Kinetics of the photoinduced dissociative electron transfer reduction of the antimalarial endoperoxide, Artemisinin

Journal of Photochemistry and Photobiology A: Chemistry

Volumn 138, Issue 1, 2001, Pages 29-34

  Magri, David C ^a   Donkers, Robert L ^a   Workentin, Mark S ^a  

^a UNIVERSITY OF WESTERN ONTARIO   (Canada)

Author keywords

Artemisinin; Dissociative electron transfer; Endoperoxides; Photoinduced electron transfer; Radical anion

Indexed keywords

EID: 0002221578     PISSN: 10106030     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1010-6030(00)00386-5     Document Type: Article

References (35)

1. Haynes R.K., Vonwiller S.C. Acc. Chem. Res. 30:1997;73.
2. Bhisutthibhan J., Pan X.-Q., Hossler P.A., Walker D.J., Yowell C.A., Carlton J., Dame J.B., Meshnick S.R. J. Biol. Chem. 273:1998;16192.
3. Klayman D.L. Science. 228:1985;1049.
4. Meshnick S.R., Taylor T.E., Kamchonwongpaisan S. Microbiol. Rev. 60:1996;301.
5. Wu W.-M., Wu Y., Wu Y.-L., Yao Z.-J., Zhou C.-M., Li Y., Shan F. J. Am. Chem. Soc. 120:1998;3316.
6. Wu Y., Yue Z.-Y., Wu Y.-L. Angew. Chem. Int. Ed. 38:1999;2580.
7. Robert A., Meunier B. Chem. Soc. Rev. 27:1998;273.
8. Posner G.H., Cumming J.N., Woo S.-H., Ploypradith P., Xie S., Shapiro T.A. J. Med. Chem. 41:1998;940 and references therein.
9. Posner G.H., Parker M.H., Northrop J., Elias J.S., Ploypradith P., Xie S., Shapiro T.A. J. Med. Chem. 42:1999;300.
10. Workentin M.S., Donkers R.L. J. Am. Chem. Soc. 120:1998;2664.
11. Donkers R.L., Workentin M.S. J. Phys. Chem. B. 102:1998;4061.
12. Zhang F., Gosser D.K. Jr., Meshnick S.R. Biochem. Pharmacol. 43:1992;1805.
13. H.L. Jiang, K.X. Chen, Y. Tang, J.Z. Chen, Y. Li, Q.M. Wang, R.Y. Ji, Q.K. Zhuang, Ind. J. Chem. 36B (1997) 154.
14. Encinas M.V., Lissi E.A. J. Photochem. 20:1982;153.
15. Engel P.S., Woods T.L., Page M.A. J. Phys. Chem. 87:1983;10.
16. Ingold K.U., Johnston L.J., Lusztyk J., Scaiano J.C. Chem. Phys. Lett. 110:1984;433.
17. Scaiano J.C., Wubbels G.G. J. Am. Chem. Soc. 103:1981;640.
18. Urano T., Kitamura A., Sakuragi H., Tokumaru K. J. Photochem. 26:1984;69.
19. Stewart L.C., Carlsson D.J., Wiles D.M., Scaiano J.C. J. Am. Chem. Soc. 105:1983;3605.
20. Donkers R.L., Maran F., Wayner D.D.M., Workentin M.S. J. Am. Chem. Soc. 121:1999;7239.
21. R.L. Donkers, M.S. Workentin, Eur. J. Chem. submitted.
22. Antonello S., Maran F. J. Am. Chem. Soc. 119:1997;12595.
23. Antonello S., Maran F. J. Am. Chem. Soc. 121:1999;9668.
24. Antonello S., Musumeci M., Wayner D.D.M., Maran F. J. Am. Chem. Soc. 119:1997;9541.
25. P.J. Wagner, in: J.C. Scaiano (Ed), Handbook of Organic Photochemistry, Vol II, CRC Press, Boca Raton, FL, 1989, p. 251 (Chapter 11).
26. Savéant J.-M. J. Am. Chem. Soc. 114:1992;10595.
27. Savéant J.-M. J. Am. Chem. Soc. 109:1987;6788.
28. Savéant J.-M. Adv. Phys. Org. Chem. 26:1990;1.
29. J.-M. Savéant, in: P.S. Mariano (Ed.) Advances in Electron Transfer Chemistry, Vol. 4, JAI Press Inc., 1994; p. 53.
30. Andrieux C.P., Savéant J.-M., Tardy C. J. Am. Chem. Soc. 120:1998;4167.
31. Kojima H., Bard A.J. J. Am. Chem. Soc. 97:1975;6317.
32. Chan K.-L., Yuen K.-H., Takayanagi H., Janadasa S., Peh K.-K. Phytochemistry. 46:1997;1209.
33. Robert M., Savéant J.-M. J. Am. Chem. Soc. 122:2000;514.
34. Costentin C., Robert M., Savéant J.-M. J. Phys. Chem. A. 104:2000;7492.
35. Isse A.A., Gennaro A., Maran F. Acta. Chem. Scand. 53:1999;1013.