The Korean Journal of Food And Nutrition (한국식품영양학회지)

The Korean Society of Food and Nutrition (한국식품영양학회)
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Conversion Effect to Cotinine from Nicotine by Fucoidan

후코이단에 의한 니코틴의 코티닌 전환 효과

  • Received : 2014.04.15
  • Accepted : 2014.08.20
  • Published : 2014.08.30
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Abstract

This study aims to find the correlation the low-molecule fucoidan for cancer prevention with an accelerated formation of cotinine. In the presence of fucoidan, a nicotine to cotinine coversion was studied in established assay, direct mixture method and Hep-G2 cell line method. Fucoidan of $1{\mu}g/mL$ showed the potential effect for converting nicotine to cotinine in the direct mixture method compared to control. Increase of conversion rate at the treatment of fucoidan is exhibited as 15 times compared to control. In Hep-G2 cell treatment, fucoidan showed the potential activity for converting nicotine to cotinine as 6 times compared to control. Therefore, fucoidan was shown to be effective in the conversion of nicotine into cotinine even though it is not higher content of polyphenol and flavonoid than its of green tea extract.

본 연구에서는 nicotine 분해에 효과에 대하여 해양식물 유래의 후코이단을 이용하여 시험관에서 직접 혼합법 및 세포주 시험에서 nicotine의 cotinine으로의 전환능을 측정하였다. 직접 혼합법 시험결과, 후코이단 $1{\mu}g/mL$에서 시간이 경과함에 따라서 nicotine의 cotinine으로의 전환 정도가 대조군 대비 증가하여 시험 종료 시점에서 15배의 증가율을 나타내었다. 세포주을 이용한 nicotine의 분해능 시험 결과, 시험 종료 시점에서 대조군 대비 6배의 cotinine 증가율을 나타내었다. 양성 대조군으로 사용한 녹차 추출물 대비 nicotine 분해능은 우수한 것으로 평가되었다. 그러나 후코이단의 항산화능은 녹차 추출물과 대비하여 낮았으며, 항산화 주요 기능을 갖는 폴리페놀 및 플라보노이드 성분 역시 낮았다. 본 시험 결과가 나타내는 바는 후코이단의 nicotine의 cotinine으로의 전환능에 대한 입증을 하였으며 이는 금연 보조 역할을 할 수 있는 기능성 소재로 사료된다.

