Effect of C2-exo unsaturation on the cytotoxicity and DNA-binding reactivity of pyrrolo[2,1-c][1,4]benzodiazepines.
A series of novel C2-exo unsaturated pyrrolo[2,1-c][1,4]benzodiazepines (PBDs) has been synthesised via a versatile pro-C2 ketone precursor. C2-exo-unsaturation enhances both DNA-binding reactivity and in vitro cytotoxic potency.
Gregson
S J
SJ
CRC Gene Targeted Drug Design Research Group, School of Pharmacy and Biomedical Science, University of Portsmouth, Hants, UK.
Howard
P W
PW
Corcoran
K E
KE
Barcella
S
S
Yasin
M M
MM
Hurst
A A
AA
Jenkins
T C
TC
Kelland
L R
LR
Thurston
D E
DE
D000818:Animals; D000903:Antibiotics, Antineoplastic / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D001569:Benzodiazepines / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D001570:Benzodiazepinones / Q000737:chemistry; D004247:DNA / Q000378:metabolism*; D004354:Drug Screening Assays, Antitumor; D005260:Female; D006801:Humans; D015394:Molecular Structure; D010051:Ovarian Neoplasms; D011758:Pyrroles / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D014407:Tumor Cells, Cultured
D000903:Antibiotics, Antineoplastic; D001570:Benzodiazepinones; D011758:Pyrroles; D001569:Benzodiazepines; C003619:tomaymycin; D004247:DNA