Casuarine-6-O-alpha-D-glucoside and its analogues are tight binding inhibitors of insect and bacterial trehalases

Year: 2010

Authors: Cardona F., Goti A., Parmeggiani C., Parenti P., Forcella M., Fusi P., Cipolla L., Roberts S.M., Davies G.J., Gloster T.M.

Autors Affiliation: 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; Department of Environmental Sciences, University of Milano-Bicocca, Piazza della Scienza 2, 20126, Milano, Italy; Department of Biotechnology and Biosciences, University of Milano-Bicocca, Piazza della Scienza 2, 20126 Milano, Italy; Structural Biology Laboratory, Department of Chemistry, The University of York, Heslington, York, YO10 5YW, U.K.

Abstract: 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.

Journal/Review: CHEMICAL COMMUNICATIONS

Volume: 46 (15)      Pages from: 2629  to: 2632

More Information: We thank Prof. S. G. Withers, University of British Columbia, Canada and Prof. D. R. Rose, Department of Biology, University of Waterloo, Canada, for inhibition tests towards HPA and NtMGAM. We thank MiUR (PRIN 2008) and Ente Cassa di Risparmio di Firenze, Italy, for financial support. T. M. G. is a Sir Henry Wellcome postdoctoral fellow and G.J.D. holds a Royal Society Wolfson Research Merit Award. The work was supported in part by a grant from the University of Milano-Bicocca (FA 2008).
DOI: 10.1039/b926600c

Citations: 38
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