{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,16]],"date-time":"2026-03-16T13:03:47Z","timestamp":1773666227198,"version":"3.50.1"},"reference-count":45,"publisher":"Institute of Biochemistry","issue":"4","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["BIOMED KHIM"],"published-print":{"date-parts":[[2019,6]]},"abstract":"<jats:p>The superoxide-generating reaction of adrenaline autoxidation in an alkaline medium, used in vitro  to identify the antioxidant properties of various compounds, simulates the complex multistep process of quinoid  oxidation of catecholamines (CA) in the body. Sulfur-containing cysteine (Cys) and reduced glutathione (GSH),  as well as oxidized glutathione (GSSG), have been shown to inhibit this process. The studied substances were  considered as inhibitors of quinoid oxidation and are evaluated as antioxidants. The IC50 values for Cys and GSH  were close to 7.5 mM. Inhibition by GSSG was weaker; represented approximately 50-70% of Cys and GSH.  Other sulfur-containing compounds that differ in chemical structure, the amino acids taurine and methionine were  ineffective. The interest in this model and the search for effective compounds acting on this reaction is associated  with one of the mechanisms of the etiopathogenesis of Parkinson's disease (PD) discussed in the literature,  which occurs when the biochemical transformations of dopamine CA and its quinoid oxidation process are violated.  Cys, GSH and GSSG in the model system inhibit quinoid oxidation of adrenaline, as a result of which the formation  of superoxide (O2  \u00b7-) is also inhibited. Experiments with the superoxide-generating enzymatic reaction xanthine  xanthioxidase, the chemistry of which is different and not related to formation of quinoid metabolites, showed that  the studied substances did not inhibit O2  \u00b7- formation in this model. Thus, it was established that the biologically  active sulfur-containing compounds Cys, GSH and GSSG are specific inhibitors of quinoid oxidation of CA,  and are likely to be able to play the role of a neuroprotector. It is proposed to use these compounds in the treatment and  prevention of PD by activating their biosynthesis in the body.<\/jats:p>","DOI":"10.18097\/pbmc20196504316","type":"journal-article","created":{"date-parts":[[2019,8,16]],"date-time":"2019-08-16T11:41:07Z","timestamp":1565955667000},"page":"316-323","source":"Crossref","is-referenced-by-count":7,"title":["Effect of the sulfur-containing compounds on the quinoid process of adrenaline autoxidation; potential neuroprotectors"],"prefix":"10.18097","volume":"65","author":[{"given":"T.V.","family":"Sirota","sequence":"first","affiliation":[{"name":"Institute of Theoretical and Experimental Biophysics, Russian Academy of Sciences, Pushchino, Moscow region, Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"7443","published-online":{"date-parts":[[2019]]},"reference":[{"key":"ref1","doi-asserted-by":"publisher","unstructured":"Bindoli A., Rigobello M.P., Galzigna L. (1989) Toxicol. Lett., 48, 3-20.","DOI":"10.1016\/0378-4274(89)90180-X"},{"key":"ref2","doi-asserted-by":"publisher","unstructured":"Marques F., Duarte R.O., Moura J.J., Bicho M.P. (1996) Biopl. Signals, 5, 275-282.","DOI":"10.1159\/000109200"},{"key":"ref3","doi-asserted-by":"publisher","unstructured":"Bindoli A., Rigobello M.P., Deeble D.J. (1992) Free Radic. Biol. Med., 13, 391-405.","DOI":"10.1016\/0891-5849(92)90182-G"},{"key":"ref4","doi-asserted-by":"publisher","unstructured":"Sirota T.V. (2012) Biomed. khimiya, 58(1), 77-87.","DOI":"10.18097\/pbmc20125801077"},{"key":"ref5","doi-asserted-by":"publisher","unstructured":"Sirota T.V. (2013) Biomed. khimiya, 59(4), 399-410.","DOI":"10.18097\/pbmc20135904399"},{"key":"ref6","doi-asserted-by":"publisher","unstructured":"Sirota