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

doi:10.1016/j.bmc.2004.07.012

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

Radiation Oncology

Research output: Contribution to journal › Article › peer-review

70 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 language	English (US)
Pages (from-to)	4835-4841
Number of pages	7
Journal	Bioorganic and Medicinal Chemistry
Volume	12
Issue number	18
DOIs	https://doi.org/10.1016/j.bmc.2004.07.012
State	Published - Sep 15 2004

Keywords

Chroman
Lipid peroxidation
Lipoic acid
Reperfusion arrhythmias

ASJC Scopus subject areas

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

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10.1016/j.bmc.2004.07.012

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Koufaki, M., Detsi, A., Theodorou, E., Kiziridi, C., Calogeropoulou, T., Vassilopoulos, A., Kourounakis, A. P., Rekka, E., Kourounakis, P. N., Gaitanaki, C., & Papazafiri, P. (2004). Synthesis of chroman analogues of lipoic acid and evaluation of their activity against reperfusion arrhythmias. Bioorganic and Medicinal Chemistry, 12(18), 4835-4841. https://doi.org/10.1016/j.bmc.2004.07.012

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title = "Synthesis of chroman analogues of lipoic acid and evaluation of their activity against reperfusion arrhythmias",

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.",

keywords = "Chroman, Lipid peroxidation, Lipoic acid, Reperfusion arrhythmias",

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

year = "2004",

month = sep,

day = "15",

doi = "10.1016/j.bmc.2004.07.012",

language = "English (US)",

volume = "12",

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journal = "Bioorganic and Medicinal Chemistry",

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Koufaki, M, Detsi, A, Theodorou, E, Kiziridi, C, Calogeropoulou, T, Vassilopoulos, A, Kourounakis, AP, Rekka, E, Kourounakis, PN, Gaitanaki, C & Papazafiri, P 2004, 'Synthesis of chroman analogues of lipoic acid and evaluation of their activity against reperfusion arrhythmias', Bioorganic and Medicinal Chemistry, vol. 12, no. 18, pp. 4835-4841. https://doi.org/10.1016/j.bmc.2004.07.012

TY - JOUR

T1 - Synthesis of chroman analogues of lipoic acid and evaluation of their activity against reperfusion arrhythmias

AU - Koufaki, Maria

AU - Detsi, Anastasia

AU - Theodorou, Elissavet

AU - Kiziridi, Christina

AU - Calogeropoulou, Theodora

AU - Vassilopoulos, Athanasios

AU - Kourounakis, Angeliki P.

AU - Rekka, Eleni

AU - Kourounakis, Panos N.

AU - Gaitanaki, Catherine

AU - Papazafiri, Panagiota

PY - 2004/9/15

Y1 - 2004/9/15

N2 - 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.

AB - 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.

KW - Chroman

KW - Lipid peroxidation

KW - Lipoic acid

KW - Reperfusion arrhythmias

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DO - 10.1016/j.bmc.2004.07.012

M3 - Article

C2 - 15336262

AN - SCOPUS:4444335576

SN - 0968-0896

VL - 12

SP - 4835

EP - 4841

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

IS - 18

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

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