Synthesis and biological evaluation of didemnin photoaffinity analogues.
The synthesis of four benzophenone-containing analogues of the antiproliferative natural product didemnin B is presented. In vitro protein biosynthesis inhibition potency and antitumor activity were evaluated. The results indicate that all four analogues are biologically active and could serve as photoaffinity reagents for the study of receptor-binding interactions of didemnins. These analogues could also be useful in studying antitumor effects of didemnins.
Vera
M D
MD
Department of Chemistry, University of Pennsylvania, 19104-6323, Philadelphia, PA, USA.
Pfizenmayer
A J
AJ
Ding
X
X
Ahuja
D
D
Toogood
P L
PL
Joullié
M M
MM
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001577:Benzophenones / Q000737:chemistry*; D001685:Biological Factors / Q000494:pharmacology; D002352:Carrier Proteins / Q000378:metabolism; D002455:Cell Division / Q000187:drug effects; D047630:Depsipeptides; D006801:Humans; D020128:Inhibitory Concentration 50; D020648:Peptide Elongation Factor 1 / Q000378:metabolism; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000494:pharmacology*; D019920:Photoaffinity Labels / Q000378:metabolism; D014176:Protein Biosynthesis / Q000187:drug effects*; D014407:Tumor Cells, Cultured
D000970:Antineoplastic Agents; D001577:Benzophenones; D001685:Biological Factors; D002352:Carrier Proteins; D047630:Depsipeptides; D020648:Peptide Elongation Factor 1; D010456:Peptides, Cyclic; D019920:Photoaffinity Labels; C030051:didemnins; C047723:benzophenone