Anti-inflammatory and anti-oxidative activities of daidzein and its sulfonic acid ester derivatives

Journal of Functional Foods

Volumn 35, Issue , 2017, Pages 635-640

  Peng, You ^a   Shi, Yaning ^b   Zhang, Hua ^b,c   Mine, Yoshinori ^b   Tsao, Rong ^c  

^a JIUJIANG UNIVERSITY   (China)

^b UNIVERSITY OF GUELPH   (Canada)

^c GUELPH RESEARCH AND DEVELOPMENT CENTRE   (Canada)

Author keywords

Anti inflammatory activity; Caco 2 epithelial cell; Daidzein sulfonic acid ester; JNK; Lipid water partition coefficient

Indexed keywords

EID: 85021250011     PISSN: 17564646     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jff.2017.06.027     Document Type: Article

References (26)

1. Anderson, J.J., Anthony, M.S., Cline, J.M., Washburn, S.A., Garner, S.C., Health potential of soy isoflavones for menopausal women. Public Health Nutrition 2 (1999), 489–504.
2. Antonella, G., Imperatrice, C., Angela, C., Isabella, D., Vito, L., Flavia, P., Fiorenza, M., Antioxidant activity induced by main polyphenols present in edible artichoke heads: Influence of in vitro gastro-intestinal digestion. Journal of Functional Foods 10 (2014), 456–464.
3. Baumgart, D.C., Sandborn, W.J., Gastroenterology 2: Inflammatory bowel disease: Clinical aspects and established and evolving therapies. Lancet 369 (2007), 1641–1657.
4. Boots, A.W., Drent, M., de Boer, V.C., Bast, A., Haenen, G.R., Quercetin reduces markers of oxidative stress and inflammation in sarcoidosis. Clinical Nutrition 30 (2011), 506–512.
5. Dong, X., Xu, W.Q., Sikes, R., Wu, C.Q., Combination of low dose of genistein and daidzein has synergistic preventive effects on isogenic human prostate cancer cells when compared with individual soy isoflavone. Food Chemistry 141 (2013), 1923–1933.
6. Fürst, R., Zündorf, I., Plant-derived anti-inflammatory compounds: Hopes and disappointments regarding the translation of preclinical knowledge into clinical progress. Mediators of Inflammation 2014 (2014), 1–9.
7. Hegenauer, J., Ripley, L., Nace, G., Staining acid phosphoproteins (phosvitin) in electrophoretic gels. Analytical Biochemistry 78 (1977), 308–311.
8. Kurzer, M.S., Xu, X., Dietary phytoestrogens. Annual Review of Nutrition 17:1 (1997), 353–381.
9. Lee, C.H., Yang, L., Xu, J.Z., Yeung, S.Y.V., Huang, Y., Chen, Z.Y., Relative antioxidant activity of soybean isoflavones and their glycosides. Food Chemistry 90 (2005), 735–741.
10. Neurath, M.F., Fuss, I.J., Pasparakis, M., Alexopoulou, L., Haralambous, S., Meyer zum Buschenfelde, K.H.,. Kollias, G., Predominant pathogenic role of tumor necrosis factor in experimental colitis in mice. European Journal of Immunology 27 (1997), 1743–1750.
11. Peng, Y., Deng, Z.Y., HPLC studies for prodrug of isoflavones sulphonic acid ester. Chinese Journal of Pharmaceutical Analysis 31:5 (2011), 810–815.
12. Peng, Y., Deng, Z.Y., Lang, S.J., Xiong, D.M., 3-(4-Hydroxyphenyl)-7-(phenylsulfonyl)-4H-chromen-4-one. Acta Crystallographica, E, 63, 2007, o4787.
13. Peng, Y., Deng, Z.Y., Ye, X.L., Design, synthesis and anticancer activity of isofavone derivatives. Natural product Research and Development 21 (2009), 796–799.
14. Peng, Y., Gan, L.J., Deng, Z.Y., Preparation, crystal structure and prodrug studies of genistein benzensulfonate. Latin American Journal of Pharmacy 30 (2011), 1449–1453.
15. Peng, Y., Zhang, H., Liu, R., Mine, Y., McCallum, J., Kirby, C., Tsao, R., Antioxidant and anti-inflammatory activities of pyranoanthocyanins and other polyphenols from staghorn sumac (Rhus hirta L.) in Caco-2 cell models. Journal of Functional Foods 20 (2016), 139–147.
16. Peters, C.A., Sgrott, R.A.G., Peters, R.R., Moterle, D., Madeira, F., Emer, A.A.,. Kanis, L.A., Production of Wilbrandia ebracteata extract standardized in flavonoids and dihydrocurcubitacin and assessment of its topical anti-inflammatory activity. Industrial Crops and Products 69 (2015), 123–128.
17. Pinent, M., Espinel, A.E., Delgado, M.A., Baiges, I., Bladé, C., Arola, L., Isoflavones reduce inflammation in 3T3-L1 adipocytes. Food Chemistry 125 (2011), 513–520.
18. Setchell, K.D., Brown, N.M., Lydeking-Olsen, E., The clinical importance of the metabolite equol–A clue to the effectiveness of soy and its isoflavones. Journal of Nutrition 132 (2002), 3577–3584.
19. Shao, S., Tsao, R., Systematic evaluation of pre-HPLC sample processing methods on total and individual isoflavones in soybeans and soy products. Food Research International 44 (2011), 2425–2434.
20. Shi, H., Ma, J., Mi, C.L., Li, J., Wang, F., Lee, J.J., Jin, X.J., Amorfrutin A inhibits TNF-α-induced NF-κB activation and NF-κB-regulated target gene products. International Immunopharmacology 21 (2014), 56–62.
21. Suk, H.K., Myung, J.K., Jin, S.H., Kyung, W.H., Jeong, R.L., Sang, K.L.,. Young, W.C., Comparison of oral bioavailability of genistein and genistin in rats. International Journal of Pharmaceutics 337:1–2 (2007), 148–154.
22. Yang, D.S., Peng, W.B., Yang, Y.P., Liu, K.C., Li, X., Xiao, W.L., Cytotoxic prenylated flavonoids from Macaranga indica. Fitoterapia 103 (2015), 187–191.
23. Yasuda, T., Kano, Y., Saito, K., Ohsawa, K., Urinary and biliary metabolitesof daidzin and daidzein in rats. Biological & Pharmaceutical Bulletin 17:10 (1994), 1369–1374.
24. Yin, D.D., Yuan, R., Wu, Q., Li, S.S., Shao, S., Xu, Y.J.,. Wang, L.S., Assessment of flavonoids and volatile compounds in tea infusions of water lily flowers and their antioxidant activities. Food Chemistry 187 (2015), 20–28.
25. Zhang, H., Jennifer, K.N., Tomohiro, K., Yuzuru, E., Yoshinori, M., Γ-Glutamyl cysteine and γ-glutamyl valine inhibit TNF-α signaling in intestinal epithelial cells and reduce inflammation in a mouse model of colitis via allosteric activation of the calcium-sensing receptor. Biochimica et Biophysica Acta. 1852 (2015), 792–804.
26. Zhao, W.H., Hu, J.L., Peng, Y., Li, J., Fan, Y.W., Li, Y.,. Deng, Z.Y., Inhibitory activities of daidzein derivatives vascular smooth muscle cells proliferation against human and migration. Asian Journal of Chemistry 24:1 (2012), 278–284.