Conjugated Lipids and Health
Lipids and Health
First published: 17 February 2020
Abstract
Naturally occurring conjugated fatty acids are reported to possess many health benefits. Among them, conjugated linoleic acids (CLA) have been extensively studied for the last three decades. This article provides a review of the known effects of CLA (anticancer, antiobesity, modulation of inflammation and immune responses, bone health effects, and lipid metabolism effects) followed by the potential adverse effects of CLA (oxidative stress, insulin resistance, milk fat depression, and hepatic dysfunctions). There are also other naturally occurring conjugated polyenes, including punicic, eleostearic, jacaric, catalpic, calendic, and parinaric acids. Although the research on these conjugated polyenes is limited, a summary is provided to summarize their health benefits.
References
- 1Pariza, M.W. and Hargraves, W.A. (1985). Carcinogenesis 6: 591–593.
- 2Ha, Y.L., Grimm, N.K., and Pariza, M.W. (1987). Carcinogenesis 8: 1881–1887.
- 3Kepler, C.R., Hirons, K.P., McNeill, J.J., and Tove, S.B. (1966). J. Biol. Chem. 241: 1350–1354.
- 4Kramer, J.K., Parodi, P.W., Jensen, R.G. et al. (1998). Lipids 33: 835.
- 5Parodi, P.W. (1999). In: Advances in Conjugated Linoleic Acid Research, vol. 1 (ed. M.P. Yurawecz, M.M. Mossoba, J.K.G. Kramer, et al.), 1–11. Champaign, IL: AOCS Press.
- 6Kay, J.K., Mackle, T.R., Auldist, M.J. et al. (2004). J. Dairy Sci. 87: 369–378.
- 7Corl, B.A., Barbano, D.M., Bauman, D.E., and Ip, C. (2003). J. Nutr. 133: 2893–2900.
- 8Chin, S.F., Storkson, J.M., Ha, Y.L., and Pariza, M.W. (1992). J. Food Comp. Anal. 5: 185–197.
- 9Ritzenthaler, K.L., McGuire, M.K., Falen, R. et al. (2001). J. Nutr. 131: 1548–1554.
- 10Herbel, B.K., McGuire, M.K., McGuire, M.A., and Shultz, T.D. (1998). Am. J. Clin. Nutr. 67: 332–337.
- 11Park, Y., McGuire, M.K., Behr, R. et al. (1999). Lipids 34: 543–549.
- 12McCann, S.E., Ip, C., Ip, M.M. et al. (2004). Cancer Epidemiol. Biomarkers Prev. 13: 1480–1484.
- 13Kramer, J.K., Sehat, N., Dugan, M.E. et al. (1998). Lipids 33: 549–558.
- 14Kim, J.H., Kim, Y., Kim, Y.J., and Park, Y. (2016). Annu. Rev. Food Sci. Technol. 7: 221–244.
- 15Dilzer, A. and Park, Y. (2012). Crit. Rev. Food Sci. Nutr. 52: 488–513.
- 16Bhattacharya, A., Banu, J., Rahman, M. et al. (2006). J. Nutr. Biochem. 17: 789–810.
- 17Lee, K.W., Lee, H.J., Cho, H.Y., and Kim, Y.J. (2005). Crit. Rev. Food Sci. Nutr. 45: 135–144.
- 18Kelley, N.S., Hubbard, N.E., and Erickson, K.L. (2007). J. Nutr. 137: 2599–2607.
- 19Rodriguez-Alcala, L.M., Castro-Gomez, M.P., Pimentel, L.L., and Fontecha, J. (2017). Biosci. Rep. 37: pii: BSR20170705. doi: 10.1042/BSR20170705.
- 20Koronowicz, A.A. and Banks, P. (2018). Nutr. Cancer 70: 529–545.
- 21Knekt, P., Jarvinen, R., Seppanen, R. et al. (1996). Br. J. Cancer 73: 687–691.
- 22Aro, A., Mannisto, S., Salminen, I. et al. (2000). Nutr. Cancer 38: 151–157.
- 23Chajes, V., Lavillonniere, F., Ferrari, P. et al. (2002). Cancer Epidemiol. Biomarkers Prev. 11: 672–673.
- 24Voorrips, L.E., Brants, H.A., Kardinaal, A.F. et al. (2002). Am. J. Clin. Nutr. 76: 873–882.
- 25Chajes, V., Lavillonniere, F., Maillard, V. et al. (2003). Nutr. Cancer 45: 17–23.
- 26Rissanen, H., Knekt, P., Jarvinen, R. et al. (2003). Nutr. Cancer 45: 168–175.
- 27Larsson, S.C., Bergkvist, L., and Wolk, A. (2005). Am. J. Clin. Nutr. 82: 894–900.
- 28Arab, A., Akbarian, S.A., Ghiyasvand, R., and Miraghajani, M. (2016). Adv. Biomed. Res. 5: 115.
