Curcuminoids: production, properties and application. Report 2. Antioxidant and antimutagenic activity of curcuminoids
https://doi.org/10.37493/2307-910X.2022.3.10
Abstract
As a result of studies, it has been shown that the antioxidant activity in the series curcumin, bisdemethoxycurcumin, demethoxycurcumin decreases. The TEAС value was determined for curcumin, bisdemethoxycurcumin, demethoxycurcumin, which is 0.41, 0.32 and 0.21, respectively. The total preparation of curcuminoids has antimutagenic activity at a concentration of 8.3 mg / l in the test system of S. typhimurium TA100 and S. typhimurium TA98 strains.
About the Authors
M. A. Kapustin
Belarussian State University; North Caucasus Federal University
Belarus
Belarus
Master in Biological Sciences, researcher of the Laboratory of Applied Biology, Biology Faculty, Belarusian State University, Biology Faculty.
Minsk
Phone: +375297720526
A. S. Chubarova
Belarussian State University
Belarus
Belarus
PhD in Biological Sciences, Associate Professor, senior researcher of the Laboratory of Applied Biology, Biology Faculty, Belarusian State University, Biology Faculty.
Minsk
Phone: +375295576722
I. A. Evdokimov
North Caucasus Federal University
Russian Federation
Russian Federation
Doctor in Technical Science, Professor, Head of the Department of milk and dairy products technology, Institute of Living Systems NCFU.
Stavropol
Phone: +79624030847
A. D. Lodygin
North Caucasus Federal University
Russian Federation
Russian Federation
Doctor in Technical Science, Professor, Head of the Department of applied biotechnology, Institute of Living Systems NCFU.
Stavropol
Phone: +8652330318
S. V. Lodygina
North Caucasus Federal University
Russian Federation
Russian Federation
PhD in Technical Sciences, Associate Professor of the Department of applied biotechnology, Institute of Living Systems NCFU.
Stavropol
Phone: +8652330318
N. V. Dudchik
Scientific and Practical Center for Hygiene
Russian Federation
Russian Federation
Doctor of Biological Sciences, Associate Professor, Head of lab. of microbiology of the Scientific and Practical Center for Hygiene.
Phone: +375 17 284-13-70
V. G. Cigankov
Scientific and Practical Center for Hygiene
Russian Federation
Russian Federation
PhD in Medical Sciences, Associate Professor, leading researcher of laboratory of complex problems of food hygiene of the Scientific and Practical Center for Hygiene.
Phone: + 375293733551
A. M. Bondaruk
Scientific and Practical Center for Hygiene
Russian Federation
Russian Federation
PhD in Medical Sciences, Head of laboratory of complex problems of food hygiene of the Scientific and Practical Center for Hygiene.
Phone: + 375 17 284-13-84
V. P. Kurchenko
Belarusian State University; North Caucasus Federal University
Belarus
Belarus
PhD, Associate Professor, Head of the Laboratory of Applied Biology, Biology Faculty, Belarusian State University, Biology Faculty.
Minsk
Phone: +375 29 6630347
References
1. Gupta, S. Curcumin, a Component of Turmeric: From Farm to Pharmacy / S. Gupta, G.Kismali, B. B. Aggarwal // BioFactors. – 2013. – Vol. 39, № 1. – P. 2–13.
2. Prasad, S. Curcumin, a component of golden spice: From bedside to bench and back / S. Prasad [et al.] // Biotechnology Advances. – 2014. – Vol. 32, № 6. – P. 1053–1064.
3. Bagchi, A. Extraction of curcumin / A. Bagchi [et al.] // IOSR J. Environ. Sci. Toxicol. Food Technol. – 2012. – Vol. 1. – P. 1–16.
4. Wiggers, H.J. Curcumin, a multitarget phytochemical: challenges and perspectives / H.J. Wiggers [et al.] // Studies in Natural Products Chemistry. – 2017. –Vol. 53. – P. 243–276.
5. Siviero, A. Curcumin, a golden spice with a low Bioavailability / A. Siviero, E. Gallo, V. Maggini // J. Herb. Med. – 2015. – Vol. 5. – P. 57–70.
6. Kathryn, M. Nelson. The Essential Medicinal Chemistry of Curcumin / M. Nelson Kathryn [et al.] // J. Med. Chem. – 2017. – Vol. 60, № 5. – P. 1620–1637.
7. Amalraj, A. Biological activities of curcuminoids, other biomolecules from turmeric and their derivatives – A review / A. Amalraj, A. Pius, S. Gopi // J. of Tradit. and Complem. Medicine. – 2017. – Vol 7, № 2. – P. 205–233.
8. Dohare, P. Dose dependence and therapeutic window for the neuroprotective effects of curcumin in thromboembolic model of rat / P. Dohare, P. Garga, V. Jain, C. Natha, M. Ray // Behav. Brain Res. – 2008. – Vol. 193. – P. 289–297.
9. Gazal, M. Neuroprotective and antioxidant effects of curcumin in a ketamine-induced model of mania in rats / M. Gazal, M.R. Valente, B.A. Acosta // Eur. J Pharmacol. – 2014. –Vol. 724. – P. 132–139.
