191283-12-2Relevant academic research and scientific papers
Hemi-synthesis and biological activity of new analogues of podophyllotoxin
Roulland, Emmanuel,Magiatis, Prokopios,Arimondo, Paola,Bertounesque, Emmanuel,Monneret, Claude
, p. 3463 - 3471 (2007/10/03)
Various 4-analogues of podophyllotoxin and epipodophyllotoxin were obtained via the formation of the corresponding 4-keto derivatives. Methyloximation of podophyllotoxone, followed by subsequent catalytic hydrogenation, gave stereoselective access to 4-α-amino-4-deoxypodophyllotoxin and from there, to the corresponding acetamido and formamido derivatives. Base-catalyzed isomerisation of 4-α-amino-4-deoxypodophyllotoxin led to the corresponding picropodophyllin isomer while the 4-β-amino afforded a neopodophyllotoxin-like derivative. On the other hand, oxirane and hydroxymethyl-containing analogues were prepared from podophyllotoxin and 4-epi-4′-demethyl-podophyllotoxin, using a Takai olefination strategy. In the latter series, carboxaldehyde- and carboxylic acid-containing derivatives were also synthesized.
Bioactive isoxazoline and grime derivatives from 7-ketolignans
Miguel del Corral, Jose M.,Gordaliza, Marina,Castro, M. Angeles,Lopez-Vazquez, M. Luisa,Garcia-Gravalos, M. Dolores,Broughton, Howard B.,San Feliciano, Arturo
, p. 6555 - 6564 (2007/10/03)
A new type of cyclolignans with an isoxazoline ring fused to the cyclolignan core has been prepared from 7-ketolignanolides by reaction with hydroxylamine. The corresponding 7-oxime derivatives have also been obtained. The compounds prepared have been evaluated for their cytotoxic activities over four cell lines.