- 29McGowan, M.M., Eisenberg, B.L., Lewis, L.D. et al. (2013). Breast Cancer Res. Treat. 138: 175–183.
- 30Kolahdouz Mohammadi, R., Bagheri, M., Kolahdouz Mohammadi, M., and Shidfar, F. (2017). Minerva Endocrinol. 42: 385–396.
- 31Mohammadzadeh, M., Faramarzi, E., Mahdavi, R. et al. (2013). Integr. Cancer. Ther. 12: 496–502.
- 32Louw, L. (2012). Lipids Health Dis. 11: 136.
- 33Faramarzi, E., Mahdavi, R., Mohammad-Zadeh, M. et al. (2017). Pak. J. Med. Sci. 33: 383–388.
- 34Ghobadi, H., Matin, S., Nemati, A., and Naghizadeh-Baghi, A. (2016). Int. J. Chron. Obstruct Pulmon. Dis. 11: 2711–2720.
- 35Park, Y., Albright, K.J., Liu, W. et al. (1997). Lipids 32: 853–858.
- 36Park, Y., Albright, K.J., Storkson, J.M. et al. (2007). J. Food Sci. 72: S617.
- 37Park, Y. and Pariza, M.W. (2007). Food Res. Int. 40: 311–323.
- 38Gaullier, J.M., Halse, J., Hoye, K. et al. (2004). Am. J. Clin. Nutr. 79: 1118–1125.
- 39Park, Y., Storkson, J.M., Albright, K.J. et al. (1999). Lipids 34: 235–241.
- 40Whigham, L.D., Watras, A.C., and Schoeller, D.A. (2007). Am. J. Clin. Nutr. 85: 1203–1211.
- 41Schoeller, D.A., Watras, A.C., and Whigham, L.D. (2009). Appl. Physiol. Nutr. Metab. 34: 975–978.
- 42McCrorie, T.A., Keaveney, E.M., Wallace, J.M. et al. (2011). Nutr. Res. Rev. 24: 206–227.
- 43Onakpoya, I.J., Posadzki, P.P., Watson, L.K. et al. (2012). Eur. J. Nutr. 51: 127–134.
- 44Chen, P. and Park, Y. (2018). In: Nutrition in the Prevention and Treatment of Abdominal Obesity, 2e (ed. R. Watson). Acadmic Press.
- 45Kamphuis, M.M., Lejeune, M.P., Saris, W.H., and Westerterp-Plantenga, M.S. (2003). Int. J. Obes. Relat. Metab. Disord. 27: 840–847.
- 46Watras, A.C., Buchholz, A.C., Close, R.N. et al. (2007). Int. J. Obes. (Lond) 31: 481–487.
- 47West, D.B., Delany, J.P., Camet, P.M. et al. (1998). Am. J. Physiol. 275: 667.
- 48Park, Y. and Park, Y. (2012). Food Chem. 133: 400–409.
- 49Nagao, K., Inoue, N., Wang, Y.M. et al. (2003). Biochem. Biophys. Res. Commun. 306: 134–138.
- 50Ohnuki, K., Haramizu, S., Oki, K. et al. (2001). Lipids 36: 583–587.
- 51Ohnuki, K., Haramizu, S., Ishihara, K., and Fushiki, T. (2001). Biosci. Biotechnol. Biochem. 65: 2200–2204.
- 52Terpstra, A.H., Beynen, A.C., Everts, H. et al. (2002). J. Nutr. 132: 940–945.
- 53Bouthegourd, J.C., Even, P.C., Gripois, D. et al. (2002). J. Nutr. 132: 2682–2689.
- 54Degrace, P., Demizieux, L., Gresti, J. et al. (2004). J. Nutr. 134: 861–867.
- 55Nagao, K., Inoue, N., Wang, Y.M. et al. (2005). J. Nutr. 135: 9–13.
- 56Belury, M.A., Nickel, K.P., Bird, C.E., and Wu, Y. (1996). Nutr. Cancer 26: 149–157.
- 57den Hartigh, L.J., Gao, Z., Goodspeed, L. et al. (2018). J. Nutr. 148: 562–572.
- 58Nazare, J.A., de la Perriere, A.B., Bonnet, F. et al. (2007). Br. J. Nutr. 97: 273–280.
- 59Close, R.N., Schoeller, D.A., Watras, A.C., and Nora, E.H. (2007). Am. J. Clin. Nutr. 86: 797–804.
- 60Pinkoski, C., Chilibeck, P.D., Candow, D.G. et al. (2006). Med. Sci. Sports Exerc. 38: 339–348.
- 61Lambert, E.V., Goedecke, J.H., Bluett, K. et al. (2007). Br. J. Nutr. 97: 1001–1011.
- 62Steck, S.E., Chalecki, A.M., Miller, P. et al. (2007). J. Nutr. 137: 1188–1193.
- 63Zambell, K.L., Keim, N.L., Van Loan, M.D. et al. (2000). Lipids 35: 777–782.
