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

Francesca Cardona; Andrea Goti; Camilla Parmeggiani; Paolo Parenti; Matilde Forcella; Paola Fusi; Laura Cipolla; Shirley M. Roberts; Gideon J. Davies; Tracey M. Gloster

doi:10.1039/B926600C

Casuarine-6-O-α-d-glucoside and its analogues are tight binding inhibitors of insect and bacterial trehalases†

Francesca Cardona,*^a Andrea Goti,^a Camilla Parmeggiani,^a Paolo Parenti,^b Matilde Forcella,^b Paola Fusi,^c Laura Cipolla,^c Shirley M. Roberts,^d Gideon J. Davies^d and Tracey M. Gloster ‡^d

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^a 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
E-mail: francesca.cardona@unifi.it
Fax: +39 055 4573531
Tel: +39 055 4573504

^b Department of Environmental Sciences, University of Milano-Bicocca, Piazza della Scienza 2, 20126, Milano, Italy

^c Department of Biotechnology and Biosciences, University of Milano-Bicocca, Piazza della Scienza 2, 20126, Milano, Italy

^d Structural Biology Laboratory, Department of Chemistry, The University of York, Heslington, York, UK

Abstract

Two novel casuarine-6-α-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.

Chemical Communications

Casuarine-6-O-α-d-glucoside and its analogues are tight binding inhibitors of insect and bacterial trehalases†

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

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