The design, synthesis and biological evaluation of stable ozonides with antimalarial activity

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 11, 1996, Pages 1101-1105

  De Almeida Barbosa, Luiz Claudio ^a   Cutler, David ^b   Mann, John ^b   Crabbe, M James ^b   Kirby, Geoffrey C ^c   Warhurst, David C ^c  

^a FEDERAL UNIVERSITY OF VIÇOSA   (Brazil)

^b UNIVERSITY OF READING   (United Kingdom)

^c LONDON SCHOOL OF HYGIENE AND TROPICAL MEDICINE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 1542525066     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/p19960001101     Document Type: Article

References (25)

1. P. Brown, New Scientist, 1992, 37;
2. M. Johnson, Time, 1993 (May 31), 46.
3. W. Peters, Chemotherapy and Drug Resistance in Malaria, Academic Press, London, 2nd edn., 1987;
4. T. T. Hien and N. J. White, Lancet, 1993, 341, 603.
5. Qinghao Research Group, Kexue Tongbao, 1977, 22, 142.
6. For reviews on artemisinin and related compounds see: D. L. Clayman, Science, 1985, 228, 1049;
7. W.-S. Zhou and X.-X. Xu, in Studies in Natural Products Chemistry, ed. Atta-ur-Rahman, Elsevier, Amsterdam, 1989, vol. 3;
8. A. R. Butler and Y.-L. Wu, Chem. Soc. Rev., 1992, 21, 85;
9. W.-S. Zhou and X.-X. Xu, Acc. Chem. Res., 1994, 27, 211;
10. M. Jung, Curr. Med. Chem., 1994, 1, 45.
11. For recent papers on 1,2,4-trioxanes and other ozonide-like analogues see: C. Singh, Tetrahedron Lett., 1990, 31, 6901;
12. W. H. Bunnelle, T. A. Isbell, C. L. Barnes and S. Qualls, J. Am. Chem. Soc., 1991, 113, 8168;
13. J. L. Vennerstrom, H.-N. Fu, W. Y. Ellis, A. L. Ager, Jr., J. K. Wood, S. L. Anderson, L. Gerena and W. K. Milhous, J. Med. Chem., 1992, 35, 3023;
14. C. Singh, D. Misra, G. Saxena and S. Chandra, Biorg. Med. Chem. Lett., 1992, 2, 497;
15. Y.-J. Rong and Y.-L. Wu, J. Chem. Soc., Perkin Trans. 1, 1993, 2149.
16. For the latest evidence for the mechanism of action see: G. H. Posner, J. N. Cumming, P. Ploypradith and C. H. Oh, J. Am. Chem. Soc., 1995, 117, 5885;
17. G. H. Posner, D. Wang, J. N. Cumming, C. H. Oh, A. N. French, A. L. Bodley and T. A. Shapiro, J. Med Chem., 1995, 38, 2273;
18. R. K. Haynes and S. C. Vonwiller, Tetrahedron Lett., 1996, 37, 253 and 257.
19. M. J. Scmuklarsky, D. L. Clayman, W. K. Milhous, R. N. Rossan, A. L. Ager, Jr., D. B. Tang, M. H. Heiffer, C. J. Canfield and B. G. Schuster, Am. J. Trop. Med. Hyg., 1993, 48, 377;
20. G. H. Posner, D. J. McGarvey, C. H. Oh, N. Kumar, S. R. Meshnick and W. Asawamahasadka, J. Med. Chem., 1995, 38, 607.
21. W. J. Cummins, M. G. B. Drew, J. Mann and E. B. Walsh, J. Chem. Soc., Perkin Trans. 1, 1983, 167.
22. M. J. Crabbe, J. A. Appleyard and C. L. Rees, Desk Top Molecular Modeller, Oxford University Press, 1994, version 3.0.
23. A preliminary account of some of this work has appeared: L-C. de Almeida Barbosa, D. Cutler, J. Mann, G. C. Kirby and D. C. Warhurst, J. Chem. Soc., Perkin Trans. 1, 1992, 3251.
24. J. Mann, Tetrahedron, 1986, 42, 4611.
25. R. M. Ekong, G. C. Kirby, G. Patel, J. D. Phillipson and D. C. Warhurst, Biochem. Pharmacol., 1990, 40, 297.