Issue 20, 2011
From the journal:

Organic & Biomolecular Chemistry

Exploring the potential of the β-thiolactones in bioorganic chemistry†

Sylvain Aubry,a   Kaname Sasaki,a   Laure Eloy,a   Geneviève Aubert,a   Pascal Retailleau,a   Thierry Cresteila  and  David Crich*ab  

* Corresponding authors

a Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, CNRS, 1 Avenue de la Terrasse, Gif-sur-Yvette, France
E-mail: Dcrich@icsn.cnrs-gif.fr
Fax: (+33) 1690 77752
Tel: (+33) 1698 23089

b Current address: Department of Chemistry, Wayne State University, Detroit, USA
E-mail: Dcrich@chem.wayne.edu
Fax: (+1) 313 577 8822
Tel: (+1) 313 577 6203

Abstract

A series of novel peptide-based β-thiolactones were synthesized and assayed for cytotoxicity against several human cancer cell lines, where they showed greater activity than the corresponding β-lactones and β-lactams. Several of the β-thiolactones prepared showed strong inhibitory activity in vitro against human cathepsins B and L.

Graphical abstract: Exploring the potential of the β-thiolactones in bioorganic chemistry

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Article information

DOI
https://doi.org/10.1039/C1OB05967J
Article type
Paper
Submitted
15 Jun 2011
Accepted
18 Jul 2011
First published
18 Jul 2011

Org. Biomol. Chem., 2011,9, 7134-7143

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Exploring the potential of the β-thiolactones in bioorganic chemistry

S. Aubry, K. Sasaki, L. Eloy, G. Aubert, P. Retailleau, T. Cresteil and D. Crich, Org. Biomol. Chem., 2011, 9, 7134 DOI: 10.1039/C1OB05967J

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