Synthesis of the first examples of A-C8/C-C2 amide-Linked pyrrolo[2,1-c][1,4]benzodiazepine dimers.
We report the synthesis of novel A-C8/C-C2 amide-linked pyrrolo[2,1-c][1,4]benzodiazepine dimers (4a and 4b) via convergent routes. These compounds lack the potent DNA interstrand cross-linking ability and resultant pronounced cytotoxicity of the known A-C8/A-C8' linked dimers (e.g., 2a-b).
Gregson
Stephen J
SJ
Cancer Research UK Gene Targeted Drug Design Research Group, The School of Pharmacy, University of London, 29/39 Brunswick Square, WC1N 1AX, London, UK.
Howard
Philip W
PW
Thurston
David E
DE
D000577:Amides / Q000737:chemistry; D000814:Aniline Compounds / Q000737:chemistry; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001381:Azepines / Q000138:chemical synthesis* / Q000494:pharmacology*; D001569:Benzodiazepines; D003432:Cross-Linking Reagents / Q000138:chemical synthesis* / Q000494:pharmacology*; D004247:DNA / Q000187:drug effects*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D011758:Pyrroles / Q000138:chemical synthesis* / Q000494:pharmacology*
D000577:Amides; D000814:Aniline Compounds; D000970:Antineoplastic Agents; D001381:Azepines; D003432:Cross-Linking Reagents; D007202:Indicators and Reagents; D011758:Pyrroles; C438462:pyrrolo(2,1-c)(1,4)benzodiazepine; D001569:Benzodiazepines; D004247:DNA