SINGLET OXYGEN-MEDIATED PHOTOOXIDATION OF METHYL 11-HYDRO-13-(METHYLOXY)CARBONYLARTEMISINATE

  • Lee, Jung-Kul (Department of Agricultural Chemistry and The Research Center for New Biomaterials in Agriculture, Seoul National University) ;
  • Han, Jae-Hong (Department of Agricultural Chemistry and The Research Center for New Biomaterials in Agriculture, Seoul National University) ;
  • Kim, Jeong-Han (Department of Agricultural Chemistry and The Research Center for New Biomaterials in Agriculture, Seoul National University) ;
  • Lim, Yoong-Ho (Cheil Foods & Chemicals Inc.) ;
  • Kim, Soo-Un (Department of Agricultural Chemistry and The Research Center for New Biomaterials in Agriculture, Seoul National University)
  • Published : 1994.06.01

Abstract

Singlet oxygen-mediated photooxidation and subsequent triplet oxygen insertion of 11-hydro-13-(methyloxy)carbonylartemisinate (4) yielded a diketo compound 5 as the major product instead of the expected 11-hydro-13-(methyloxy)carbonylartemisinin (6). The formation of the unexpected product was in part consistent with the mechanism proposed by Acton and Roth and is the first isolation of the diketo compound from the photooxidation of artemisinate.

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