Synthesis of argentatin A derivatives as growth inhibitors of human cancer cell lines in vitro.
The syntheses of nine argentatin A analogs are described. These compounds were assessed for their ability to inhibit growth in vitro in four human cancer cell lines. Our results showed that the presence of either a double bond at C-1/C-2, or a bromine atom or formyl moiety at C-2 as well as the presence of an isoxazol ring in argentatin A enhanced its potency in all cell lines tested. In addition, an X-ray study of (16S,17R,20S,24R)-3-oxime-20,24-epoxy-16,25-dihydroxy-cycloartan-3-one led to the determination of the correct stereochemistry of argentatin A.
Parra-Delgado
Hortensia
H
Instituto de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, Circuito Exterior, Coyoacán C. P. 04510, México, DF.
Ramírez-Apan
Teresa
T
Martínez-Vázquez
Mariano
M
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects*; D006801:Humans; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D014315:Triterpenes / Q000138:chemical synthesis* / Q000494:pharmacology
D000970:Antineoplastic Agents; D014315:Triterpenes; C465304:argentatin A