- 64Walkowiak, J., Malikowska, K., Glapa, A. et al. (2018). J. Breath Res. 12: 016010.
- 65Park, Y., Albright, K.J., Storkson, J.M. et al. (1999). Lipids 34: 243–248.
- 66Bhattacharya, A., Rahman, M.M., Sun, D. et al. (2005). J. Nutr. 135: 1124–1130.
- 67Chen, P.B., Yang, J.S., and Park, Y. (2018). Lipids 53: 271–278.
- 68Kim, Y. and Park, Y. (2015). Lipids 50: 329–338.
- 69Rahman, M., Halade, G.V., El Jamali, A., and Fernandes, G. (2009). Biochem. Biophys. Res. Commun. 383: 513–518.
- 70Vaughan, R.A., Garcia-Smith, R., Bisoffi, M. et al. (2012). Lipids Health. Dis. 11: 142.
- 71Terasawa, N., Okamoto, K., Nakada, K., and Masuda, K. (2017). J. Oleo Sci. 66: 723–733.
- 72Tarnopolsky, M.A. and Safdar, A. (2008). Appl. Physiol. Nutr. Metab. 33: 213–227.
- 73Lee, K.N., Kritchevsky, D., and Pariza, M.W. (1994). Atherosclerosis 108: 19–25.
- 74Nicolosi, R.J., Rogers, E.J., Kritchevsky, D. et al. (1997). Artery 22: 266–277.
- 75Kritchevsky, D., Tepper, S.A., Wright, S. et al. (2004). Lipids 39: 611–616.
- 76McLeod, R.S., LeBlanc, A.M., Langille, M.A. et al. (2004). Am. J. Clin. Nutr. 79: 1174S.
10.1093/ajcn/79.6.1169S Google Scholar
- 77Yang, J., Wang, H.P., Zhou, L.M. et al. (2015). Lipids Health Dis. 14: 11.
- 78Herrera, J.A., Shahabuddin, A.K., Ersheng, G. et al. (2005). Int. J. Gynaecol. Obstet. 91: 221–227.
- 79Herrera, J.A., Arevalo-Herrera, M., Shahabuddin, A.K. et al. (2006). Am. J. Hypertens. 19: 381–387.
- 80Zhao, W.S., Zhai, J.J., Wang, Y.H. et al. (2009). Am. J. Hypertens. 22: 680–686.
- 81Chen, S.C., Lin, Y.H., Huang, H.P. et al. (2012). Nutrition 28: 559–565.
- 82Carvalho, R.F., Uehara, S.K., and Rosa, G. (2012). Vasc. Health Risk Manag. 8: 661–667.
- 83Bachmair, E.M., Bots, M.L., Mennen, L.I. et al. (2012). Mol. Nutr. Food Res. 56: 1148–1159.
- 84Engberink, M.F., Geleijnse, J.M., Wanders, A.J., and Brouwer, I.A. (2012). J. Hum. Hypertens. 26: 127–132.
- 85Shadman, Z., Taleban, F.A., Saadat, N., and Hedayati, M. (2013). J. Diabetes Metab. Disord. 12: 42.
- 86Smit, L.A., Baylin, A., and Campos, H. (2010). Am. J. Clin. Nutr. 92: 34–40.
- 87Cook, M.E., Miller, C.C., Park, Y., and Pariza, M. (1993). Poult. Sci. 72: 1301–1305.
- 88Miller, C.C., Park, Y., Pariza, M.W., and Cook, M.E. (1994). Biochem. Biophys. Res. Commun. 198: 1107–1112.
- 89Sofi, F., Buccioni, A., Cesari, F. et al. (2010). Nutr. Metab. Cardiovasc. Dis. 20: 117–124.
- 90Asp, M.L., Collene, A.L., Norris, L.E. et al. (2011). Clin. Nutr. 30: 443–449.
- 91Smit, L.A., Katan, M.B., Wanders, A.J. et al. (2011). J. Nutr. 141: 1673–1678.
- 92Park, Y., Yang, M.D., Storkson, J.M. et al. (2007). J. Food Biochem. 31: 252–265.
- 93Huebner, S.M., Olson, J.M., Campbell, J.P. et al. (2014). J. Nutr. 144: 177–184.
- 94Huebner, S.M., Campbell, J.P., Butz, D.E. et al. (2010). J. Nutr. 140: 1454–1461.
- 95Penedo, L.A., Nunes, J.C., Gama, M.A. et al. (2013). Biochem. 24: 2144–2151.
- 96Aryaeian, N., Djalali, M., Shahram, F. et al. (2014). Int. J. Prev. Med. 5: 1567–1577.
- 97Haghighatdoost, F., Nobakht, M.G., and F, B. (2018). Eur. J. Clin. Nutr. 72: 1071–1082.
- 98Bassaganya-Riera, J. and Hontecillas, R. (2006). Clin. Nutr. 25: 454–465.
