Alkylation of manganese(II) tetraphenylporphyrin by antimalarial fluorinated artemisinin derivatives.
The alkylating properties of two artemisinin derivatives bearing a trifluoromethyl substituent at C10 were evaluated toward manganese(II) tetraphenylporphyrin, considered as a heme model. Chlorin-type covalent adducts were obtained by alkylation of the porphyrin ring by C-centered radicals derived from reductive activation of the peroxide function of the drugs.
Rodriguez
Montserrat
M
Laboratoire de Chimie de Coordination du CNRS, 205, route de Narbonne, 31077 Toulouse Cedex 4, France.
Bonnet-Delpon
Danièle
D
Bégué
Jean Pierre
JP
Robert
Anne
A
Meunier
Bernard
B
D000478:Alkylation; D000962:Antimalarials / Q000737:chemistry*; D037621:Artemisinins / Q000737:chemistry*; D006418:Heme / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008665:Metalloporphyrins / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D010545:Peroxides / Q000737:chemistry; D012717:Sesquiterpenes / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet
D000962:Antimalarials; D037621:Artemisinins; D008665:Metalloporphyrins; D010545:Peroxides; D012717:Sesquiterpenes; C478042:manganese(II) tetraphenylporphyrin; D006418:Heme; C031327:artemisinin