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

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

doi:10.1016/j.bmc.2004.07.012

Cited by 61 publications

(34 citation statements)

References 18 publications

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“…The combination of the distinct pharmacophores of two different biologically active compounds in the same structure, has been previously reported in literature and is highly likely to lead to hybrid compounds with significant activity [35][36][37][38]. Recently we have published some novel quinolinone-3-aminoamides bearing a methyl or phenyl group on the nitrogen heteroatom incorporating the alpha-lipoic acid (LA) moiety and we have examined the influence of this modification on the anti-inflammatory/antioxidant activity of the aminoamides [29].…”

Section: Introductionmentioning

confidence: 78%

Synthesis and evaluation of the antioxidant and anti-inflammatory activity of novel coumarin-3-aminoamides and their alpha-lipoic acid adducts

Melagraki¹,

Afantitis²,

Igglessi‐Markopoulou³

et al. 2009

European Journal of Medicinal Chemistry

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250

116

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Section: Introductionmentioning

confidence: 78%

Synthesis and evaluation of the antioxidant and anti-inflammatory activity of novel coumarin-3-aminoamides and their alpha-lipoic acid adducts

Melagraki¹,

Afantitis²,

Igglessi‐Markopoulou³

et al. 2009

European Journal of Medicinal Chemistry

Self Cite

250

116

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“…Furthermore, a-lipoic acid is believed to be an antioxidant candidate because of its specificity for free radical quenching, its metal chelating activity, its interaction with other antioxidants, and its effects on gene expression. Consequently, the clinical applications envisioned today for a-lipoic acid now include neurological disorders, diabetic polyneuropathy, cataracts, glaucoma, ischemia-reperfusion injury, Amanita mushroom poisoning, and as a neuroprotective agent in chemotherapy [Maczurek et al, 2008;Koufaki et al, 2004;Packer et al, 1995;Nichols, 1997;Bilska and W"odek, 2005;Melli et al, 2008;Russell, 2009].…”

Section: Mitochondrial Targeting Systemsmentioning

confidence: 99%

Lactic acid in cancer and mitochondrial disease

Steliou

Perrine

Faller

2009

Drug Development Research

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Cancer and the mitochondrial diseases are disparate disorders that have in common a failure of normal cellular respiratory activity in disease-affected tissues. In mitochondrial diseases, the impairment in the mitochondria is often the result of abnormalities in their mtDNA, whereas in cancerous cells, the altered respiration is driven by the Warburg effect. The oxidation of glucose (as pyruvate in the mitochondria) is inhibited and energy production relies on cytoplasmic glycolysis. This suppressed mitochondrial activity confers in tumor cells a state of resistance to apoptosis and, in mitochondrial diseases like mitochondrial encephalopathy, lactic acidosis, and stroke-like episodes (MELAS), the altered respiration leads to lactic acidosis. Driving glucose to its complete oxidation inside the mitochondria has potential in cancer therapy to reconstitute apoptotic competence in tumor cells and, in mitochondrial disease, to treat lactic acidosis. This minireview investigates the development of small molecule agents for suppressing the Warburg effect in cancer therapy and lactic acidosis in mitochondrial disease. Drug Dev Res 70 : 499-511, 2009.

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“…Supplementation of LA with vitamin E has a synergistic effect in attenuating the lipid peroxidation, and thus there is a growing trend in conjugating these two molecules into a single molecule, using a spacer group to link them [26]. LA-trolox conjugates, involving a triamine spacer connecting LA and trolox moiety (Figure 88.4), strongly inhibit the lipid peroxidation [26].…”

Section: Antioxidant Analogs Of Lamentioning

confidence: 99%