- 99Bassaganya-Riera, J., Hontecillas, R., Horne, W.T. et al. (2012). Clin. Nutr. 31: 721–727.
- 100Bassaganya-Riera, J., Reynolds, K., Martino-Catt, S. et al. (2004). Gastroenterology 127: 777–791.
- 101Bassaganya-Riera, J., Viladomiu, M., Pedragosa, M. et al. (2012). PLoS One 7: e31238.
- 102Moreira, T.G., Horta, L.S., Gomes-Santos, A.C. et al. (2019). Mucosal Immunol. 12: 188–199.
- 103Moreira, T.G., Gomes-Santos, A.C., Horta, L.S. et al. (2018). J. Nutr. Biochem. 57: 238–245.
- 104de Barros, P.A.V., Rabelo Andrade, M.E., de Vasconcelos Generoso, S. et al. (2018). Biomed. Pharmacother. 103: 1567–1576.
- 105Marques, T.M., Wall, R., O'Sullivan, O. et al. (2015). Br. J. Nutr. 1-11.
- 106Evans, N.P., Misyak, S.A., Schmelz, E.M. et al. (2010). J. Nutr. 140: 515–521.
- 107Lopez-Plaza, B., Bermejo, L.M., Koester Weber, T. et al. (2013). Nutr. Hosp. 28: 2090–2098.
- 108Ormsbee, M.J., Rawal, S.R., Baur, D.A. et al. (2014). J. Int. Soc. Sports Nutr. 11: 37.
- 109Wannamethee, S.G., Jefferis, B.J., Lennon, L. et al. (2018). J. Am. Heart Assoc. 7: pii: e006653. doi: 10.1161/JAHA.117.006653.
- 110Park, Y., Terk, M., and Park, Y. (2011). J. Bone Miner. Metab. 29: 268–278.
- 111Park, Y., Park, Y.H., Rhee, S., and Park, G.K. (2006). FASEB J. 20: A570.
- 112Murphy, E.F., Hooiveld, G.J., Muller, M. et al. (2009). Genes Nutr. 4: 103–112.
- 113Murphy, E.F., Jewell, C., Hooiveld, G.J. et al. (2006). Prostaglandins Leukot. Essent. Fatty Acids 74: 295–301.
- 114Doyle, L., Jewell, C., Mullen, A. et al. (2005). Eur. J. Clin. Nutr. 59: 432–440.
- 115Kim, J., Park, Y., Lee, S.H., and Park, Y. (2013). J. Nutr. Biochem. 24: 672–679.
- 116Ing, S.W. and Belury, M.A. (2011). Nutr. Rev. 69: 123–131.
- 117Halade, G.V., Rahman, M.M., Williams, P.J., and Fernandes, G. (2011). J. Nutr. Biochem. 22: 459–469.
- 118Rahman, M.M., Halade, G.V., Williams, P.J., and Fernandes, G. (2011). J. Cell. Physiol. 226: 2406–2414.
- 119Kreider, R.B., Ferreira, M.P., Greenwood, M. et al. (2002). J. Strength Cond. Res. 16: 325–334.
- 120Brownbill, R.A., Petrosian, M., and Ilich, J.Z. (2005). J. Am. Coll. Nutr. 24: 177–181.
- 121Gaullier, J.M., Halse, J., Hoye, K. et al. (2005). J. Nutr. 135: 778–784.
- 122Gaullier, J.M., Halse, J., Hoivik, H.O. et al. (2007). Br. J. Nutr. 97: 550–560.
- 123Tarnopolsky, M., Zimmer, A., Paikin, J. et al. (2007). PLoS ONE 2: e991.
10.1371/journal.pone.0000991 Google Scholar
- 124Racine, N.M., Watras, A.C., Carrel, A.L. et al. (2010). Am. J. Clin. Nutr. 91: 1157–1164.
- 125Aryaeian, N., Shahram, F., and Djalali, M. (2016). Lipids 51: 1397–1405.
- 126 Office of Federal Register (2003). https://www.federalregister.gov/documents/2003/07/11/03-17525/food-labeling-trans (accessed 2019).
- 127Whigham, L.D., O'Shea, M., Mohede, I.C. et al. (2004). Food Chem. Toxicol. 42: 1701–1709.
- 128Larsen, T.M., Toubro, S., Gudmundsen, O., and Astrup, A. (2006). Am. J. Clin. Nutr. 83: 606–612.
- 129Basu, S., Riserus, U., Turpeinen, A., and Vessby, B. (2000). Clin. Sci. (Lond) 99: 511–516.
- 130Basu, S., Smedman, A., and Vessby, B. (2000). FEBS Lett. 468: 33–36.
- 131Riserus, U., Basu, S., Jovinge, S. et al. (2002). Circulation 106: 1925–1929.
- 132Riserus, U., Vessby, B., Arnlov, J., and Basu, S. (2004). Am. J. Clin. Nutr. 80: 279–283.
