A [2 + 2 + 2]-cycloaddition approach toward 6-oxa-allocolchicinoids with apoptosis-inducing activity.
Following an A --> ABC strategy, a new synthesis of 6-oxa-allocolchicinoids was developed exploiting a microwave-promoted Co- or Rh-catalyzed intramolecular [2 + 2 + 2]-cycloaddition (alkyne cyclotrimerization) as a key step. The approach opens a short and efficient access to a variety of novel compounds, some of which were found to exhibit significant and selective apoptosis-inducing activities against BJAB tumor cells.
Nicolaus
Norman
N
Department of Chemistry, University of Cologne, Greinstr. 4, 50939 Köln, Germany.
Strauss
Susanne
S
Neudörfl
Jörg-Martin
JM
Prokop
Aram
A
Schmalz
Hans-Günther
HG
D017209:Apoptosis / Q000187:drug effects; D002384:Catalysis; D045744:Cell Line, Tumor; D003078:Colchicine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D006801:Humans
C032782:allocolchicine; D003078:Colchicine