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DOI: 10.1055/s-0030-1261197
Synthesis and Antibacterial Activity of Bicyclic Lactam-Lactones
Publikationsverlauf
Publikationsdatum:
24. August 2011 (online)
Abstract
The synthesis of a lactam-lactone bicyclic system containing a pyroglutamate subunit proceeds to give the fused lactone system, which is favoured over the spirocyclic lactone alternative. These systems display no or weak antibacterial activity against the test organisms S. aureus and E. coli.
Key words
heterocycles - natural products - cyclisation - antibiotics - lactams
- Supporting Information for this article is available online:
- Supporting Information
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References and Notes
Crystallographic data (excluding structure factors) have been deposited with the Cambridge Crystallographic Data Centre (3b: CCDC 827286, 4c: CCDC 827287, 5a: CCDC 682703) and copies of these data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif.
13Calculated by using semi-empirical AM1 and PM3 at ground state in Spartan 02.
15Marvin 5.2.1(2009) was used for drawing, displaying and characterising chemical structures, substructures and reactions. Calculator plugins were used for structure property prediction and calculation, Marvin 5.2.5.1(2009) by ChemAxon (http://www.chemaxon.com).