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Bioorg Med Chem. 2004 Sep 15;12(18):4835-41.

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

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Institute of Organic and Pharmaceutical Chemistry, National Hellenic Research Foundation, 48 Vasileos Constantinou Avenue, 116 35 Athens, Greece.


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 microM concentration, reduced reperfusion arrhythmias and MDA content on isolated rat heart preparations, with the 2- and 5-subtituted chromans possessing the better cardioprotective activity.

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