Lipoic acid – biological activity and therapeutic potential

Anna Gorąca1, Halina Huk-Kolega1, Aleksandra Piechota1, Paulina Kleniewska1, Elżbieta Ciejka2, Beata Skibska3
1Chair of Experimental and Clinical Physiology, Department of Cardiovascular Physiology, Medical University of Lodz, Mazowiecka 6/8, PL 92-215 Łódź, Poland
2Department of Physiotherapy and Cosmetology, Health Care School of Bialystok, Krakowska 9, PL 15-875 Białystok, Poland
3Department of Applied Pharmacy, Department of Pharmacy, Medical University of Lodz, Muszyñskiego 1, PL 90-151 Łódź, Poland

Tóm tắt

Từ khóa


Tài liệu tham khảo

Al-Attar, 2010, Physiological and histopatological investigations on the effects of α-lipoic acid in rats exposed to malathion, J Biomed Biotechnol, 2010, 203

Andreozzi, 2004, Angiotensin II impairs the insulin signaling pathway promoting production of nitric oxide by inducing phosphorylation of insulin receptor substrate-1 on Ser312 and Ser616 in human umbilical vein endothelial cells, Circ Res, 94, 1211, 10.1161/01.RES.0000126501.34994.96

Arivazhagan, 2001, Effect of DL-α-lipoic acid on mitochondrial enzymes in aged rats, Chem Biol Interact, 138, 189, 10.1016/S0009-2797(01)00268-X

Arivazhagan, 2003, Effect of DL-α-lipoic acid on the status of lipid peroxidation and lipids in aged rats, J Gerontol A Biol Sci Med Sci, 58, B788, 10.1093/gerona/58.9.B788

Baldwin, 1996, NF-κB and IκB proteins: new discoveries and insights, Annu Rev Immunol, 14, 649, 10.1146/annurev.immunol.14.1.649

Bast, 2003, Lipoic acid: a multifunctional anti-oxidant, Biofactors, 17, 207, 10.1002/biof.5520170120

Beckman, 2002, Diabetes and atherosclerosis: epidemiology, pathophysiology, and management, J Am Med Assoc, 287, 2570, 10.1001/jama.287.19.2570

Bickford, 2000, Antioxidant-rich diets improve cerebellar physiology and motor learning in aged rats, 866, 211

Biewenga, 1997, The pharmacology of the antioxidant lipoic acid, Gen Pharmacol, 29, 315, 10.1016/S0306-3623(96)00474-0

Bilska, 2007, Biological action of lipoic acid associated with sulfane metabolism, Pharmacol Rep, 60, 225

Bilska, 2005, Lipoic acid-the drug of the future, Pharmacol Rep, 57, 570

Bitar, 2010, Inflammation and apoptosis in aortic tissues of aged type II diabetes: amelioration with α-lipoic acid through phosphatidylinositol 3-kinase/Akt-dependent mechanism, Life Sci, 86, 844, 10.1016/j.lfs.2010.03.019

Borcea, 1999, α-Lipoic acid decreases oxidative stress even in diabetic patients with poor glycemic control and albuminuria, Free Radic Biol Med, 26, 1495, 10.1016/S0891-5849(99)00011-8

Breithaupt-Grögler, 1999, Dose-proportionality of oral thioctic acid-coincidence of assessments via pooled and individual data, Eur J Pharmacol Sci, 8, 57, 10.1016/S0928-0987(98)00061-X

Bush, 2002, Metal complexing agents as therapies for Alzheimer's disease, Neurobiol Aging, 23, 1031, 10.1016/S0197-4580(02)00120-3

Çakatay, 2005, Prooxidant activities of R-α-lipoic acid on oxidative protein damage in the aging rat heart muscle, Arch Gerontol Geriat, 40, 231, 10.1016/j.archger.2004.09.001

Calabrese, 2005, Oxidative stress, mitochondrial dysfunction and cellular stress response in Friedreich's ataxia, J Neurol Sci, 233, 145, 10.1016/j.jns.2005.03.012

Carreau, 1979, Biosynthesis of lipoic acid via unsaturated fatty acids, Meth Enzymol, 62, 152, 10.1016/0076-6879(79)62212-7

Christie, 2005, A comparison of egocentric and allocentric age-dependent spatial learning in the beagle dogs, Prog Neuropsychpharmacol Biol Psychiatry, 29, 361, 10.1016/j.pnpbp.2004.12.002

Clavreul, 2006, S-glutathiolation of p21ras by peroxynitrite mediates endothelial insulin resistance caused by oxidized low-density lipoprotein, Arterioscler Thromb Vasc Biol, 26, 2454, 10.1161/01.ATV.0000242791.28953.4c

