New insights into the degradation of qinghaosu (Artemisinin) mediated by non-heme-iron chelates, and their relevance to the antimalarial mechanism

Helvetica Chimica Acta

Volumn 84, Issue 4, 2001, Pages 928-932

  Wu, Yikang ^a   Yue, Zheng Yu ^a,b   Liu, He Hua ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

^b HEILONGJIANG UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ACIDITY; AMINO ACIDS; CHELATION; DECOMPOSITION;

CHELATES;

DEGRADATION;

ARTEMISININ; IRON CHELATE;

ANTIMALARIAL ACTIVITY; ARTICLE; DRUG DEGRADATION; DRUG STRUCTURE; STRUCTURE ANALYSIS;

EID: 0035047259     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1522-2675(20010418)84:4<928::AID-HLCA928>3.0.CO;2-I     Document Type: Article

References (22)

1. D. Mackenzie, New Sci. 1999, 163, 2204.
2. D. Butler, Nature (London) 1997, 386, 535.
3. For recent reviews, see J. N. Cumming, P. Ploypradith, G. H. Posner, Adv. Pharmacol. (San Diego) 1991, 37, 253;
4. J. A. Vroman, M. Alvim, M. A. Avery, Curr. Pharm. Des. 1999, 5, 101;
5. A. K. Bhattacharya, R. P. Sharma, Heterocycles 1999, 51, 1681;
6. H. Ziffer, R. J. Highet, D. L. Klayman, Prog. Chem. Org. Nat. Prod. 1997, 72, 121.
7. For some very recent reports, see P. M. O'Neill, L. P. D. Bishop, N. L. Searle, J. L. Maggs, R. C. Storr, S. A. Ward, B. K. Park, F. Mabbs, J. Org. Chem. 2000, 65, 1578;
8. D. J. Walker, J. L. Pitsch, M. M. Peng, B. L. Robinson, W. Peters, J. Bhisutthibhan, S. R. Meshnick, Antimicrob. Agents Chemother. 2000, 44, 344;
9. C. W. Jefford, J.-C. Rossier, W. K. Milhous, Heterocycles 2000, 52, 1345;
10. K. J. McCullough, J. K. Wood, A. K. Bhattacharjee, Y.-X. Dong, D. E. Kyle, W. K. Milhous, J. L. Vennerstrom, J. Med. Cliem. 2000, 43, 1246;
11. W-M. Wu, Y.-L. Wu, J. Chem. Soc., Perkin Trans. 1 2000, 4279;
12. D.-Y. Wang, Y.-L. Wu, J. Chem. Soc., Chem. Commun. 2000, 2193;
13. G. H. Posner, P. Ploypradith, M. H. Parker, H. O'Dowd, S.-H. Woo, J. Northrop, M. Krasavin, P. Dolan, T. W. Kensler, S. Xie, T. A. Shapiro, J. Med. Chem. 1999, 42, 4275;
14. H.-S. Kim, K. Tsuchiya, Y. Shibata, Y. Wataya, Y. Ushigoe, A. Masuyama, M. Norjima, K. J. McCullough, J. Chem. Soc., Perkin Trans. 1 1999, 1867;
15. F. Benoit-Vical, A. Robert, B. Meunier, Antimicrob. Agents Chemother. 1999, 43, 2555;
16. R. K. Haynes, H. H. O. Pai, A. Voerste, Tetrahedron Lett. 1999, 40, 4715.
17. Y.-K. Wu, Z.-Y. Yue, Y-L. Wu, Angew. Chem., Int. Ed. 1999, 38, 2580.
18. W.-M. Wu, Y.-K. Wu, Y.-L. Wu, Z.-J. Yao, C.-M. Zhou, Y. Li, F. Shan, J. Am. Chem. Soc. 1998, 121, 3316.
19. G. H. Posner, D.-S. Wang, J. N. Cumming, C. H. Oh, A. N. French, A. L. Bodley, T. A. Shapiro, J. Med. Chem. 1995, 38, 2273;
20. C. W. Jefford, M. G. H. Vicente, Y. Jacquier, F. Favarger, J. Mareda, P. Millasson-Schmidt, G. Brunner, U. Burger, Helv. Chim. Acta 1996, 79, 1475.
21. R. F. Jameson, W. Linert, A. Tschinkowitz, J. Chem. Soc., Dalton Trans. 1988, 2109.
22. D.-Y. Wang, Y.-K. Wu, Y.-L. Wu, Y. Li, F. Shan, J. Chem. Soc., Perkin Trans. 1 1999, 1827.