Keywords

References

  1. Abood LG, Grassi S, Costanza M. 1983. Binding of optically pure(-)-[3H] nicoine to rat brain membranes. FEBS Letters 157:147-149 https://doi.org/10.1016/0014-5793(83)81134-X
  2. Bae JS, Lee JS, Kim YS, Sim WJ, Lee H, Chun JY, Park KP. 2008. Depolymerization of fucoidan by contact glow discharge electrolysis (CGDE). Korean Chem Eng Res 46:886-891
  3. Benowitz NL. 1988. Drug therapy. Pharmacologic aspects of cigarette smoking and nicotine addiction. New Eng J Med 319:1318-1330 https://doi.org/10.1056/NEJM198811173192005
  4. Benowitz NL. 1996. Pharmacology of nicotine, addiction and therapeutics. Ann Pharmacol Toxicol 36:597-613 https://doi.org/10.1146/annurev.pa.36.040196.003121
  5. Berteau O, Mulloy B. 2003. Sulfated fucans, fresh perspectives: structures, functions, and biological properties of sulfated fucans and an overview of enzymes active toward this class of polysaccharide. Glycobiology 13:29R-40R https://doi.org/10.1093/glycob/cwg058
  6. Brown BG, Ching GC, Ayres PH, Lee CK, Doolittle DJ. 1999. The effect of cotinine or cigarette smoke coadministration on the formation of O6-methylguanine adducts in the lung and liver of A/J mice treated 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK). Toxicol Scien 47:33-39 https://doi.org/10.1093/toxsci/47.1.33
  7. Brunnemann KD, Hoffmann D. 1991. Analytical studies on tobacco-specific N-nitrosamines in tobacco and tobacco smoke. Crit Rev Toxicol 21:235-240 https://doi.org/10.3109/10408449109017910
  8. Byrd GD, Chang KM, Greene JM, deBethizy JD. 1992. Evidence for urinary excretion of glucuronide conjugates of nicotine, cotinine, and trans-3'-hydroxycotinine in smokers. Drug Metab Dispos 20:192-197
  9. Caldwell WS, Greene JM, Byrd GD, Chang KM, Uhrig MS, deBethizy JD, Crooks PA, Bhatti BS, Riggs RM. 1992. Characterization of the glucuronide conjugate of cotinine: a previously unidentified major metabolite of nicotine in smokers' urine. Chem Res Toxicol 5:280-285 https://doi.org/10.1021/tx00026a021
  10. Chung FL. 1999. The prevention of lung cancer induced by a tobacco-specific carcinogen in rodents by green and black tea. Proc Soc Exp Biol Med 220:244-248 https://doi.org/10.3181/00379727-220-44374
  11. Clarke PBS, Quik M, Adlkofer F, Thurau K. 1995. Effects of nicotine on biological systems II. Advances in pharmacological sciences. pp. 9-16. Birkhauser Verlag Basel
  12. Desjardins J, Grenier D. 2012. Neutralizing effect of green tea epigallocatechin-3-gallate on nicotine-induced toxicity and chemokine (C-C motif) ligand 5 secretion in human oral epithelial cells and fibroblasts. J Investig Clin Dent 3:189-197 https://doi.org/10.1111/j.2041-1626.2011.00103.x
  13. Dewanto V, Wu X, Adom KK, Liu RH. 2002. Thermal processing enhances the nutritional value of tomatoes by increasing total antioxidative activity. J Agric Food Chem 50:3010-1015 https://doi.org/10.1021/jf0115589
  14. Fortun A, Khalil A, Gagne D, Douziech N, Kuntz C, Dupuis G. 2001. Monocytes influence the fate of T cells challenged with oxidised low density lipoproteins towards apoptosis or MHC-restricted proliferation. Atherosclerosis 156:11-21 https://doi.org/10.1016/S0021-9150(00)00575-X
  15. Ghosheh OA, Browne D, Rogers T, de Leon J, Dwoskin LP, Crooks PA. 2000. A simple high performance liquid chromatographic method for the quantification of total cotinine, total 3'-hydroxycotinine and caffeine in the plasma of smokers. J Pharm Biomed Anal 23:543-549 https://doi.org/10.1016/S0731-7085(00)00339-3
  16. Heinze TH, Helbig K, Klemm D. 1993. Investigation of metal ion adsorption of carboxymethyl cellulose gel beads. ACTA Polymerica 44:108-109 https://doi.org/10.1002/actp.1993.010440210
  17. Huang R, Li M, Gregory RL. 2012. Effect of nicotine on growth and metabolism of Streptococcus mutans. Eur J Oral Sci 120:319-325
