Ions with Daunorubicin and Adriamycin
Author(s) -
Papakyriakou Athanasios,
Anagnostopoulou Angeliki,
GarnierSuillerot Arlette,
Katsaros Nikos
Publication year - 2002
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 - 10.1002/1099-0682(200205)2002:5<1146::aid-ejic1146>3.0.co;2-4
Subject(s) - chemistry , uranyl , daunorubicin , stability constants of complexes , aqueous solution , chelation , coordination complex , inorganic chemistry , ligand (biochemistry) , molecule , nuclear magnetic resonance spectroscopy , metal , stereochemistry , crystallography , ion , organic chemistry , medicine , biochemistry , receptor , leukemia
The interaction of the uranyl(VI) ion (UO 2 2+ ) with two anthracyclines, adriamycin (Adr) and daunorubicin (Dnr), has been studied by absorption, circular dichroism, fluorescence and NMR spectroscopy. We have shown that both drugs can form two complexes with UO 2 2+ , a process strongly dependent on the dielectric constant of the solvent, the metal‐to‐ligand ratio (R), and the pH. The first complex ( I ) involves coordination of the metal ion to the [C(11)−O − , C(12)=O] chelating site, while the second complex ( II ) involves coordination to the [C(6)−O − , C(5)=O] site. In aqueous solutions at pH 6.5, the formation of complex I takes place with two drug molecules per UO 2 2+ ion. At higher pH or R values, complex II forms, and probably has a polymeric structure with one uranyl ion bridging two drug chromophores through both the keto‐phenolate sites. In methanolic solutions the simultaneous formation of both complexes I and II is demonstrated by both CD and NMR spectroscopy. Dissociation of the complexes occurs upon interaction of the drug complexes with native DNA, with the free anthracyclines intercalating between the base pairs of the nucleotide.