T.V. (2015) Biomed. khimiya, 61(1), 115-124.","DOI":"10.18097\/pbmc20156101115"},{"key":"ref7","doi-asserted-by":"publisher","unstructured":"Smythies J., Galzigna L. (1998) Biochim. Biophys. Acta, 1380, 159-162.","DOI":"10.1016\/S0304-4165(97)00131-1"},{"key":"ref8","doi-asserted-by":"publisher","unstructured":"Mu\u00f1oz P., Huenchuguala S., Paris I., Segura-Aguilar J. (2012) Parkinson\u2019s Dis, 2012, 920953.","DOI":"10.1155\/2012\/920953"},{"key":"ref9","unstructured":"Men\u2019shikov V.V., Bol\u2019shakova T.D. (1964) In: Adrenaline and norepinephrine. M.: Science, pp. 284-293."},{"key":"ref10","unstructured":"Rump A.F., Schierholz J., R\u00f6sen R., G\u00fcttler K., Klaus W. (2001) Arzneimittelforschung, 51, 964-970."},{"key":"ref11","doi-asserted-by":"publisher","unstructured":"Costa V.M., Silva R., Ferreira L.M., Branco P.S., Carvalho F., Bastos M.L., Carvalho R.A., Carvalho M., Remi\u00e3o F. (2007) Chem. Res. Toxicol., 20, 1183-1191.","DOI":"10.1021\/tx7000916"},{"key":"ref12","unstructured":"Kolpakov V.G. (1974) Korsakov\u2019 J. Neuropathology Psychiatry, 74, 1254-1263."},{"key":"ref13","doi-asserted-by":"publisher","unstructured":"Smythies J. (2002) Neurotox Res., 4(2), 147-150.","DOI":"10.1080\/10298420290015827"},{"key":"ref14","doi-asserted-by":"publisher","unstructured":"Smythies J. (2000) Antioxid. Redox. Signal., 2(3), 575-583.","DOI":"10.1089\/15230860050192332"},{"key":"ref15","doi-asserted-by":"publisher","unstructured":"Segura-Aguilar J., Paris I., Mu\u00f1oz P., Ferrari E., Zecca L., Zucca F.A. (2014) J. Neurochem, 129(6), 898-915.","DOI":"10.1111\/jnc.12686"},{"key":"ref16","doi-asserted-by":"publisher","unstructured":"Smythies J., De Iuliis A., Zanatta L., Galzigna L. (2002) Neurotox. Res., 4(1), 77-81.","DOI":"10.1080\/10298420290007655"},{"key":"ref17","doi-asserted-by":"publisher","unstructured":"Santos C.C., Ara\u00fajo F.M., Ferreira R.S., Silva V.B., Silva J.H.C., Grangeiro M.S., Soares \u00c9.N., Pereira L., Souza C.S., Costa S.L., Segura-Aguilar J., Silva V.D.A. (2017) Toxicology In Vitro, 42, 54-60.","DOI":"10.1016\/j.tiv.2017.04.004"},{"key":"ref18","doi-asserted-by":"publisher","unstructured":"Segura-Aguilar J., Huenchuguala S. (2018) Front Neurosci., 12, 106.","DOI":"10.3389\/fnins.2018.00106"},{"key":"ref19","doi-asserted-by":"publisher","unstructured":"Jenner P., Dexter D.T., Sian J., Schapira A.H.V., Marsden F.R.S. (1992) Ann. Neurol., 32, 82-87.","DOI":"10.1002\/ana.410320714"},{"key":"ref20","unstructured":"Dubinina E.E. (2006) Produkti metabolisma kisloroda v funkzional\u2019noi aktivnosti kletok, St. Petersburg, pp. 111-135."},{"key":"ref21","unstructured":"Misra H.P., Fridovich I. (1972) Biol. Chem., 247, 3170-3175."},{"key":"ref22","unstructured":"Sirota T.V. (1999) Patent RF No. 214674, Bull. Isobretenii No. 2, 20.01.2000."},{"key":"ref23","doi-asserted-by":"publisher","unstructured":"Sirota T.V. (1999) Vopr. med. khimii, 45(3), 263-272.","DOI":"10.1023\/A:1009654820519"},{"key":"ref24","doi-asserted-by":"publisher","unstructured":"Sirota T.V. (2016) Biomed. khimiya, 62(6), 650-655.","DOI":"10.18097\/pbmc20166206650"},{"key":"ref25","unstructured":"Kulinsky V.I., Kolesnichenko L.S. (1990) Uspechi biol. khimii, 31, 157-179."},{"key":"ref26","unstructured":"Zenkov N.K., Lankin V.Z., Men\u2019shchikova E.B. (2001) Okislitelniy stress, Maik Nauka \/ Interperiodica, pp. 154-158."},{"key":"ref27","unstructured":"Men\u2019shchikova E.B., Lankin V.Z., Zenkov N.K., Bondar\u2019 I.A., Krugovich N.F., Trufakin V.A. (2006) Okislitelniy stress. Prooxidanty i antioxidanty. Firma Slovo, Moscow, pp. 393-414."