Artemisinin-derived dimer phosphate esters as potent anti-cytomegalovirus (anti-CMV) and anti-cancer agents

A structure-activity study

Bryan T. Mott, Ran He, Xiaochun Chen, Jennifer M. Fox, Curt I. Civin, Ravit Boger, Gary H. Posner

Research output: Contribution to journalArticle

Abstract

We recently reported the anti-cancer and anti-cytomegalovirus (CMV) activity of artemisinin-derived trioxane diphenylphosphate dimer 838. To probe the relationship between chemical structure and anti-CMV and anti-cancer activities, we now report synthesis and evaluation of a series of eight new dimer phosphate ester analogs of 838. This series of novel molecules was screened against human foreskin fibroblasts (HFFs) infected with CMV and against the human Jurkat T cell acute lymphoblastic leukemia cell line. This SAR study confirms the very high anti-CMV and anti-cancer potencies of dimer diphenyl phosphate ester 838 without its being toxic to normal cells.

Original languageEnglish (US)
Pages (from-to)3702-3707
Number of pages6
JournalBioorganic and Medicinal Chemistry
Volume21
Issue number13
DOIs
StatePublished - Jul 1 2013

Fingerprint

Cytomegalovirus
Dimers
Esters
Phosphates
Neoplasms
T-cells
Poisons
Fibroblasts
Foreskin
Jurkat Cells
Precursor Cell Lymphoblastic Leukemia-Lymphoma
Cells
Molecules
T-Lymphocytes
Cell Line
artemisinine

Keywords

  • Artemisinin-derived dimmer
  • CMV
  • Leukemia
  • Phosphate ester

ASJC Scopus subject areas

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

Cite this

Artemisinin-derived dimer phosphate esters as potent anti-cytomegalovirus (anti-CMV) and anti-cancer agents : A structure-activity study. / Mott, Bryan T.; He, Ran; Chen, Xiaochun; Fox, Jennifer M.; Civin, Curt I.; Boger, Ravit; Posner, Gary H.

In: Bioorganic and Medicinal Chemistry, Vol. 21, No. 13, 01.07.2013, p. 3702-3707.

Research output: Contribution to journalArticle

Mott, Bryan T. ; He, Ran ; Chen, Xiaochun ; Fox, Jennifer M. ; Civin, Curt I. ; Boger, Ravit ; Posner, Gary H. / Artemisinin-derived dimer phosphate esters as potent anti-cytomegalovirus (anti-CMV) and anti-cancer agents : A structure-activity study. In: Bioorganic and Medicinal Chemistry. 2013 ; Vol. 21, No. 13. pp. 3702-3707.
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