Synthesis and biological activity of simplified belactosin C analogues.
Successful biochemical studies of the natural products belactosin A and C and their acylated congeners have shown a β-lactonecarboxamide moiety to be a possible core structure of powerful proteasome inhibitors. As a part of further investigations, variously decorated simplified β-lactonecarboxamides have been synthesized in order to understand structure-biological activity relations in detail, to find ways of improving their biological activity and stability and to reduce the complexity of their preparation. Biological tests showed that the best compounds possess a high potential against phytopathogenic fungi in the greenhouse.
Institut für Organische und Biomolekulare Chemie der Georg-August-Universität Göttingen, Tammannstrasse 2, D-37077 Göttingen, Germany. Armin.deMeijere@chemie.uni-goettingen.de
Armin
A
de Meijere
Vadim S
VS
Korotkov
Alexander V
AV
Lygin
Oleg V
OV
Larionov
Viktor V
VV
Sokolov
Tine
T
Graef
Mazen
M
Es-Sayed
D000215:Acylation; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D005658:Fungi / Q000201:enzymology*; D036341:Intercellular Signaling Peptides and Proteins; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D010944:Plants / Q000382:microbiology; D061988:Proteasome Inhibitors; D013302:Streptomyces / Q000737:chemistry; D013329:Structure-Activity Relationship
D004791:Enzyme Inhibitors; D036341:Intercellular Signaling Peptides and Proteins; D010455:Peptides; D061988:Proteasome Inhibitors; C406052:belactosin A; C406054:belactosin C