Synthesis and anticancer activity of new pyrrolocarbazoles and pyrrolo-beta-carbolines.
'Bended' 1, 3 or 'linear' 2 pyrrolidino-fused (aza)carbazoles were prepared and screened towards a few cancer-related targets. Whereas 'bended' derivatives 1 and 3 proved to be weakly toxic, several members of the 'linear' family strongly interact with DNA, especially derivative 28a.
Laronze
M
M
CNRS FRE 2715 'Isolement, Structure, Transformations et Synthèse de Produits Naturels', IFR 53, Faculté de Pharmacie, 51 Rue Cognacq Jay, 51096 Reims cedex, France. marie.laronze@univ-reims.fr
Boisbrun
M
M
Léonce
S
S
Pfeiffer
B
B
Renard
P
P
Lozach
O
O
Meijer
L
L
Lansiaux
A
A
Bailly
C
C
Sapi
J
J
Laronze
J-Y
JY
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D016203:CDC2 Protein Kinase / Q000037:antagonists & inhibitors / Q000378:metabolism; D002227:Carbazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology* / Q000633:toxicity; D002243:Carbolines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology* / Q000633:toxicity; D002453:Cell Cycle / Q000187:drug effects; D045744:Cell Line, Tumor; D004247:DNA / Q000235:genetics / Q000378:metabolism; D018983:DNA Footprinting; D004264:DNA Topoisomerases, Type I / Q000378:metabolism; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology / Q000633:toxicity; D038362:Glycogen Synthase Kinase 3 / Q000037:antagonists & inhibitors / Q000378:metabolism; D000071679:Glycogen Synthase Kinase 3 beta; D007211:Indoles / Q000737:chemistry; D020128:Inhibitory Concentration 50; D051379:Mice; D015394:Molecular Structure; D009691:Nucleic Acid Denaturation; D011758:Pyrroles / Q000737:chemistry*; D013329:Structure-Activity Relationship; D013696:Temperature; D017186:Titrimetry; D059004:Topoisomerase I Inhibitors
D000970:Antineoplastic Agents; D002227:Carbazoles; D002243:Carbolines; D004791:Enzyme Inhibitors; D007211:Indoles; D011758:Pyrroles; D059004:Topoisomerase I Inhibitors; C030374:indole; D004247:DNA; D000071679:Glycogen Synthase Kinase 3 beta; D016203:CDC2 Protein Kinase; D038362:Glycogen Synthase Kinase 3; C448021:glycogen synthase kinase 3 alpha; D004264:DNA Topoisomerases, Type I