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Guanine and Plasmid DNA binding of Mono‐ and Trinuclear fac ‐[Re(CO) 3 ] + Complexes with Amino Acid Ligands
Author(s) -
Zobi Fabio,
Spingler Bernhard,
Alberto Roger
Publication year - 2005
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200400453
Subject(s) - guanine , nucleobase , chemistry , moiety , rhenium , stereochemistry , dna , adduct , amino acid , plasmid , biochemistry , organic chemistry , nucleotide , gene
We have synthesized and fully characterized four new complexes comprising the fac ‐[Re(CO) 3 ] + moiety and the ligands NH 3 , L ‐proline (Pro), or N,N ‐dimethylglycine (dmGly). The reaction of [Re(H 2 O) 3 (CO) 3 ] + with the two amino acids gives trinuclear complexes of general formula [Re(L)(CO) 3 ] 3 (where L=amino acid). We have studied the in vitro behavior of these compounds with guanine and DNA in order to understand whether the cytotoxicity exhibited by certain rhenium complexes based on the fac ‐[Re(CO) 3 ] + core is due to the formation of nucleobase complexes and inter‐ or intrastrand links between DNA bases. We have performed model studies with guanine and studied the structural effects induced by different rhenium( I ) tricarbonyl complexes on ΦX174 plasmid DNA by electrophoretic methods. Our results show that rhenium complexes with two available coordination sites interact with plasmid DNA to form a stable adduct that is likely to involve two bases.