Skip to main content
Log in

Comparison of in vitro antioxidant and antiradical activities of L-tyrosine and L-Dopa

  • Published:
Amino Acids Aims and scope Submit manuscript

Summary.

Phenolic compounds are interesting because of their antioxidant properties. In the present study, the antioxidant properties of L-tyrosine as a monophenolic and L-Dopa as a diphenolic amino acid were investigated by using different antioxidant assays: (i) 1,1-diphenyl-2-picryl-hydrazyl free radical (DPPH) scavenging; (ii) 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical cation decolorization assay; (iii) total antioxidant activity by ferric thiocyanate method; (iv) ferric ions (Fe3+) reducing power; (v) superoxide anion radical (O2 •−) scavenging; (vi) hydrogen peroxide (H2O2) scavenging, and (vii) ferrous ions (Fe2+) chelating activities. Butylated hydroxyanisole (BHA), butylated hydroxytoluene (BHT), α-tocopherol and trolox, a water-soluble analogue of tocopherol, were used as the reference antioxidant compounds. At the same concentration (20 µg/mL), L-tyrosine and L-Dopa showed 30.6 and 67.9% inhibition of lipid peroxidation of linoleic acid emulsion, respectively. On the other hand, BHA, BHT, α-tocopherol and trolox indicated inhibitions of 74.4, 71.2, 54.7 and 20.1% on the peroxidation of linoleic acid emulsion, respectively, at the above-mentioned concentration. In addition, L-tyrosine and L-Dopa had an effect on DPPH radical scavenging, ABTS radical scavenging, superoxide anion radical scavenging, H2O2 scavenging, total ferric ions reducing power and metal chelating on ferrous ions activities.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Subscribe and save

Springer+ Basic
EUR 32.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or Ebook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  • MS Blois (1958) ArticleTitleAntioxidant determinations by the use of a stable free radical Nature 26 1199–1200 Occurrence Handle10.1038/1811199a0

    Article  Google Scholar 

  • ME Büyükokuroğlu İ Gülçin M Oktay Öİ Küfrevioğlu (2001) ArticleTitleIn vitro antioxidant properties of dantrolene sodium Pharmacol Res 44 491–495 Occurrence Handle11735355 Occurrence Handle10.1006/phrs.2001.0890 Occurrence Handle1:CAS:528:DC%2BD3MXovFShtbo%3D

    Article  PubMed  CAS  Google Scholar 

  • YZ Cai M Sun J Xing Q Luo H Corke (2006) ArticleTitleStructure–radical scavenging activity relationships of phenolic compounds from traditional Chinese medicinal plants Life Sci 78 2872–2888 Occurrence Handle16325868 Occurrence Handle10.1016/j.lfs.2005.11.004 Occurrence Handle1:CAS:528:DC%2BD28XksVagsrY%3D

    Article  PubMed  CAS  Google Scholar 

  • YC Chung CT Chang WW Chao CF Lin ST Chou (2002) ArticleTitleAntioxidative activity and safety of the 50% ethanolic extract from red bean fermented by Bacillus subtilis IMR-NK1 J Agric Food Chem 50 2454–2458 Occurrence Handle11929313 Occurrence Handle10.1021/jf011369q Occurrence Handle1:CAS:528:DC%2BD38Xhslals74%3D

    Article  PubMed  CAS  Google Scholar 

  • P Cos LY Ying M Calomme JH Hu K Cimanga B Van Poel L Pieters AJ Vlietinck DV Berghe (1998) ArticleTitleStructure activity relationships and classification of flavonoids as inhibitors of xanthine oxidase and superoxide scavengers J Nat Prod 61 71–76 Occurrence Handle9461655 Occurrence Handle10.1021/np970237h Occurrence Handle1:CAS:528:DyaK1cXotFGhsg%3D%3D

    Article  PubMed  CAS  Google Scholar 

  • N Cotelle JL Bemier JP Catteau J Pommery JC Wallet EM Gaydou (1996) ArticleTitleAntioxidant properties of hydroxyl-flavones Free Rad Biol Med 20 35–43 Occurrence Handle8903677 Occurrence Handle10.1016/0891-5849(95)02014-4 Occurrence Handle1:CAS:528:DyaK28XitFOjtA%3D%3D