Coppey, 2001, Effect of antioxidant treatment of streptozotocin-induced diabetic rats on endoneurial blood flow, motor nerve conduction velocity, and vascular reactivity of epineurial arterioles of the sciatic nerve, Diabetes, 50, 1927, 10.2337/diabetes.50.8.1927

Cremer, 2006, Safety evaluation of alpha-lipoic acid (ALA), Regul Toxicol Pharmacol, 46, 29, 10.1016/j.yrtph.2006.06.004

Cremer, 2006, Long-term safety of α-lipoic acid (ALA) consumption: A 2-years study, Regul Toxicol Pharmacol, 46, 193, 10.1016/j.yrtph.2006.06.003

De Marco, 2005, Lipoic acid decreases exhaled nitric oxide concentrations in anesthetized endotoxemic rats, Vasc Pharmacol, 43, 4040, 10.1016/j.vph.2005.08.005

Di Lisa, 2009, Mitochondria and vascular pathology, Pharmacol Rep, 61, 123, 10.1016/S1734-1140(09)70014-3

Doraiswamy, 2004, Metals in our minds: therapeutic implications for neurodegenerative disorders, Lance Neurol, 3, 431, 10.1016/S1474-4422(04)00809-9

Eason, 2002, Lipoic acid increases glucose uptake by skeletal muscles of obese-diabetic ob/ob mice, Diabetes Obes Metab, 4, 29, 10.1046/j.1463-1326.2002.00171.x

Ghibu, 2009, Antioxidant properties of an endogenous thiol: Alpha-lipoic acid, useful in the prevention of cardiovascular diseases, J Cardiovasc Pharmacol, 54, 391, 10.1097/FJC.0b013e3181be7554

Gleiter, 1996, Influence of food intake on the bioavailability of thioctic acid enantiomers (letter), Eur J Clin Pharmacol, 50, 513, 10.1007/s002280050151

Gorąca, 2009, Prophylaxis with alpha-lipoic acid against lipopolisaccharide-induced brain injury in rats, Arch Immunol Ther Exp (Warsz), 57, 141, 10.1007/s00005-009-0015-z

Gorąca, 2009, Effect of alpha-lipoic acid on LPS-induced oxidative stress in the heart, J Physiol Pharmacol, 60, 61

Hagen, 1999, R-α-lipoic acid-supplemented old rats have improved mitochondrial function, decreased oxidative damage, and increased metabolic rate, 13, 411

Head, 2009, Effects of age, dietary and behavioral enrichment on brain mitochondria in a canine model of human aging, Exp Neurol, 220, 171, 10.1016/j.expneurol.2009.08.014

Heinisch, 2010, Pleiner: Alpha-lipoic acid improves vascular endothelial function in patients with type 2 diabetes: a placebo-controlled randomized trial, Eur J Clin Invest, 40, 148

Hermann, 1996, Enantioselective pharmacokinetics and bioavailability of different racemic alpha-lipoic acid formulations in healthy volunteers, Eur J Clin Pharmacol Sci, 4, 167, 10.1016/0928-0987(95)00045-3

Hofmann, 1998, Insufficient glycemic control increases nuclear factor kappa B binding activity in peripheral blood mononuclear cells isolated from patients with type 1 diabetes, Diabetes Care, 21, 1310, 10.2337/diacare.21.8.1310

Holmquist, 2007, Lipoic acid as a novel treatment for Alzheimer's disease and related dementias, Pharmacol Ther, 113, 154, 10.1016/j.pharmthera.2006.07.001

Hui, 2003, Molecular basis of hepatic fibrosis, Expert Rev Mol Med, 5, 1, 10.1017/S1462399403005684

Janson, 2006, Orthomolecular medicine: the therapeutic use of dietary supplements for anti-aging, Clin Interv Aging, 13, 261, 10.2147/ciia.2006.1.3.261

Kataoka, 1998, Chromatographic analysis of lipoic acid and related compounds, J Chromatogr B, 717, 247, 10.1016/S0378-4347(97)00628-2

Kayali, 2006, Effect of alpha-lipoic acid supplementation on markers of protein oxidation in post-mitotic tissues of ageing rat, Cell Biochem Funct, 24, 79, 10.1002/cbf.1190

Kim, 2006, Antioxidant α-lipoic acid inhibits osteoclast differentiation by reducing nuclear factor-κB DNA binding and prevents in vivo bone resorption induced by receptor activator of nuclear factor-κB ligand and tumor necrosis factor-α, Free Radic Biol Med, 40, 1483, 10.1016/j.freeradbiomed.2005.10.066