- 133Smedman, A., Vessby, B., and Basu, S. (2004). Clin. Sci. (Lond) 106: 67–73.
- 134Taylor, J.S., Williams, S.R., Rhys, R. et al. (2006). Arterioscler. Thromb. Vasc. Biol. 26: 307–312.
- 135Turpeinen, A.M., Ylonen, N., von Willebrand, E. et al. (2008). Br. J. Nutr. 100: 112–119.
- 136Cornish, S.M., Candow, D.G., Jantz, N.T. et al. (2009). Int. J. Sport Nutr. Exerc. Metab. 19: 79–96.
- 137Pfeuffer, M., Fielitz, K., Laue, C. et al. (2011). Coll. Nutr. 30: 19–28.
- 138Kim, J., Paik, H.D., Shin, M.J., and Park, E. (2012). Eur. J. Nutr. 51: 135–141.
- 139Eftekhari, M.H., Aliasghari, F., Babaei-Beigi, M.A., and Hasanzadeh, J. (2013). ARYA Atheroscler. 9: 311–318.
- 140Banni, S., Petroni, A., Blasevich, M. et al. (2004). Lipids 39: 1143–1146.
- 141Sebedio, J.L., Angioni, E., Chardigny, J.M. et al. (2001). Lipids 36: 575–582.
- 142Matin, S., Nemati, A., Ghobadi, H. et al. (2018). J. Chronic Obstruc. Pul. Dis. 13: 1449–1454.
- 143Queiroz, M.P., Lima, M.D.S., de Melo, M.F.F.T. et al. (2018). J. Affect. Disord. 243: 75–82.
- 144Monaco, A., Ferrandino, I., Boscaino, F. et al. (2018). J. Lipid Res. 59: 48–57.
- 145Riserus, U., Arner, P., Brismar, K., and Vessby, B. (2002). Diabetes Care 25: 1516–1521.
- 146Moloney, F., Yeow, T.P., Mullen, A. et al. (2004). Am. J. Clin. Nutr. 80: 887–895.
- 147Iwata, T., Kamegai, T., Yamauchi-Sato, Y. et al. (2007). J. Oleo Sci. 56: 517–525.
- 148Riserus, U., Berglund, L., and Vessby, B. (2001). Int. J. Obes. Relat. Metab. Disord. 25: 1129–1135.
- 149Rahbar, A.R., Ostovar, A., Derakhshandeh-Rishehri, S.M. et al. (2017). Endocr. Metab. Immune Disord. Drug Targets 17: 5–18.
- 150Garibay-Nieto, N., Queipo-Garcia, G., Alvarez, F. et al. (2017). Endocrinol. Metab. 102: 132–140.
- 151Bernard, L., Leroux, C., and Chilliard, Y. (2008). Adv. Exp. Med. Biol. 606: 67–108.
- 152Bauman, D.E. and Griinari, J.M. (2003). Annu. Rev. Nutr. 23: 203–227.
- 153Hasin, A., Griinari, J.M., Williams, J.E. et al. (2007). Lipids 42: 835–843.
- 154Mosley, S.A., Shahin, A.M., Williams, J. et al. (2007). Lipids 42: 723–729.
- 155Masters, N., McGuire, M.A., Beerman, K.A. et al. (2002). Lipids 37: 133–138.
- 156Ritzenthaler, K.L., McGuire, M.K., McGuire, M.A. et al. (2005). J. Nutr. 135: 422–430.
- 157Hachey, D.L., Silber, G.H., Wong, W.W., and Garza, C. (1989). Pediatr. Res. 25: 63–68.
- 158Belury, M.A. and Kempa-Steczko, A. (1997). Lipids 32: 199–204.
- 159Jaudszus, A., Moeckel, P., Hamelmann, E., and Jahreis, G. (2010). Ann. Nutr. Metab. 57: 103–111.
- 160Larsen, T.M., Toubro, S., and Astrup, A. (2003). J. Lipid Res. 44: 2234–2241.
- 161Tsuboyama-Kasaoka, N., Takahashi, M., Tanemura, K. et al. (2000). Diabetes 49: 1534–1542.
- 162Bezan, P.N., Holland, H., de Castro, G.S. et al. (2018). Exp. Clin. Endocrinol. Diabetes 126: 379–386.
- 163Wanders, A.J., Leder, L., Banga, J.D. et al. (2010). Food Chem. Toxicol. 48: 587–590.
- 164Mirzaii, S., Mansourian, M., Derakhshandeh-Rishehri, S.M. et al. (2016). Nutrition 32: 166–173.
- 165Ebrahimi-Mameghani, M., Jamali, H., Mahdavi, R. et al. (2016). Croat. Med. J. 57: 331–342.
- 166Malpuech-Brugere, C., Verboeket-van de Venne, W.P., Mensink, R.P. et al. (2004). Obes. Res. 12: 591–598.