    Article  PubMed  CAS  Google Scholar 

  • V Covacci A Torsello P Palozza A Sgambato G Romano A Boninsegna A Cittadini FI Wolf (2001) ArticleTitleDNA oxidative damage during differentiation of HL-60 human promyelocytic leukemia cells Chem Res Toxicol 14 1492–1497 Occurrence Handle11712906 Occurrence Handle10.1021/tx010021m Occurrence Handle1:CAS:528:DC%2BD3MXnsFynurY%3D

    Article  PubMed  CAS  Google Scholar 

  • ME Cuvelier C Berset H Richard (1994) ArticleTitleAntioxidant constituents in sage (Salvia officinalis) J Agric Food Chem 42 665–669 Occurrence Handle10.1021/jf00039a012 Occurrence Handle1:CAS:528:DyaK2cXhs1aitrg%3D

    Article  CAS  Google Scholar 

  • TCP Dinis VMC Madeira LM Almeida (1994) ArticleTitleAction of phenolic derivates (acetoaminophen, salycilate, and 5-aminosalycilate) as inhibitors of membrane lipid peroxidation and as peroxyl radical scavengers Arch Biochem Biophys 315 161–169 Occurrence Handle7979394 Occurrence Handle10.1006/abbi.1994.1485 Occurrence Handle1:CAS:528:DyaK2MXitV2ns70%3D

    Article  PubMed  CAS  Google Scholar 

  • HJD Dorman M Kosar K Kahlos Y Holm R Hiltunen (2003) ArticleTitleAntioxidant properties and composition of aqueous extracts from Mentha species, hybrids, varieties, and cultivars J Agric Food Chem 51 4563–4569 Occurrence Handle14705878 Occurrence Handle10.1021/jf034108k Occurrence Handle1:CAS:528:DC%2BD3sXkvVOms7k%3D

    Article  PubMed  CAS  Google Scholar 

  • M Elmastaş İ Gülçin L Öztürk İ Gökçe (2005) ArticleTitleInvestigation of antioxidant properties of spearmint (Mentha spicata L.) Asian J Chem 17 137–148

    Google Scholar 

  • JD Elsworth RH Roth (1997) ArticleTitleDopamine synthesis, uptake metabolism, and receptors: relevance to gene therapy of Parkinson’s disease Exp Neurol 144 4–9 Occurrence Handle9126143 Occurrence Handle10.1006/exnr.1996.6379 Occurrence Handle1:CAS:528:DyaK2sXis1Gks7o%3D

    Article  PubMed  CAS  Google Scholar 

  • DC German K Manaye WK Smith DJ Woodward CB Saper (1989) ArticleTitleMidbrain dopaminergic cell loss in Parkinson’s disease: computer visualization Ann Neurol 26 507–514 Occurrence Handle2817827 Occurrence Handle10.1002/ana.410260403 Occurrence Handle1:STN:280:DyaK3c%2FlsFSmsQ%3D%3D

    Article  PubMed  CAS  Google Scholar 

  • HC Grice (1986) ArticleTitleSafety evaluation of butylated hydroxytoluene (BHT) in the liver, lung and gastrointestinal tract Food Chem Toxicol 24 1127–1130 Occurrence Handle10.1016/0278-6915(86)90298-X

    Article  Google Scholar 

  • İ Gülçin (2006a) ArticleTitleAntioxidant and antiradical activities of L-carnitin Life Sci 78 803–811 Occurrence Handle10.1016/j.lfs.2005.05.103 Occurrence Handle1:CAS:528:DC%2BD28XjvVynuw%3D%3D

    Article  CAS  Google Scholar 

  • İ Gülçin (2006b) ArticleTitleAntioxidant activity of caffeic acid (3,4-dihydroxycinnamic acid) Toxicology 217 213–220 Occurrence Handle10.1016/j.tox.2005.09.011 Occurrence Handle1:CAS:528:DC%2BD2MXhtlSjsrjM

    Article  CAS  Google Scholar 

  • İ Gülçin HA Alici M Cesur (2005b) ArticleTitleDetermination of in vitro antioxidant and radical scavenging activities of propofol Chem Pharm Bull 53 281–285 Occurrence Handle10.1248/cpb.53.281

    Article  Google Scholar 

  • İ Gülçin D Berashvili A Gepdiremen (2005a) ArticleTitleAntiradical and antioxidant activity of total anthocyanins from Perilla pankinensis decne J Ethnopharmacol 101 287–293 Occurrence Handle10.1016/j.jep.2005.05.006 Occurrence Handle1:CAS:528:DC%2BD2MXpvV2mtb8%3D

