Synthesis of chroman analogues of lipoic acid and evaluation of their activity against reperfusion arrhythmias

Maria Koufaki, Anastasia Detsi, Elissavet Theodorou, Christina Kiziridi, Theodora Calogeropoulou, Athanasios Vassilopoulos, Angeliki P. Kourounakis, Eleni Rekka, Panos N. Kourounakis, Catherine Gaitanaki, Panagiota Papazafiri

Research output: Contribution to journalArticlepeer-review

68 Scopus citations

Abstract

Novel hybrids of lipoic acid and trolox connected through triamine spacers as well as analogues in which the lipoic acid was attached at different positions of the chroman moiety of vitamin E through an amide bond, were synthesized and exhibited strong inhibition of the microsomal lipid peroxidation. Moreover, the new molecules, at 1 μM concentration, reduced reperfusion arrhythmias and MDA content on isolated rat heart preparations, with the 2- and 5-subtituted chromans possessing the better cardioprotective activity.

Original languageEnglish (US)
Pages (from-to)4835-4841
Number of pages7
JournalBioorganic and Medicinal Chemistry
Volume12
Issue number18
DOIs
StatePublished - Sep 15 2004

Keywords

  • Chroman
  • Lipid peroxidation
  • Lipoic acid
  • Reperfusion arrhythmias

ASJC Scopus subject areas

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

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