- 167Ramos, R., Mascarenhas, J., Duarte, P. et al. (2009). Dig. Dis. Sci. 54: 1141–1143.
- 168Nortadas, R. and Barata, J. (2012). Ann. Hepatol. 11: 265–267.
- 169Bilal, M., Patel, Y., Burkitt, M., and Babich, M. (2015). Case Rep. Hepatol. 2015: 807354.
- 170Schneider, A.C., Beguin, P., Bourez, S. et al. (2012). PLoS One 7: e32824.
- 171Schneider, A.C., Mignolet, E., Schneider, Y.J., and Larondelle, Y. (2013). Br. J. Nutr. 109: 57–64.
- 172Tsuzuki, T., Kawakami, Y., Abe, R. et al. (2006). J. Nutr. 136: 2153–2159.
- 173Yuan, G., Sinclair, A.J., Zhou, C. et al. (2009). Food Agric. 89: 1006–1011.
- 174Degen, C., Ecker, J., Piegholdt, S. et al. (2011). Biochim. Biophys. Acta-Mol. Cell Biol. Lipids 1811: 1070–1080.
- 175Kijima, R., Honma, T., Ito, J. et al. (2013). J. Oleo Sci. 62: 305–312.
- 176Saha, S.S. and Ghosh, M. (2010). Food Chem. Toxicol. 48: 3398–3405.
- 177Mirmiran, P., Fazeli, M.R., Asghari, G. et al. (2010). Br. J. Nutr. 104: 402–406.
- 178de Melo, I.L., de Oliveira e Silva, A.M., de Carvalho, E.B. et al. (2016). Lipids Health. Dis. 15: 7.
- 179Rocha, A., Wang, L., Penichet, M., and Martins-Green, M. (2012). Breast Cancer Res. Treat. 136: 647–658.
- 180Mahmoudi, R., Servatkhah, M., Fallahzadeh, A.R. et al. (2017). J. Clin. Diag. Res. 11: BC10.
- 181Wang, L., Ho, J., Glackin, C., and Martins-Green, M. (2012). Transl. Oncol. 5: 344–355.
- 182Wang, L., Li, W., Lin, M. et al. (2014). Carcinogenesis 35: 2321–2330.
- 183Kohno, H., Suzuki, R., Yasui, Y. et al. (2004). Cancer. Sci. 95: 481–486.
- 184Yuan, G., Chen, X., Li, D., and Agric, J. (2015). Food Chem. 63: 1883–1895.
- 185Koba, K., Imamura, J., Akashoshi, A. et al. (2007). Food Chem. 55: 3741–3748.
- 186McFarlin, B.K., Strohacker, K.A., and Kueht, M.L. (2009). Br. J. Nutr. 102: 54.
- 187Vroegrijk, I.O., van Diepen, J.A., van den Berg, S. et al. (2011). Food Chem. Toxicol. 49: 1426–1430.
- 188Mollazadeh, H., Sadeghnia, H.R., Hoseini, A. et al. (2016). Ren. Fail. 38: 1256–1266.
- 189Arao, K., Wang, Y., Inoue, N. et al. (2004). Lipids Health Dis. 3: 1–7.
- 190Miranda, J., Aguirre, L., Fernandez-Quintela, A. et al. (2013). Food Chem. 61: 5089–5096.
- 191Franczyk-Zarow, M., Czyzynska, I., Drahun, A. et al. (2015). Eur. J. Lipid Sci. Technol. 117: 589–600.
- 192Yamasaki, M., Kitagawa, T., Koyanagi, N. et al. (2006). Nutrition 22: 54–59.
- 193Yuan, G., Sun, H., Sinclair, A.J., and Li, D. (2009). Eur. J. Lipid Sci. Technol. 111: 537–545.
- 194Bialek, A., Stawarska, A., Bodecka, J. et al. (2017). Prostaglandins Other Lipid Mediat. 131: 9–16.
- 195Saha, S.S., Chakraborty, A., Ghosh, S., and Ghosh, M. (2012). Eur. J. Nutr. 51: 483–495.
- 196Mukherjee, C., Bhattacharyya, S., Ghosh, S., and Bhattacharyya, D.K. (2002). J. Oleo Sci. 51: 513–522.
- 197Arao, K., Yotsumoto, H., Han, S. et al. (2004). Biosci. Biotechnol. Biochem. 68: 2643–2645.
- 198Saha, S.S. and Ghosh, M. (2011). Chem. Biol. Interact. 190: 109–120.
- 199Bialek, A., Jelinska, M., Tokarz, A. et al. (2016). Prostaglandins Other Lipid Mediat. 126: 29–37.
- 200de Melo, I.L.P., de Oliveira e Silva, A.M., de Carvalho, E.B.T. et al. (2016). Lipids Health Disease 15: 40.
- 201Yuan, G., Wahlqvist, M.L., Yuan, J. et al. (2009). Food Agric. 89: 2331–2335.