    Article  CAS  Google Scholar 

  • İ Gülçin Ş Beydemir HA Alici M Elmastaş ME Büyükokuroğlu (2004c) ArticleTitleIn vitro antioxidant properties of morphine Pharmacol Res 49 59–66 Occurrence Handle10.1016/j.phrs.2003.07.012 Occurrence Handle1:CAS:528:DC%2BD3sXosVKltb0%3D

    Article  CAS  Google Scholar 

  • İ Gülçin ME Büyükokuroğlu M Oktay Öİ Küfrevioğlu (2002a) ArticleTitleOn the in vitro antioxidant properties of melatonin J Pineal Res 33 167–171 Occurrence Handle10.1034/j.1600-079X.2002.20920.x

    Article  Google Scholar 

  • İ Gülçin Öİ Küfrevioğlu M Oktay ME Büyükokuroğlu (2004d) ArticleTitleAntioxidant, antimicrobial, antiulcer and analgesic activities of nettle (Urtica dioica L.) J Ethnopharmacol 90 205–215 Occurrence Handle10.1016/j.jep.2003.09.028

    Article  Google Scholar 

  • İ Gülçin V Mshvildadze A Gepdiremen R Elias (2005c) ArticleTitleScreening of antioxidant and antiradical activity of monodesmosides and crude extract from Leontice Smirnowii Tuber Phytomedicine 13 343–351 Occurrence Handle10.1016/j.phymed.2005.03.009 Occurrence Handle1:CAS:528:DC%2BD28XmtFKks78%3D

    Article  CAS  Google Scholar 

  • İ Gülçin M Oktay E Kireçci Öİ Küfrevioğlu (2003) ArticleTitleScreening of antioxidant and antimicrobial activities of anise (Pimpinella anisum L.) seed extracts Food Chem 83 371–382 Occurrence Handle10.1016/S0308-8146(03)00098-0 Occurrence Handle1:CAS:528:DC%2BD3sXnt1Sntrg%3D

    Article  CAS  Google Scholar 

  • İ Gülçin M Oktay Öİ Küfrevioğlu A Aslan (2002b) ArticleTitleDetermination of antioxidant activity of lichen Cetraria islandica (L.) Ach J Ethnopharmacol 79 325–329 Occurrence Handle10.1016/S0378-8741(01)00396-8

    Article  Google Scholar 

  • İ Gülçin İG Şat Ş Beydemir M Elmastaş Öİ Küfrevioğlu (2004a) ArticleTitleComparison of antioxidant activity of clove (Eugenia caryophylata Thunb) buds and lavender (Lavandula stoechas L.) Food Chem 87 393–400 Occurrence Handle10.1016/j.foodchem.2003.12.008 Occurrence Handle1:CAS:528:DC%2BD2cXjvFOnsr4%3D

    Article  CAS  Google Scholar 

  • İ Gülçin İG Şat Ş Beydemir Öİ Küfrevioğlu (2004b) ArticleTitleEvaluation of the in vitro antioxidant properties of extracts of broccoli (Brassica oleracea L.) Ital J Food Sci 16 17–30

    Google Scholar 

  • F Haber J Weiss (1934) ArticleTitleThe catalytic decomposition of hydrogen peroxide by iron salts Proc R Soc London Ser A 147 332–351 Occurrence Handle10.1098/rspa.1934.0221 Occurrence Handle1:CAS:528:DyaA2MXnvVSq

    Article  CAS  Google Scholar 

  • B Halliwell JMC Gutteridge (1984) ArticleTitleOxygen toxicology, oxygen radicals, transition metals and disease Biochem J 219 1–4 Occurrence Handle6326753 Occurrence Handle1:CAS:528:DyaL2cXhvVKktrk%3D

    PubMed  CAS  Google Scholar 

  • B Halliwell JMC Gutteridge (1989) Free radicals in biology and medicine Clarendon Press Oxford 23–30

    Google Scholar 

  • BH Havsteen (2002) ArticleTitleThe biochemistry and medical significance of the flavonoids Pharmacol Therapeut 96 67–202 Occurrence Handle10.1016/S0163-7258(02)00298-X Occurrence Handle1:CAS:528:DC%2BD38XovFCjsbY%3D