  18. Jang LK, Nguyen1 D, Geesey GG. 1995. Selectivity of alginate gel for Cu vs Co. Water Res 29:307-313 https://doi.org/10.1016/0043-1354(94)E0090-S
  19. Keenan RM, Hatsukami DK, Pentel PR, Thompson TN, Grillo MA. 1994. Pharmacodynamic effects of cotinine in abstinent cigarette smokers. Clin Pharmacol Ther 55:581-590 https://doi.org/10.1038/clpt.1994.72
  20. Kim JH, Lee DH, Cho HJ, Jeong JM. 2002. Effects of phytoextract mixture on the nicotine decomposition. J Fd Hyg Safety 17:8-14
  21. Kyerematen GA, Morgan ML, Chattopadhyay B, deBethizy JD, Vessll ES. 1990. Disposition of nicotine and eight metabolites in smokers and nonsmokers: identification in smokers of two metabolites that are longer lived than cotinine. Clin Pharmacol Ther 48:641-651 https://doi.org/10.1038/clpt.1990.208
  22. Kyung YJ, Lee DH. 2000. Enhanced conversion to cotinine from nicotine by green tea extract. Kor J Environ Agr 19:147-153
  23. Mauray S, Raucourt E, Talbot J, Jozefowicz M, Fischer A. 1998. Mechanism of factor IXa inhibition by antithrombin in the presence of unfractionated and low molecular weight heparins and fucoidan. Biochim Biophys Acta Protein Struct Mol Enzymol 1387:184-194 https://doi.org/10.1016/S0167-4838(98)00120-4
  24. Moreno MIN, Isla MIN, Sampietro AR, Vattuone MA. 2000. Comparison of the free radical scavenging activity of propolis from several region of Argentina. J Enthropharmacology 71:109-114 https://doi.org/10.1016/S0378-8741(99)00189-0
  25. Padda MS, Picha DH. 2008. Effect of low temperature storage on phenolic composition and antioxidant activity of sweet potatoes. Postharvest Biol Tech 47:176-180 https://doi.org/10.1016/j.postharvbio.2007.06.014
  26. Park JS, Kim JS, Park JH, Park SJ, Cho HS, Hong EK. 2003. Effect of herbal extract on nicotine degradation. Kor J Biotechnol Bioeng 18: 239-242
  27. Saito A, Yoneda M, Yokohama S, Okada M, Haneda M, Nakamura K. 2006. Fucoidan prevents concanavalian A-induced liver injury through induction of endogenous 1L-10 in mice. Hepatol Res 35:190-198
  28. Saitoh F, Noma M, Kawashima N. 1985. The alkaloid contents of sixty Nicotiana species. Phytochemistry 24:477-480 https://doi.org/10.1016/S0031-9422(00)80751-7
  29. Schroeder SA. 2005. What to do with a patient who smokes. JAMA 294:482-487 https://doi.org/10.1001/jama.294.4.482
  30. Sridharan S, Ganiger K, Satyanarayana A, Rahul A, Shetty S. 2011. Effect of environmental tobacco smoke from smoker parents on gingival pigmentation in children and young adults: a cross-sectional study. J Periodontol 82:956-962 https://doi.org/10.1902/jop.2010.100479
  31. Steinberg MB, Alvarez MS, Delnevo C, Kaufman I, Cantor JC. 2006. Disparity of physicians' utilization of tobacco treatment services. Am J Health Behav 30:375-386 https://doi.org/10.5993/AJHB.30.4.4
  32. Tatiana NZ, Nataliiya MS, Irina BP, Vladimir VI, Andrey SS, Elena VS, Lyudmila AE. 1999. A new procedure for the separation of water-soluble polysaccharides from brown seaweeds. Carbohydr Res 322:32-39 https://doi.org/10.1016/S0008-6215(99)00206-2
  33. Thale V, Schlitt A. 2011. Effects of alcohol and smoking in pregnancy. Internist 52:1185-1190 https://doi.org/10.1007/s00108-011-2826-3
  34. Vellosa JCR, Khalil NM, Fonseca LM, Brunetti IL, Oliveira1 OMMF. 2007. Does cotinine act upon reactive oxygen species and peroxidases? Ecl Quim Sao Paulo 32:65-70 https://doi.org/10.1590/S0100-46702007000100009
  35. Yang JW, Yoon SY, Oh SJ, Kim SK, Kang KW. 2006. Bifunctional effects of fucoidan on the expression of inducible nitric oxide synthase. Biochem Biophys Res Commun 346: 345-350 https://doi.org/10.1016/j.bbrc.2006.05.135
  36. Yeo SG, Ahn CW, Lee YW, Lee TG, Park YH, Kim SB. 1995. Antioxidative effect of tea extracts from green tea, oolong tea and black tea. J Kor Soc Food Nutr 24:299-304