Diaminopurine-acridine heterodimers for specific recognition of abasic site containing DNA. Influence on the biological activity of the position of the linker on the purine ring.
Three acridine-diaminopurine heterodimers tethered by a linker containing an N,N'-substituted guanidine were prepared. The molecules differ by the site of introduction of the linker on the 2,6-diaminopurine. The interactions of the new heterodimers with abasic site containing oligonucleotide were compared, and their cytotoxicity was measured in the presence or absence of the antitumor alkylating agent BCNU.
Alarcon
K
K
LEDSS, Chimie Bioorganique, UMR CNRS 5616, Université Joseph Fourier, BP53, 38041 cedex 9, Grenoble, France.
Demeunynck
M
M
Lhomme
J
J
Carrez
D
D
Croisy
A
A
D015075:2-Aminopurine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D000166:Acridines / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D000818:Animals; D001483:Base Sequence; D002330:Carmustine / Q000494:pharmacology; D002460:Cell Line / Q000166:cytology / Q000187:drug effects; D004249:DNA Damage; D019281:Dimerization; D020128:Inhibitory Concentration 50; D007364:Intercalating Agents / Q000378:metabolism*; D009691:Nucleic Acid Denaturation / Q000528:radiation effects; D009841:Oligonucleotides / Q000737:chemistry / Q000378:metabolism*; D011687:Purines / Q000737:chemistry; D013816:Thermodynamics
D000166:Acridines; D007364:Intercalating Agents; D009841:Oligonucleotides; D011687:Purines; D015075:2-Aminopurine; C007300:2,6-diaminopurine; D002330:Carmustine; C030985:purine