Casuarine-6-O-alpha-D-glucoside and its analogues are tight binding inhibitors of insect and bacterial trehalases.
Two novel casuarine-6-alpha-D-glucoside analogues, as well as the parent compound, were synthesized and tested as inhibitors towards Chironomus riparius, mammalian pig kidney and Escherichia coli trehalases. Their potent and selective activity is promising for the development of new insecticides.
Cardona
Francesca
F
Department of Chemistry U. Schiff, Laboratory of Design, Synthesis and Study of Biologically Active Heterocycles (HeteroBioLab), University of Florence, Via della Lastruccia 3-13, 50019, Sesto Fiorentino, Florence, Italy. francesca.cardona@unifi.it
Goti
Andrea
A
Parmeggiani
Camilla
C
Parenti
Paolo
P
Forcella
Matilde
M
Fusi
Paola
P
Cipolla
Laura
L
Roberts
Shirley M
SM
Davies
Gideon J
GJ
Gloster
Tracey M
TM
D000470:Alkaloids / Q000737:chemistry*; D000818:Animals; D001665:Binding Sites; D002683:Chironomidae / Q000201:enzymology; D003198:Computer Simulation; D004791:Enzyme Inhibitors / Q000737:chemistry*; D004926:Escherichia coli / Q000201:enzymology; D005960:Glucosides / Q000138:chemical synthesis / Q000737:chemistry*; D007306:Insecticides / Q000138:chemical synthesis / Q000737:chemistry*; D007668:Kidney / Q000201:enzymology; D011758:Pyrroles / Q000737:chemistry*; D013552:Swine; D014198:Trehalase / Q000037:antagonists & inhibitors* / Q000378:metabolism
D000470:Alkaloids; D004791:Enzyme Inhibitors; D005960:Glucosides; D007306:Insecticides; D011758:Pyrroles; C409108:casuarine; D014198:Trehalase