Synthesis and cytotoxic activities of analogues of thuriferic acid.
Several analogues of thuriferic acid and derivatives, with the 3,4-methylenedioxyphenyl ring replaced by naphthalene, furan, thiophene and carbazole ring systems, have been prepared. The synthetic strategy is based on a conjugate addition-alkylation methodology followed by cationic cyclization in order to obtain the isopodophyllone analogues, which are transformed in the thuriferic acids. Their cytotoxic activities against several tumour cells lines are also described.
Madrigal
Blanca
B
Laboratorio de Química Orgánica y Farmacéutica, Facultad de Farmacia. Campus Miguel de Unamuno, 37007-Salamanca, Spain.
Puebla
Pilar
P
Ramos
Angel
A
Peláez
Rafael
R
Grávalos
Dolores
D
Caballero
Esther
E
Medarde
Manuel
M
D000970:Antineoplastic Agents / Q000737:chemistry* / Q000494:pharmacology*; D001671:Biochemistry / Q000379:methods*; D002227:Carbazoles / Q000737:chemistry / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020128:Inhibitory Concentration 50; D009281:Naphthalenes / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
D000970:Antineoplastic Agents; D002227:Carbazoles; D009281:Naphthalenes; C452999:thuriferic acid