Chimeric cyclodepsipeptides as mimetics for the anthelmintic PF1022A.
In the anthelmintic cyclooctadepsipeptide PF1022A (1) didepsipeptide units have been exchanged for the beta-turn mimetics (D)-Pro-(L)-Pro and BTD (7) in order to elucidate the functional role of the depsipeptide backbone. Compounds 12 and 14 are the first PF1022A analogues in which a substantial part of the PF1022A backbone has been replaced with an improvement of anthelmintical activity. Preliminary structure-activity relationships suggest a symmetric conformation to be the biological active one.
Dyker
Hubert
H
Bayer Healthcare Pharma, 42096 Wuppertal, Germany.
Harder
Achim
A
Scherkenbeck
Jürgen
J
D000871:Anthelmintics / Q000138:chemical synthesis / Q000737:chemistry*; D047630:Depsipeptides / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D018716:Molecular Mimicry; D013329:Structure-Activity Relationship
D000871:Anthelmintics; D047630:Depsipeptides; C075544:PF 1022A