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Synthesis of antimalarial G-factors endoperoxides: relevant evidence of the formation of a biradical during the autoxidation step |
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| Authors: | Virginie Bernat Michel Baltas Henri Vial |
| Affiliation: | a Laboratoire de Synthèse et de Physicochimie de Molécules d'Intérêt Biologique, UMR CNRS 5068, Université Paul-Sabatier, 118 route de Narbonne, F-31062 Toulouse Cedex 9, France b Structure Fédérative Toulousaine en Chimie Moléculaire, FR 2599, Université Paul-Sabatier, 118 route de Narbonne, F-31062 Toulouse Cedex 9, France c Dynamique Moléculaire des Interactions Membranaires, UMR CNRS 5539, Université Montpellier 2, cc107, Place E. Bataillon, F-34095 Montpellier Cedex 5, France |
| Abstract: | In the search for new antimalarial endoperoxides related to G-factors series, using a methodology based on autoxidation of a dienol sytem, unexpected cyclic ether alcohols and hydroperoxides were obtained confirming the structure of the previously postulated biradical intermediate implicated in oxygen uptake. Antimalarial activities of PMB-endoperoxides are greatly enhanced when the peroxyhemiketal function is methylated for the G3 endoperoxide. |
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