Kim, 2007, α-Lipoic acid inhibits matrix metalloproteinase-9 expression by inhibiting NF-κB transcriptional activity, Exp Mol Med, 39, 106, 10.1038/emm.2007.12

Kim, 2008, Protective effect of lipoic acid against methylglyoxal-induced oxidative stress in LLC-PK1 cells, J Nutr Sci Vitaminol, 54, 99, 10.3177/jnsv.54.99

Kozlov, 1999, Dihydrolipoic acid maintains ubiquinone in the antioxidant active form by two-electron reduction of ubiquinone and one-electron reduction of ubisemiquinone, Arch Biochem Biophys, 363, 148, 10.1006/abbi.1998.1064

Lachman, 2000, Potato tubers as a significant source of antioxidants in human nutrition, Rostlinna Vyroba, 46, 231

Lee, 2010, α-Lipoic acid reduces matrix metalloproteinase activity in MDA-MB-231 human breast cancer line, Nutr Res, 30, 403, 10.1016/j.nutres.2010.06.009

Lodge, 1998, Thiol chelation of Cu2+ by dihydrolipoic acid prevents human low density lipo-protein per oxidation, Free Radic Biol Med, 25, 287, 10.1016/S0891-5849(98)00048-3

Marangon, 1999, Comparison of the effect of α-lipoic acid and α-tocopherol supplementation on measures of oxidative stress, Free Radic Biol Med, 27, 1114, 10.1016/S0891-5849(99)00155-0

Mc Carthy, 2009, The "rejuvenatory" impact of lipoic acid on mitochondrial function in aging rats may reflect induction and activation of PPAR-γ coactivator-1α, Med Hypotheses, 72, 29, 10.1016/j.mehy.2008.07.043

Miadokova, 2000, Antimutagenic effect of alpha-lipoic acid on three model test systems, Pharmazie, 55, 862

Mijnhout, 2010, Alpha lipoic acid: a new treatment for neuropathic pain in patients with diabetes? Neth J Med, 68, 158

Min, 2010, Alpha-lipoic acid inhibits hepatic PAI-1 expression and fibrosis by inhibiting the TGF-β signaling pathway, Biochem Biophys Res Commun, 393, 536, 10.1016/j.bbrc.2010.02.050

Na, 2009, Effects of α-lipoic acid on cell proliferation and apoptosis in MDA-MB-231 human breast cells, Nutr Res Pract, 3, 265, 10.4162/nrp.2009.3.4.265

Novotny, 2008, α-Lipoic acid - the potential for use in cancer therapy, Neoplasma, 55, 81

Ou, 1995, Thioctic (lipoic) acid: a therapeutic metal-chelating antioxidant? Biochem Pharmacol, 50, 123

Pack, 2002, Differential effects of the antioxidant α-lipoic acid on the proliferation of mitogen-stimulated peripheral blood lymphocytes and leukaemic T cells, Mol Immunol, 38, 733, 10.1016/S0161-5890(01)00110-9

Packer, 1998, α-Lipoic acid: a metabolic antioxidant which regulates NF-κB signal transduction and protects against oxidative injury, Drug Metab Rev, 30, 245, 10.3109/03602539808996311

Packer, 2001, Molecular aspects of lipoic acid in the prevention of diabetes complications, Nutrition, 17, 888, 10.1016/S0899-9007(01)00658-X

Packer, 1995, α-Lipoic acid as a biological antioxidant, Free Radic Biol Med, 19, 227, 10.1016/0891-5849(95)00017-R

Park, 2008, Alpha-lipoic acid decreases hepatic lipogenesis through adenosine monophosphate-activated protein kinase (AMPK)-dependent and AMPK-independent pathways, Hepatology, 48, 1477, 10.1002/hep.22496

Reed, 1951, Crystalline α-lipoic acid: a catalytic agent associated with pyruvate dehydrogenase, Ciences, 114, 93

Roudebush, 2005, Nutritional management of brain aging in dogs, J Am Vet Med Assoc, 227, 722, 10.2460/javma.2005.227.722

Saad, 2010, Role of oxidative stress and nitric oxide in the protective effects of α-lipoic acid and aminoguanidine against isoniazid-rifampicin-induced hepatotoxicity in rats, Food Chem Toxicol, 48, 1869, 10.1016/j.fct.2010.04.026

Schupke, 2001, New metabolic pathways of α-lipoic acid, Drug Metab Dispos, 29, 855