    Article  CAS  Google Scholar 

  • N Ito S Fukushima Tsuda (1986) ArticleTitleCarcinogenicity and modification of the carcinogenic response by BHA, BHT and other antioxidants CRC Crit Rev Toxicol 5 109–150

    Google Scholar 

  • M Kitagawa K Tashiro (2005) ArticleTitleLow-dose levodopa therapy in Japanese patients with Parkinson’s disease: a retrospective study Internal Med 44 339–943

    Google Scholar 

  • LS Lai ST Chou WW Chao (2001) ArticleTitleStudies on the antioxidative activities of Hsian-tsao (Mesona procumbens Hemsl) leaf gum J Agric Food Chem 49 963–968 Occurrence Handle11262057 Occurrence Handle10.1021/jf001146k Occurrence Handle1:CAS:528:DC%2BD3MXlsFGguw%3D%3D

    Article  PubMed  CAS  Google Scholar 

  • Q Liu G Zhu P Huang (1991) ArticleTitleAnti-inflammatory, analgesic and sedative effects of Leontice kiangnanensis Zhongguo Zhong Yao Za Zhi 161 50–65

    Google Scholar 

  • DL Madhavi SS Deshpande DK Salunkhe (1995) Introduction DL Madhavi SS Deshpande DK Salunkhe (Eds) Food antioxidants: technological, toxicological and health perspectives Marcel Dekker New York 1–4

    Google Scholar 

  • B Matthäus (2002) ArticleTitleAntioxidant activity of extracts obtained from residues of different oilseeds J Agric Food Chem 50 3444–3452 Occurrence Handle12033809 Occurrence Handle10.1021/jf011440s Occurrence Handle1:CAS:528:DC%2BD38Xjt12rt7s%3D

    Article  PubMed  CAS  Google Scholar 

  • DD Miller (1996) Mineral OR Fennema (Eds) Food chemistry Marcel Dekker New York 618–649

    Google Scholar 

  • DB Min (1998) Lipid oxidation of edible oil CC Akoh DB Min (Eds) Food lipids chemistry, nutrition, and biotechnology Marcel Dekker New York 283–296

    Google Scholar 

  • H Mitsuda K Yuasumoto K Iwami (1996) ArticleTitleAntioxidation action of indole compounds during the autoxidation of linoleic acid Eiyo to Shokuryo 19 210–214

    Google Scholar 

  • A Moure JM Cruz D Franco JM Dominguez J Sineiro H Dominguez MJ Nunez JC Parajo (2001) ArticleTitleNatural antioxidants from residual sources Food Chem 72 145–171 Occurrence Handle10.1016/S0308-8146(00)00223-5 Occurrence Handle1:CAS:528:DC%2BD3MXhtlCqurk%3D

    Article  CAS  Google Scholar 

  • M Oktay İ Gülçin Öİ Küfrevioğlu (2003) ArticleTitleDetermination of in vitro antioxidant activity of fennel (Foeniculum vulgare) seed extracts Lebensm Wiss Technol 36 263–271 Occurrence Handle10.1016/S0023-6438(02)00226-8 Occurrence Handle1:CAS:528:DC%2BD3sXjsFCls7s%3D

    Article  CAS  Google Scholar 

  • M Oyaizu (1986) ArticleTitleStudies on product of browning reaction prepared from glucose amine Jpn J Nut 44 307–315 Occurrence Handle1:CAS:528:DyaL2sXktlyiu7g%3D

    CAS  Google Scholar 

  • B Özçelik JH Lee DB Min (2003) ArticleTitleEffects of light, oxygen and pH on the 2,2-diphenyl-1-picrylhydrazyl (DPPH) method to evaluate antioxidants J Food Sci 68 487–490 Occurrence Handle10.1111/j.1365-2621.2003.tb05699.x

    Article  Google Scholar 

  • I Parejo F Viladomat J Bastida A Rosas-Romero N Flerlage J Burillo C Codına (2002) ArticleTitleComparison between the radical scavenging activity and antioxidant activity of six distilled and nondistilled Mediterranean herbs and aromatic plants J Agric Food Chem 50 6882–6890 Occurrence Handle12405792 Occurrence Handle10.1021/jf020540a Occurrence Handle1:CAS:528:DC%2BD38Xns1yku7Y%3D

