First synthesis and pharmacological evaluation of benzoindolizidine and benzoquinolizidine analogues of alpha- and beta-peltatin.
The benzoindolizidine and quinolizidine analogues of alpha- and beta-peltatin were designed and synthesized by two different synthetic routes involving as the key step the Bischler-Napieralski cyclization of suitably substituted N-acyl-2-arylmethylpyrrolidine and -piperidine derivatives. The in vitro biological activity of these analogues as well as some of their derivatives was subsequently evaluated.
Couture
A
A
Laboratoire de Chimie Organique Physique, ESA CNRS 8009, Université des Sciences et Technologies de Lille, Villeneuve d'Ascq, France. axel.couture@univ-lille1.fr
Deniau
E
E
Grandclaudon
P
P
Lebrun
S
S
Léonce
S
S
Renard
P
P
Pfeiffer
B
B
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002453:Cell Cycle / Q000187:drug effects*; D004247:DNA / Q000032:analysis; D004354:Drug Screening Assays, Antitumor; D007212:Indolizines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D007939:Leukemia L1210; D051379:Mice; D015394:Molecular Structure; D011034:Podophyllotoxin / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology*; D011807:Quinolizines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
D000970:Antineoplastic Agents; D007212:Indolizines; D011807:Quinolizines; C049798:alpha-peltatin; D004247:DNA; D011034:Podophyllotoxin