- 202Anusree, S.S., Priyanka, A., Nisha, V.M. et al. (2014). Food Funct. 5: 2590–2601.
- 203Anusree, S.S., Nisha, V.M., Priyanka, A., and Raghu, K.G. (2015). Mol. Cell. Endocrinol. 413: 120–128.
- 204Anusree, S.S., Sindhu, G., Preetha Rani, M.R., and Raghu, K.G. (2018). Biochimie 146: 79–86.
- 205Hontecillas, R., O'Shea, M., Einerhand, A. et al. (2009). Coll. Nutr. 28: 184–195.
- 206Saha, S.S. and Ghosh, M. (2012). Br. J. Nutr. 108: 974–983.
- 207Faghihimani, Z., Mirmiran, P., Sohrab, G. et al. (2016). Int. J. Prev. Med. 7: 124.
- 208Rackova, L., Ergin, V., Bali, E.B. et al. (2014). Int. J. Vit. Nutr. Res. 84: 295–309.
- 209Costantini, S., Rusolo, F., De Vito, V. et al. (2014). Molecules 19: 8644–8660.
- 210Boussetta, T., Raad, H., Lettéron, P. et al. (2009). PLoS One 4: e6458.
- 211Bassaganya-Riera, J., DiGuardo, M., Climent, M. et al. (2011). Br. J. Nutr. 106: 878–886.
- 212Coursodon-Boyiddle, C.F., Snarrenberg, C.L., Adkins-Rieck, C.K. et al. (2012). Am. J. Physiol. Gastrointest. Liver Physiol. 303: 744.
- 213Spilmont, M., Leotoing, L., Davicco, M.J. et al. (2013). J. Nutr. Biochem. 24: 1840–1848.
- 214Asghari, G., Sheikholeslami, S., Mirmiran, P. et al. (2012). Int. J. Food Sci. Nutr. 63: 368–371.
- 215Saha, S.S. and Ghosh, M. (2009). Food Chem. Toxicol. 47: 2551–2556.
- 216Saha, S.S., Dasgupta, P., Sengupta Bandyopadhyay, S., and Ghosh, M. (2012). Biochim. Biophys. Acta 1820: 1951–1970.
- 217Mizrahi, M., Friedman-Levi, Y., Larush, L. et al. (2014). Nanomedicine 10: 1353–1363.
- 218Binyamin, O., Larush, L., Frid, K. et al. (2015). Int. J. Nanomedicine 10: 7165–7174.
- 219Bihamta, M., Hosseini, A., Ghorbani, A., and Boroushaki, M.T. (2017). Avicenna J. Phytomed. 7: 46–53.
- 220Saha, S.S. and Ghosh, M. (2013). Nutrition 29: 903–910.
- 221Bachagol, D., Joseph, G.S., Ellur, G. et al. (2018). J. Nutr. Biochem. 52: 18–26.
- 222Hennessy, A.A., Ross, P.R., Fitzgerald, G.F., and Stanton, C. (2016). Lipids 51: 377–397.
- 223Yasui, Y., Hosokawa, M., Sahara, T. et al. (2005). Prostaglandins Leukot. Essent. Fatty Acids 73: 113–119.
- 224Yasui, Y., Hosokawa, M., Kohno, H. et al. (2006). Chemotherapy 52: 220–225.
- 225Kobori, M., Ohnishi-Kameyama, M., Akimoto, Y. et al. (2008). J. Agric. Food Chem. 56: 10515–10520.
- 226Grossmann, M.E., Mizuno, N.K., Dammen, M.L. et al. (2009). Cancer Prev. Res. 2: 879–886.
- 227Moon, H., Guo, D., Lee, H. et al. (2010). Cancer Sci. 101: 396–402.
- 228Tsuzuki, T. and Kawakami, Y. (2008). Carcinogenesis 29: 797–806.
- 229Eom, J., Seo, M., Baek, J. et al. (2010). Biochem. Biophys. Res. Commun. 391: 903–908.
- 230Zhang, T., Gao, Y., Mao, Y. et al. (2012). J. Nat. Med. 66: 77–84.
- 231Kohno, H., Yasui, Y., Suzuki, R. et al. (2004). Int. J. Cancer 110: 896–901.
- 232Tsuzuki, T., Tokuyama, Y., Igarashi, M., and Miyazawa, T. (2004). Carcinogenesis 25: 1417–1425.
- 233Kitamura, Y., Yamagishi, M., Okazaki, K. et al. (2006). Food Chem. Toxicol. 44: 271–277.
- 234Sun, Z., Wang, H., Ye, S. et al. (2012). Prostaglandins Other Lipid Mediat. 99: 1–8.
- 235Chen, G., Chen, W., Tseng, K., and Chao, P. (2017). Lipids Health Disease 16: 186.
- 236Chang, Y., Su, H., Chen, S. et al. (2016). Nutrients 8: 805.
- 237Noguchi, R., Yasui, Y., Suzuki, R. et al. (2001). Arch. Biochem. Biophys. 396: 207–212.