10. Jayanarayanan, S. NMDA and AMPA receptor mediated excitotoxicity in cerebral cortex of streptozotocin induced diabetic rat: ameliorating effects of curcumin / S. Jayanarayanan [et al.] // Chem. Biol. Interact. – 2013. – Vol. 201. – P. 39–48.
11. Zhang, L.J. Comparison of inhibitory potency of three different curcuminoid pigments on nitric oxide and tumor necrosis factor production of rat primary microglia induced by lipopolysaccharide / L.J. Zhang, C.F. Wu, X.L. Meng // Neurosci. Lett. – 2008. – Vol. 447. – P. 48–53.
12. Kalpravidh, R.W. Improvement in oxidative stress and antioxidant parameters in b-thalassemia/Hb E patients treated with curcuminoids / R.W. Kalpravidh, N. Siritanaratkul, P. Insain // Clin. Biochem. – 2010. – Vol. 43. – P. 424–429.
13. Naik, S.R. Protective effect of curcumin on experimentally induced inflammation, hepatotoxicity and cardiotoxicity in rats: evidence of its antioxidant property / S.R. Naik, V.N. Thakare, S.R. Patil // Exp. Toxicol. Pathol. – 2011. – Vol. 63. – P. 419–431.
14. Dall'Acqua, S. New findings on the in vivo antioxidant activity of Curcuma longa extract by an integrated 1H NMR and HPLCeMS metabolomic approach / S. Dall'Acqua, M. Stocchero, I. Boschiero // Fitoterapia. – 2016. – Vol. 109. – P. 125–131.
15. Jayaprakasha, G.K. Antioxidant activities of curcumin, demethoxycurcumin and bisdemethoxycurcumin / G.K. Jayaprakasha, L.J. Rao, K.K. Sakariah // Food Chem. – 2006. – Vol. 98. – P. 720–724.
16. Galano, A. Role of the reacting free radicals on the antioxidant mechanism of curcumin / A. Galano [et al.] // J. Chem. Phys. – 2009. – Vol. 363. – P. 13–23.
17. Simon, A. Inhibitory effect of curcuminoids on MCF-7 cell proliferation and structure-activity relationships / A. Simon [et al.] // Cancer Lett. – 1998. – Vol. 129. – P. 111–116.
18. Semsri, S. Inhibitory mechanism of pure curcumin on Wilms' tumor 1 (WT1) gene expression through the PKCa signaling pathway in leukemic K562 cells / A. Simon [et al.] // FEBS Lett. – 2011. – Vol. 585. – P. 2235–2242.
19. Jiang, J. Identification of antitumor constituents in curcuminoids from Curcuma longa L. based on the composition-activity relationship / J. Jiang [et al.] // J. Pharm. Biomed. Anal. – 2012. – Vol. 70. – P. 664–670.
20. Man, S. Turmeric enhancing anti-tumor effect of Rhizoma paridis saponins by influencing their metabolic profiling in tumors of H22 hepatocarcinoma mice / S. Man, H. Chai, P. Qiu // Pathol. Res. Pract. – 2015. – Vol. 211. – P. 948–954.
21. Yodkeeree, S. Curcumin, demethoxycurcumin and bisdemethoxycurcumi differentially inhibit cancer cell invasion through the down-regulation of MMPs and uPA / S. Yodkeeree, W. Chaiwangyen, S. Garbisa // J. Nutr. Biochem. – 2009. – Vol. 20. – P. 87–95.
22. Basile, V. Curcumin derivatives: molecular basis of their anti-cancer activity / V. Basile [et al.] // Biochem. Pharmacol. – 2009. – Vol. 78. – P. 1305–1315.
23. Yue, G.G. Turmeric ethanolic extract possesses stronger inhibitory activities on colon tumour growth than curcumin – the importance of turmerones / G.G.Yue, L. Jiang, H. Kwok // J. Funct. Foods. – 2016. – Vol. 22. – P. 565–577.
24. Ye, M. Curcumin reverses cisplatin resistance and promotes human lung adenocarcinoma A549/DDP cell apoptosis through HIF-1a and caspase-3 mechanisms / M. Ye, Y. Zhao, Y. Li // Phytomedicine. – 2012. – Vol. 19. – P. 779–787.
25. Yue, G.G.L. Evaluation of in vitro anti-proliferative and immunomodulatory activities of compounds isolated from Curcuma longa / G.G.L Yue, B.C.L Chan, P. Hon // Food Chem Toxicol. – 2010. – Vol. 48. – P. 2011–2020.
26. Vieira, I.L. In vitro muta-genicity and blood compatibility of paclitaxel and curcumin in poly (DL-lactidecoglicolide) films / I.L. Vieira [et al.] // Toxicol. In Vitro. – 2013. – Vol. 27. – P. 198–203.
27. Hong, D. Altered profiles of gene expression in curcumin-treated rats with experimentally induced myocardial infarction / D. Hong [et al.] // Pharmacol. Res. – 2010. – Vol. 61. – P. 142– 148.