},{"key":"ref28","doi-asserted-by":"publisher","unstructured":"Bannon N.J., Goedert M., Williams B. (1984) Biochem. Pharmacol., 33(17), 2697-2698.","DOI":"10.1016\/0006-2952(84)90682-8"},{"key":"ref29","doi-asserted-by":"publisher","unstructured":"Perry T.L., Godin D.V., Hansen S. (1982) Neurosci. Lett., 33(3), 305-310.","DOI":"10.1016\/0304-3940(82)90390-1"},{"key":"ref30","doi-asserted-by":"publisher","unstructured":"Beauchamp C., Fridovich I. (1971) Anal. Biochem., 44, 276-287.","DOI":"10.1016\/0003-2697(71)90370-8"},{"key":"ref31","doi-asserted-by":"publisher","unstructured":"Sirota T.V., Lyamina N.E., Weisfeld L.I. (2017) Biofizika, 62(45), 846-851.","DOI":"10.1134\/S0006350917050219"},{"key":"ref32","doi-asserted-by":"publisher","unstructured":"Sirota T.V. (2016) Biofizika, 61(1), 22-27.","DOI":"10.1134\/S000635091601022X"},{"key":"ref33","unstructured":"Lebedev A.V., Ivanova M.V., Timoshin A.A., Ruuge E.K. (2008) Biomed. khimiya, 54(6), 687-695."},{"key":"ref34","doi-asserted-by":"publisher","unstructured":"Jomova K., Valko M. (2011) Toxicology, 283(2-3), 65-87.","DOI":"10.1016\/j.tox.2011.03.001"},{"key":"ref35","doi-asserted-by":"publisher","unstructured":"Herrera-Soto A., D\u00edaz-Veliz G., Mora S., Mu\u00f1oz P., Henny P., Steinbusc H.W.M., Segura-Aguilar J. (2017) Neurotox. Res., 32(1), 134-140.","DOI":"10.1007\/s12640-017-9719-8"},{"key":"ref36","doi-asserted-by":"publisher","unstructured":"Huenchuguala S., Mu\u00f1oz P., Graumann R., Paris I., Segura-Aguilar J. (2016) Neurotoxicology, 55, 10-12.","DOI":"10.1016\/j.neuro.2016.04.014"},{"key":"ref37","doi-asserted-by":"publisher","unstructured":"Rushworth G.F., Megson I.L. (2014) Pharmacol. Ther., 141(2), 150-159.","DOI":"10.1016\/j.pharmthera.2013.09.006"},{"key":"ref38","doi-asserted-by":"publisher","unstructured":"Mart\u00ednez-Banaclocha M.A. (2012) Med. Hypotheses, 79(1), 8-12.","DOI":"10.1016\/j.mehy.2012.03.021"},{"key":"ref39","doi-asserted-by":"publisher","unstructured":"Goldstein D.S., Jinsmaa Y., Sullivan P., Sharabi Y. (2017) Neurochem. Res., 42(11), 3289-3295.","DOI":"10.1007\/s11064-017-2371-0"},{"key":"ref40","doi-asserted-by":"publisher","unstructured":"Coles L.D., Tuite P.J., \u00d6z G., Mishra U.R., Kartha R.V., Sullivan K.M., Cloyd J.C., Terpstra M. (2018) J. Clin. Pharmacol., 58(2), 158-167.","DOI":"10.1002\/jcph.1008"},{"key":"ref41","unstructured":"https:\/\/natureweight.ru\/glutation\/."},{"key":"ref42","doi-asserted-by":"publisher","unstructured":"Izumi Y. (2013) Yakugaku Zasshi, 133(9), 983-988.","DOI":"10.1248\/yakushi.13-00166"},{"key":"ref43","doi-asserted-by":"publisher","unstructured":"Zenkov N.K., Men\u2019shchikova E.B., Tkachev V.O. (2013) Biochemistry, 78(1), 27-47.","DOI":"10.1134\/S0006297913010033"},{"key":"ref44","doi-asserted-by":"publisher","unstructured":"Lee J.A., Son H.J., Choi J.W., Kim J., Han S.H., Shin N., Kim J.H., Kim S.J., Heo J.Y., Kim D.J., Park K.D., Hwang O. (2018) Neurochem. Int., 112, 96-107.","DOI":"10.1016\/j.neuint.2017.11.006"},{"key":"ref45","doi-asserted-by":"publisher","unstructured":"Tarazi F.I., Sahli Z.T., Wolny M., Mousa S.A. (2014) Pharmacol. Ther., 144(2), 123-133.","DOI":"10.1016\/j.pharmthera.2014.05.010"}],"container-title":["Biomeditsinskaya Khimiya"],"original-title":[],"language":"ru","deposited":{"date-parts":[[2019,9,16]],"date-time":"2019-09-16T15:55:06Z","timestamp":1568649306000},"score":1,"resource":{"primary":{"URL":"http:\/\/pbmc.ibmc.msk.ru\/en\/article-en\/PBMC-2019-65-4-316"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2019]]},"references-count":45,"journal-issue":{"issue":"4","published-online":{"date-parts":[[2019]]},"published-print":{"date-parts":[[2019]]}},"URL":"https:\/\/doi.org\/10.18097\/pbmc20196504316","relation":{},"ISSN":["2310-6905","2310-6972"],"issn-type":[{"value":"2310-6905","type":"electronic"},{"value":"2310-6972","type":"print"}],"subject":[],"published":{"date-parts":[[2019]]}}}