    Article  PubMed  CAS  Google Scholar 

  • R Re N Pellegrini A Proteggente A Pannala M Yang C Rice-Evans (1999) ArticleTitleAntioxidant activity applying an improved ABTS radical cation decolorization assay Free Rad Biol Med 26 1231–1237 Occurrence Handle10381194 Occurrence Handle10.1016/S0891-5849(98)00315-3 Occurrence Handle1:CAS:528:DyaK1MXjvVakt7o%3D

    Article  PubMed  CAS  Google Scholar 

  • RJ Ruch SJ Cheng JE Klaunig (1989) ArticleTitlePrevention of cytotoxicity and inhibition of intracellular communication by antioxidant catechins isolated from Chinese green tea Carcinogenesis 10 1003–1008 Occurrence Handle2470525 Occurrence Handle10.1093/carcin/10.6.1003 Occurrence Handle1:CAS:528:DyaL1MXksFaht78%3D

    Article  PubMed  CAS  Google Scholar 

  • AH Schapira (2005) ArticleTitlePresent and future drug treatment for Parkinson’s disease J Neurol Neurosurg Psychiatry 76 1472–1478 Occurrence Handle16227533 Occurrence Handle10.1136/jnnp.2004.035980 Occurrence Handle1:STN:280:DC%2BD2MrltFSgtA%3D%3D

    Article  PubMed  CAS  Google Scholar 

  • F Shahidi (1997) Natural antioxidants: chemistry, health effects and applications AOCS Press Champaign, IL 5

    Google Scholar 

  • F Shahidi DK Janitha PD Wanasandura (1992) ArticleTitlePhenolic antioxidants Crit Rev Food Sci Nutr 32 67–103 Occurrence Handle1290586 Occurrence Handle1:CAS:528:DyaK38XlvFSgs7g%3D Occurrence Handle10.1080/10408399209527581

    Article  PubMed  CAS  Google Scholar 

  • ER Sherwin (1990) Antioxidants AL Branen PM Davidson S Salminen (Eds) Food additives Marcel Dekker Inc. New York 139–193

    Google Scholar 

  • YL Shia IFF Benzieb JA Buswell (2002) ArticleTitleL-Dopa oxidation products prevent H2O2-induced oxidative damage to cellular DNA Life Sci 71 3047–3057 Occurrence Handle10.1016/S0024-3205(02)02172-0

    Article  Google Scholar 

  • T Sun W Xie P Xu (2004) ArticleTitleSuperoxide anion scavenging activity of graft chitosan derivatives Carbohyd Polym 58 379–382 Occurrence Handle10.1016/j.carbpol.2004.06.042 Occurrence Handle1:CAS:528:DC%2BD2cXhtVahtbjM

    Article  CAS  Google Scholar 

  • H Wang G Cao RL Prior (1996) ArticleTitleTotal antioxidant capacity of fruits J Agric Food Chem 44 701–705 Occurrence Handle10.1021/jf950579y Occurrence Handle1:CAS:528:DyaK28Xht1yltL0%3D

    Article  CAS  Google Scholar 

  • HP Wichi (1988) ArticleTitleEnhanced tumor development by butylated hydroxyanisole (BHA) from the prospective of effect on forestomach and oesophageal squamous epithelium Food Chem Toxicol 26 717–723 Occurrence Handle10.1016/0278-6915(88)90072-5

    Article  Google Scholar 

  • BS Wolfenden RL Willson (1982) ArticleTitleRadical-cations as reference chromogens in kinetic studies of one-electron transfer reactions: pulse radiolysis studies of 2,29-azinobis-(3-ethylbenzthiazoline-6-suphonate) Chem Soc Perk Trans 2 805–812 Occurrence Handle10.1039/p29820000805

    Article  Google Scholar 

  • QY Zhu RM Hackman JL Ensunsa RR Holt CL Keen (2002) ArticleTitleAntioxidative activities of oolong tea J Agric Food Chem 50 6929–6934 Occurrence Handle12405799 Occurrence Handle10.1021/jf0206163 Occurrence Handle1:CAS:528:DC%2BD38Xns1Cqsrg%3D

    Article  PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Gülçin, İ. Comparison of in vitro antioxidant and antiradical activities of L-tyrosine and L-Dopa. Amino Acids 32, 431–438 (2007). https://doi.org/10.1007/s00726-006-0379-x

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s00726-006-0379-x

Navigation