NMR characterization of covalent adducts obtained by alkylation of heme with the antimalarial drug artemisinin

Inorganica Chimica Acta

Volumn 339, Issue , 2002, Pages 488-496

  Robert, Anne ^a   Coppel, Yannick ^a   Meunier, Bernard ^a  

^a LCC LABORATOIRE DE CHIMIE DE COORDINATION   (France)

Author keywords

Alkylation; Artemisinin; Heme; Malaria; NMR; Peroxide

Indexed keywords

ALKYLATION; NUCLEAR MAGNETIC RESONANCE; OXIDATION; PEROXIDES; PORPHYRINS;

ANTIMALARIAL DRUG; ARTEMISININ; DEMETALLATION; HEME; IRONPROTOPORPHYRIN; MALARIA; MESO POSITIONS; NMR STUDIES;

IRON COMPOUNDS;

ANTIMALARIAL AGENT; ARTEMISININ; FERRIC ION; FERROUS ION; HEME; METALLOPORPHYRIN; PROTOPORPHYRIN;

ALKYLATION; ARTICLE; NUCLEAR MAGNETIC RESONANCE;

EID: 0037112299     PISSN: 00201693     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0020-1693(02)00940-4     Document Type: Article

References (20)

1. White N.J., Nosten F., Looareesuwan S., Watkins W.M., Marsh K., Snow R.W., Kokwaro G., Ouma J., Hien T.T., Molyneux M.E., Traylor T.E., Newbold C.I., Ruebush T.K., Danis M., Greenwood B.M., Anderson R.M., Olliaro P. Lancet. 353:1999;1965.
2. Klayman D.L. Science. 228:1985;1049.
3. Pagola S., Stephens P.W., Bohle D.S., Kosar A.D., Madsen S.K. Nature. 404:2000;307.
4. Meshnick S.R., Taylor T.E., Kamchonwongpaisan S. Microbiol. Rev. 60:1996;301.
5. Pandey A.V., Tekwani B.L., Singh R.L., Chauhan V.S. J. Biol. Chem. 274:1999;19383.
6. Robert A., Dechy-Cabaret O., Cazelles J., Meunier B. Acc. Chem. Res. 35:2002;167.
7. Posner G.H., Oh C.H., Wang D., Gerena L., Milhous W.K., Meshnick S.R., Asawamahasakda W. J. Med. Chem. 37:1994;1256.
8. Jefford C.W., Favarger F., Vicente M.G.H., Jacquier Y. Helv. Chim. Acta. 78:1995;452.
9. 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.
10. Hong Y.-L., Yang Y.-Z., Meshnick S.R. Mol. Biochem. Parasitol. 63:1994;121.
11. Wang D.-Y., Wu Y.-L. Chem. Commun. 2000;2193.
12. Robert A., Meunier B. J. Am. Chem. Soc. 119:1997;5968.
13. Cazelles J., Robert A., Meunier B. J. Org. Chem. 67:2002;609.
14. Robert A., Cazelles J., Meunier B. Angew. Chem., Int. Ed. 40:2001;1954.
15. A. Robert, Y. Coppel, B. Meunier, Chem. Commun. (2002) 414.
16. Fuhrhop J.-H., Smith K.M. Smith K.M., Porphyrins and Metalloporphyrins. 1975;757-869 Elsevier, Amsterdam.
17. Scheer H., Katz J.J. Smith K.M., Porphyrins and Metalloporphyrins. 1975;399-524 Elsevier, Amsterdam.
18. Gradwell M.J., Kogelberg H., Frenkiel T.A. J. Magn. Reson. 124:1997;267.
19. Shaka A.J., Lee C.J., Pines A. J. Magn. Reson. 77:1988;274.
20. Stott K., Keeler J., Van Q.N., Shaka A.J. J. Magn. Reson. 125:1997;302.