Synthesis of 17beta-estradiol platinum(II) complexes: biological evaluation on breast cancer cell lines.
The synthesis of a novel series of 17beta-estradiol-linked platinum(II) complexes is described. The new molecules are linked with an alkyl chain at position 16alpha of the steroid nucleus and bear a 16beta-hydroxymethyl side chain. They are made from estrone in five chemical steps with an overall yield exceeding 28%. The biological activity of these compounds was evaluated in vitro on estrogen dependent and independent (ER+ and ER-) human breast cancers. The derivatives incorporating a 2-(2'-aminoethyl)pyridine ligand displayed good activity against the cell lines particularly when the connecting arm is 10 carbon atoms long.
Département de Chimie-Biologie, Université du Québec à Trois-Rivières, C.P. 500, Trois-Rivières, Québec, Canada G9A 5H7.
Caroline
C
Descôteaux
Josée
J
Provencher-Mandeville
Isabelle
I
Mathieu
Valérie
V
Perron
Sanat K
SK
Mandal
Eric
E
Asselin
Gervais
G
Bérubé
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D001943:Breast Neoplasms; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D004958:Estradiol / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000633:toxicity*; D005260:Female; D006801:Humans; D008968:Molecular Conformation; D009944:Organoplatinum Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*
C487473:17beta-estradiol platinum(II); D000970:Antineoplastic Agents; D009944:Organoplatinum Compounds; D004958:Estradiol