28. Lopez-Jornet, P. Radioprotective effects of lycopene and curcumin during local irradiation of parotid glands in Sprague Dawley rats / P. Lopez-Jornet [et al.] // Br. J. Oral Maxillofac Surg. – 2016. – Vol. 54. – P. 275–279.
29. Sebastia, N. Curcumin and trans-resveratrol exert cell cycle-dependent radioprotective or radiosensitizing effects as elucidated by the PCC and G2-assay / N. Sebastia, A. Montoro, D. Hervas // Mutat. Res. – 2014. – Vol. 766–767. – P. 49–55.
30. Zhang, D. Effects of two curcuminoids on Candida albicans / D. Zhang [et al.] // Chin Herb Med. – 2012. – Vol. 4. – P. 205–212.
31. Chen, D. Curcumin inhibits influenza virus infection and haemagglutination activity / D. Chen, J. Shien, L. Tiley // Food Chem. – 2010. – Vol.119. – P. 1346–1351.
32. Kim, A.N. Up-regulation of heme oxygenase-1 expression through CaMKII-ERK1/2-Nrf2 signaling mediates the anti-inflammatory effect of bisdemethoxycurcumin in LPS-stimulated macrophages / A.N. Kim, W. Jeon, J.J. Lee // Free Radic Biol Med. – 2010. – Vol. 49. – P. 323– 331.
33. Cooney, J.M. A combined omics approach to evaluate the effects of dietary curcumin on colon inflammation in the Mdr1aА/А mouse model of inflammatory bowel disease / J.M. Cooney, M.P.G. Barnett, Y.E.M. Dommels // J Nutr Biochem. – 2016. – Vol. 27. – P. 181–192.
34. Kaur, I.P. Antimutagenicity of curcumin and related compounds against genotoxic heterocyclic amines from cooked food: the structural requirement / I.P. Kaur // Food Chem. – 2008. – Vol. 111. – P. 573–579.
35. Fu, S. Bioaccessibility of curcuminoids in buttermilk in simulated gastrointestinal digestion models / S. Fu [et al.] // Food Chem. – 2015. – Vol. 179. – P. 52–59.
36. Laokuldilok, N. Optimisation of microencapsulation of turmeric extract for masking flavor / N. Laokuldilok, P. Thakeow, P. Kopermsub // Food Chem. – 2016. – Vol. 194. – P. 695– 704.
37. Re, R. Antioxidant activity applying an improved ABTS radical cation decolorization assay / R. Re [et al.] // Free Radical Biology and Medicine. – 1999. – Vol. 26, № 9/10. – P. 1231– 1237.
38. Ilyasov, I.R. The use of АBТS˙+ radical cations in assessing the antiradical activity of flavolnoids / I.R. Ilyasov [et al.] // Pharmacy – 2008, – № 6. – P. 15–18.
39. Hajime, S. Improvement and Evaluation of High Throughput Fluctuation Ames Test Using 384-well Plate with Salmonella typhimurium TA100 and TA98 / S. Hajime [et al.] // Genes and Environment. – 2009. – Vol. 31, № 2. – P. 47–55.
40. Maron, D. Revised methods for the Salmonella mutagenicity test / D. Maron, B. Ames // Mut. Res. –1983. – Vol.113. – Р. 173–215.
41. Kanai, M. Dose-escalation and pharmacokinetic study of nanoparticle curcumin, a potential anticancer agent with improved bioavailability, in healthy human volunteers / Kanai M. [et al.] // Cancer Chemother Pharmacol. – 2012. – Vol. 69, № 1. – P. 65–70.
42. Hewlings, S.J. Curcumin. A Review of Its‘ Effects on Human Health / Susan J. Hewlings, Douglas S. Kalman // Foods. – 2017. – Vol. 6, № 92. – P. 1–11.
43. Kapustin M.A. Antiradical activity of curcumin, demethoxycurcumin and bisdemethoxycurcumin isolated from the rhizome of Curcuma longa L. / М.А. Kapustin, A.S. Chubarova // Biological Autumn 2017: Towards the Year of Science in Belarus: abstracts of the International Conference of Young Scientists, Minsk, November 9, 2017 / BSU, Faculty of Biology, Council of Young Scientists; editorial board: V.V. Lysak (chief editor) [et al.]. - Minsk: BSU, 2017. –P. 22– 23.
44. Rice-Evans, C.A. Structure-antioxidant activity relationships of flavonoids and phenolic acids / C.A. Rice-Evans, N.J. Miller, G. Paganga // Free Radic. Biol. Med. – 1996. – Vol. 20, № 7. – P. 933–956.
Review
For citations:
Kapustin M.A., Chubarova A.S., Evdokimov I.A., Lodygin A.D., Lodygina S.V., Dudchik N.V., Cigankov V.G., Bondaruk A.M., Kurchenko V.P. Curcuminoids: production, properties and application. Report 2. Antioxidant and antimutagenic activity of curcuminoids. Modern Science and Innovations. 2022;(3):105-118. https://doi.org/10.37493/2307-910X.2022.3.10
Views:
263
Email this article 