A [3]ferrocenophane polyphenol showing a remarkable antiproliferative activity on breast and prostate cancer cell lines.
We have previously shown that modification of polyphenols with a ferrocenyl group can dramatically enhance their cytotoxicity. We now present two new [3]ferrocenophane compounds, one of which has an antiproliferative effect seven times stronger than the corresponding noncyclic species, with IC50 values of 90 and 94 nM on hormone-independent MDA-MB-231 breast and PC-3 prostate cancer cell lines, respectively. Solubility studies in water using methylated beta-cyclodextrin and electron transfer studies are also presented.
Plazuk
Damian
D
Ecole Nationale Supérieure de Chimie de Paris, Laboratoire Charles Friedel, UMR CNRS 7223, 11 rue Pierre et Marie Curie, 75231 Paris Cedex 05, France.
Vessières
Anne
A
Hillard
Elizabeth A
EA
Buriez
Olivier
O
Labbé
Eric
E
Pigeon
Pascal
P
Plamont
Marie-Aude
MA
Amatore
Christian
C
Zakrzewski
Janusz
J
Jaouen
Gérard
G
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001943:Breast Neoplasms / Q000188:drug therapy* / Q000473:pathology; D045744:Cell Line, Tumor; D005260:Female; D005419:Flavonoids / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D008297:Male; D010636:Phenols / Q000138:chemical synthesis* / Q000494:pharmacology; D059808:Polyphenols; D011471:Prostatic Neoplasms / Q000188:drug therapy* / Q000473:pathology; D013329:Structure-Activity Relationship; D047392:beta-Cyclodextrins / Q000494:pharmacology
D000970:Antineoplastic Agents; D005419:Flavonoids; D010636:Phenols; D059808:Polyphenols; D047392:beta-Cyclodextrins; C031215:betadex