Synthesis and in vitro antitumor activity of ring C and D-substituted phenanthrolin-7-one derivatives, analogues of the marine pyridoacridine alkaloids ascididemin and meridine.
A series of cycle C and D-substituted phenanthrolin-7-ones, analogues of the marine pyridoacridines meridine and ascididemin have been synthesized on the basis of Diels-Alder reactions involving quinoline-5,8-dione and 2- (or un)-substituted-N,N-dimethylhydrazones. All the compounds were evaluated for in vitro cytotoxic activity against 12 distinct human cancer cell lines. They all exhibit cytotoxic activity with IC(50) values at least of micromolar order.
Delfourne
Evelyne
E
Centre de Phytopharmacie, FRE-CNRS 2605, Université de Perpignan, 52 Avenue Paul Alduy, 66860 Perpignan Cedex, France. delfourn@chimie.ups-tlse.fr
Kiss
Robert
R
Le Corre
Laurent
L
Dujols
Frederic
F
Bastide
Jean
J
Collignon
Françoise
F
Lesur
Brigitte
B
Frydman
Armand
A
Darro
Francis
F
D000166:Acridines / Q000737:chemistry; D000470:Alkaloids / Q000138:chemical synthesis* / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002455:Cell Division / Q000187:drug effects; D045744:Cell Line, Tumor; D015195:Drug Design; D004354:Drug Screening Assays, Antitumor; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis / Q000494:pharmacology; D006801:Humans; D015394:Molecular Structure; D010618:Phenanthrolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D011804:Quinolines / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000166:Acridines; D000470:Alkaloids; D000970:Antineoplastic Agents; D006576:Heterocyclic Compounds, 4 or More Rings; D010618:Phenanthrolines; D011804:Quinolines; C475900:pyridoacridine; C079196:meridine; C412046:ascididemin