Shay, 2009, Alpha-lipoic acid as a dietary supplement: Molecular mechanisms and therapeutic potential, Biochim Biophys Acta, 1790, 1149, 10.1016/j.bbagen.2009.07.026

Short, 2005, Decline in skeletal muscle mitochondrial function with aging in humans, Proc Natl Acad Sci USA, 102, 5618, 10.1073/pnas.0501559102

Singh, 2008, Alpha-lipoic acid supplementation and diabetes, Nutr Rev, 66, 646, 10.1111/j.1753-4887.2008.00118.x

Skibska, 2006, Protective effects of early administration of alpha-lipoic acid against lipopolysaccharide-induced plasma lipid peroxidation, Pharmacol Rep, 58, 399

Stoll, 1993, The potent free radical scavenger alpha-lipoic acid improves memory in aged mice: putative relationship to NMDA receptor deficits, Pharmacol Biochem Behav, 46, 799, 10.1016/0091-3057(93)90204-7

Studzinski, 2006, Visuospatial function in the beagle dog: an early marker of cognitive decline in a model of human aging and dementia, Neurobiol Learn Mem, 86, 197, 10.1016/j.nlm.2006.02.005

Suh, 2005, Dietary supplementation with (R)- α-lipoic acid reverses the age-related accumulation of iron and depletion of antioxidants in the rat cerebral cortex, Redox Rep, 10, 52, 10.1179/135100005X21624

Suh, 2004, Decline in transcriptional activity of Nrf2 causes age-related loss of glutathione synthesis, which is reversible with lipoic acid, Proc Natl Acad Sci USA, 101, 3381, 10.1073/pnas.0400282101

Suzuki, 1991, Thioctic acid and dihydrolipoic acid are novel antioxidants which interact with reactive oxygen species, Free Radic Res Commun, 15, 255, 10.3109/10715769109105221

Suzuki, 1992, Alpha-lipoic acid is a potent inhibitor of NF-kappa B activation in human T cells, Biochem Biophys Res Commun, 189, 1709, 10.1016/0006-291X(92)90275-P

Svegliati-Baroni, 2001, Involvement of reactive oxygen species and nitric oxide radicals in activation and proliferation of rat hepatic stellate cells, Liver, 21, 1, 10.1034/j.1600-0676.2001.210101.x

Tabassum, 2010, Protective effect of lipoic acid against methotrexate-induced oxidative stress in liver mitochondria, Food Chem Toxicol, 48, 1973, 10.1016/j.fct.2010.04.047

Tapp, 2003, Size and reversal learning in the beagle dog as a measure of executive function and inhibitory control in aging, Learn Mem, 10, 64, 10.1101/lm.54403

Teichert, 1992, HPLC-methods for determination of lipoic acid and its reduced form in human, Int J Clin Pharmacol Ther Toxicol, 30, 511

Valko, 2005, Metals, toxicity and oxidative stress, Curr Med Chem, 12, 1161, 10.2174/0929867053764635

Van de Mark, 2003, Alpha-lipoic acid induces p27Kip-dependent cell cycle arrest in non-transformed cell lines and apoptosis in tumor cell lines, J Cell Physiol, 194, 325, 10.1002/jcp.10205

Vig-Varga, 2006, Alpha-lipoic acid modulates ovarian surface epithelial cell growth, Gynecol Oncol, 103, 45, 10.1016/j.ygyno.2006.01.060

Wenzel, 2005, α-Lipoic acid induces apoptosis in human colon cancer cells by increasing mitochondrial respiration with a concomitant O2-• generation, Apoptosis, 10, 359, 10.1007/s10495-005-0810-x

Yan, 1996, Efficacy of hypochlorous acid scavengers in the prevention of protein carbonyl formation, Arch Biochem Biophys, 327, 330, 10.1006/abbi.1996.0130

Ying, 2010, Lipoic acid effects on established atherosclerosis, Life Sci, 86, 95, 10.1016/j.lfs.2009.11.009

Zhang, 2001, α-Lipoic acid inhibits TNF-α-induced NF κB activation and adhesion molecule expression in human aortic endothelial cells, Faseb J, 15, 2423, 10.1096/fj.01-0260com

Zhu, 2007, Causes of oxidative stress in Alzheimer disease, Cell Mol Life Sci, 64, 2202, 10.1007/s00018-007-7218-4

Ziegler, 1999, Treatment of symptomatic diabetic polyneuropathy with the antioxidant α-lipoic acid: a 7-month multicenter randomized controled trial (ALADIN III study), 22, 1296