Synthetic 2-methoxyestradiol derivatives: structure-activity relationships.
2-Methoxyestradiol (2ME2), a natural metabolite of estradiol which has no estrogenic activity, is a potent antitumor and anti-angiogenic compound, currently undergoing clinical trials for treatment of a variety of cancers. In the last two decades, an ever increasing number of synthetic 2-methoxyestradiol analogues have been reported. Structural changes include A/B/C/D-rings modification, homologation, aromatization, and introduction of various substituents on C-2 position along with substitution of alkyl and ethynyl groups for the 17-hydroxy function. In this review, an attempt has been made to compile the structure-activity relationships of various synthesized 2-methoxyestradiol analogues.
Univ Paris-Sud, CNRS, BioCIS - UMR 8076, LabEx LERMIT, Laboratoire de Chimie Thérapeutique, Faculté de Pharmacie, 5 rue J.-B. Clement, Châtenay-Malabry, F-92296, France. jean-francois.peyrat@u-psud.fr
Jean-François
JF
Peyrat
Jean-Daniel
JD
Brion
Mouad
M
Alami
D000077584:2-Methoxyestradiol; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000627:therapeutic use / Q000633:toxicity; D017209:Apoptosis / Q000187:drug effects; D002986:Clinical Trials as Topic; D004958:Estradiol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000627:therapeutic use / Q000633:toxicity; D006801:Humans; D009369:Neoplasms / Q000188:drug therapy; D017382:Reactive Oxygen Species / Q000378:metabolism; D013329:Structure-Activity Relationship
D000970:Antineoplastic Agents; D017382:Reactive Oxygen Species; D004958:Estradiol; D000077584:2-Methoxyestradiol