Search:
Computing and Library Services - delivering an inspiring information environment

Imide and isatin derivatives as β-lactam mimics of β-lactam antibiotics

Hadfield, Peter S., Casey, Lorraine A., Galt, Ronald H. B., Vilanova, Bartholomew and Page, Michael I. (2002) Imide and isatin derivatives as β-lactam mimics of β-lactam antibiotics. ARKIVOC, vi. pp. 125-144. ISSN 1424-6376

[img] PDF
Download (133kB)

Abstract

Activated γ-lactams, which are derivatives of succinimide, phthalimide and isatin with suitable
elements of molecular recognition, have been synthesised as mimics of the ß-lactam antibiotics
and their chemical and biological reactivity determined.

▼ Jump to Download Statistics
Item Type: Article
Additional Information: (c) ARKIVOC 2002
Subjects: Q Science > QD Chemistry
Q Science > QR Microbiology
Schools: School of Applied Sciences
School of Applied Sciences > Biomolecular Sciences Research Centre
Related URLs:
References: 1. (a) Strominger, J. L. Antibiotics 1967, 1, 706. (b) Woodward, R. B. The Chemistry of Penicillin, Clarke, H. T.; Johnson, J. R.; Robinson, R., Eds; Princeton University Press: Princeton, New Jersey, 1949; p 443. 2. Page, M. I. Adv. Phys. Org. Chem. 1987, 23, 165. 3. Page, M. I. The Chemistry of ß-Lactams, Page, M. I. Ed.; Blackie: Glasgow, 1992; p 79. 4. (a) Mardle, M. J.; Nayler, J. H. C.; Rustidge D. W.; Waddington, H. R. J. J. Chem. Soc. (C) 1968, 237. (b) Miller, D. B.; Nayler, J. H. C.; Waddington, H. R. J. J. Chem. Soc. (C) 1968, 242. 5. Varma, R. S.; Nobles, W. L. J. Pharm. Sci. 1975, 64, 881. 6. Jungheim, L. N.; Boyd, D. B.; Indelicato, J. M.; Pasini, C. E.; Preston, D. A.; Alborn Jr. W. E. J. Med. Chem. 1991, 34, 1732. 7. Marchand-Brynaert, J.; Bounkhala-Khrouz, Z.; Carretero, J. C.; Davies, J.; Ferroud, D.; Keulen, van J .; Serckx-Poncin, B.; Ghosez, L. Recent Advances in the Chemistry of ß- Lactam Antibiotics, Bentley, P. H.; Southgate, R.; Eds., Roy. Soc. Chem.: London, 1989; p 157. 8. Baldwin, J. E.; Lowe, C.; Schofield, C. J. Tetrahedron Lett. 1990, 31, 2211. 9. Marchand-Brynaert, J.; Amadei, E.; Ghosez, L. Bull. Soc. Chim. Belg. 1994, 103, 213. 10. Frère, J-M.; Nguyen-Disteche, M.; Coyette, J.; Joris, B. The Chemistry of ß-Lactams, Page, M. I. Ed.; Blackie: Glasgow, 1992; p148. 11. Barker, C. V.; Korn, S. R.; Monteith, M.; Page, M. I. Chem. Commun. 1999, 721. 12. Casey, L. A.; Galt, R. B.; Page, M. I. J. Chem. Soc., Perkin Trans. 2 1993, 23. 13. (a) Boyd, D. B. Chemistry and Biology of ß-Lactam Antibiotics, Morin, R. B.; Gorman, M. Eds, Academic Press: New York, 1982; Vol. 1, pp 437-545. (b) Cohen, N. C. J. Med. Chem. 1983, 26, 259. 14. Serino, A. J. J. Org. Chem. 1988, 53, 2661. 15. Herzberg, O.; Moult, J. Science 1987, 236, 694. 16. Samroioui, B.; Sutten, B. J.; Todd, R. J.; Artymiuk, P. J.; Waley, S. G.; Phillips, S. G. Nature (London) 1986, 320, 378. 17. Kelly, J. A.; Dideberg, O.; Charlier, P.; Wery, J-P.; Libert, M.; Moews, P. C.; Knox, J. P.; Duez, C.; Fraipoint, C. I.; Joris, B.; Dusart, J.; Frère, J-M.; Ghuysen, J-M. Science 1986, 231, 1429. 18. Dideberg, O.; Charlier, P.; Wery, J-P.; Dehottay, P.; Dusart, J.; Erpicum, T.; Frère, J-M.; Ghuysen, J-M. Biochem. J. 1987, 245, 911. 19. Moews, P. C.; Knox, J. P.; Dideberg, O.; Charlier, P.; Frère, J-M. Proteins 1990, 7, 156. 20. Subramanyam, C.; Bell, M. R.; Carabateas, P.; Court, J. J.; Dority, J. A.; Ferguson, E.; Gordon, R.; Hlasta, D. J.; Kumar, V.; Saindane, M. J. Med. Chem. 1994, 37, 2623. 21. March, J. Advanced Organic Chemistry, 4th Edn; John Wiley and Sons: New York; p 435. 22. Sykes, N.; McDonald, S. J. F.; Page, M. I. J. Med. Chem. 2002, 45, 2850. 23. Jones, M.; Buckwell, S. C.; Page, M. I.; Wrigglesworth, R. J. Chem. Soc., Chem. Commun. 1989, 70.
Depositing User: Sara Taylor
Date Deposited: 25 Jun 2007
Last Modified: 31 Mar 2018 15:15
URI: http://eprints.hud.ac.uk/id/eprint/249

Downloads

Downloads per month over past year

Repository Staff Only: item control page

View Item View Item

University of Huddersfield, Queensgate, Huddersfield, HD1 3DH Copyright and Disclaimer All rights reserved ©