New chemical and biological aspects of artemisinin-Derived trioxane dimers

Gary H. Posner, John Northrop, Ik Hyeon Paik, Kristina Borstnik, Patrick Dolan, Thomas W. Kensler, Suji Xie, Theresa A. Shapiro

Research output: Contribution to journalArticlepeer-review

52 Scopus citations


Joining two 10-deoxoartemisinin trioxane units via a p-diacetylbenzene linker produces new C-10 non-acetal dimers 3b and 3c. 1H spectroscopy allows unambiguous assignment of the stereochemistry at C-10 in these dimers. Successful replacement of both carbonyl oxygen atoms in these diketone dimers by fluorine atoms produces new tetrafluorinated dimers 5a and 5b. Each dimer was evaluated in vitro for antimalarial, antiproliferative, and antitumor activities; ketone dimers 3b and 3c, more than fluorinated dimers 5a and 5b, are promising for chemotherapy of both malaria and cancer.

Original languageEnglish (US)
Pages (from-to)227-232
Number of pages6
JournalBioorganic and Medicinal Chemistry
Issue number1
StatePublished - 2002

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry


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