Beta'-hydroxy-alpha,beta-unsaturated ketones: a new pharmacophore for the design of anticancer drugs.
A series of beta'-hydroxy-alpha,beta-unsaturated ketones were prepared by means of an iron(III) catalyzed domino process. The in vitro antiproliferative activities were examined in the human solid tumor cell lines A2780, SW1573, and WiDr. The results showed that beta'-hydroxy-alpha,beta-unsaturated ketones were more potent than alpha,beta-unsaturated ketones. The best activity profiles were obtained for the derivatives bearing cyclic or branched substituents on the side chains.
Padrón
José M
JM
Instituto Universitario de Bio-Orgánica Antonio González (IUBO-AG), Universidad de La Laguna, C/Astrofísico Francisco Sánchez 2, 38206 La Laguna, Spain. jmpadron@ull.es
Miranda
Pedro O
PO
Padrón
Juan I
JI
Martín
Víctor S
VS
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002384:Catalysis; D002412:Cations; D049109:Cell Proliferation / Q000187:drug effects*; D003110:Colonic Neoplasms / Q000473:pathology; D015195:Drug Design; D005260:Female; D006801:Humans; D007501:Iron / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000494:pharmacology; D008175:Lung Neoplasms / Q000473:pathology; D010051:Ovarian Neoplasms / Q000473:pathology; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
D000970:Antineoplastic Agents; D002412:Cations; D007659:Ketones; D007501:Iron