- 238Sengupta, A., Sen Gupta, S., Nandi, I., and Ghosh, M. (2015). J. Food Sci. Technol. Mysore 52: 458–464.
- 239Chan, F.K., Hsu, C., Li, T. et al. (2018). J. Nutr. Biochem. 58: 150–157.
- 240Dhar, P., Ghosh, S., and Bhattacharyya, D.K. (1999). Lipids 34: 109–114.
- 241Chou, Y., Su, H., Lai, T. et al. (2012). Nutrition 28: 803–811.
- 242Wang, L., Pang, M., Wang, X. et al. (2017). Food Agric. 97: 2084–2093.
- 243Chen, G.C., Su, H.M., Lin, Y.S. et al. (2016). J. Nutr. Biochem. 33: 28–35.
- 244Zhang, M., Du, N., Wang, L. et al. (2017). Food Funct. 8: 3696–3706.
- 245Paul, D., Dey, T.K., Mukherjee, S. et al. (2014). J. Food Sci. Technol. Mysore 51: 1724–1736.
- 246Zou, C., Shi, H., Liu, X. et al. (2016). Lwt-Food Sci. Technol. 68: 111–118.
- 247Lewis, S.N., Brannan, L., Guri, A.J. et al. (2011). PloS One 6: e24031.
- 248Pal, M. and Ghosh, M. (2012). Food Chem. Toxicol. 50: 1066–1072.
- 249Pal, M. and Ghosh, M. (2012). Food Chem. Toxicol. 50: 2811–2818.
- 250Dhar, P., Chattopadhyay, K., Bhattacharyya, D. et al. (2006). J. Oleo Sci. 56: 19–24.
- 251Padmashree, A., Sharma, G.K., Semwal, A.D., and Bawa, A.S. (2011). J. Sci. Food Agric. 91: 776–782.
- 252Gasmi, J. and Thomas Sanderson, J. (2013). Phytomedicine 20: 734–742.
- 253Shinohara, N., Tsuduki, T., Ito, J. et al. (2012). Biochim. Biophys. Acta 1821: 980–988.
- 254Yamasaki, M., Motonaga, C., Yokoyama, M. et al. (2013). J. Oleo Sci. 62: 925–932.
- 255Liu, W.N. and Leung, K.N. (2015). Cancer Cell. Int. 15: 5.
- 256Liu, W.N. and Leung, K.N. (2015). Biomed. Rep. 3: 839–842.
- 257Liu, W.N. and Leung, K.N. (2015). PLoS One 10: e0143684.
10.1145/2818302 Google Scholar
- 258Antunes, K.A., Baldivia, D.D., da Rocha, P.D. et al. (2016). Evid Based Complement. Alternat Med. 2016: 4353604.
- 259Miranda, J., Fernandez-Quintela, A., Macarulla, M.T. et al. (2009). J. Physiol. Biochem. 65: 25–32.
- 260Shinohara, N., Ito, J., Tsuduki, T. et al. (2012). J. Oleo Sci. 61: 433–441.
- 261Suzuki, R., Noguchi, R., Ota, T. et al. (2001). Lipids 36: 477–482.
- 262Hontecillas, R., Diguardo, M., Duran, E. et al. (2008). Clin. Nutr. 27: 764–772.
- 263Yasui, Y., Hosokawa, M., Khono, H. et al. (2006). Anticancer Res. 26: 1855–1860.
- 264Li, Q., Wang, H., Ye, S. et al. (2013). Prostaglandins Leukot. Essent. Fatty Acids 89: 367–376.
- 265Cornelius, A.S., Yerram, N.R., Kratz, D.A., and Spector, A.A. (1991). Cancer Res. 51: 6025–6030.
- 266Palmer, C.N. and Wolf, C.R. (1998). FEBS Lett. 431: 476–480.
- 267Traynelis, V.C., Ryken, T.C., and Cornelius, A.S. (1995). Neurosurgery 37: 484–489.
- 268Zaheer, A., Sahu, S.K., Ryken, T.C., and Traynelis, V.C. (2007). Neurochem. Res. 32: 115–124.
- 269Grossmann, M.E., Mizuno, N.K., Schuster, T., and Cleary, M.P. (2010). Int. J. Oncol. 36: 421.
- 270Lansky, E.P., Harrison, G., Froom, P., and Jiang, W.G. (2005). Invest. New Drugs 23: 121–122.
- 271Gasmi, J., Sanderson, J.T., and Agric, J. (2010). Food Chem. 58: 12149–12156.
- 272Lucci, P., Pacetti, D., Loizzo, M.R., and Frega, N.G. (2015). Food Chem. 167: 475–483.
- 273Hora, J.J., Maydew, E.R., Lansky, E.P., and Dwivedi, C. (2003). J. Med. Food 6: 157–161.
- 274Tran, H.N.A., Bae, S., Song, B. et al. (2010). Endocr. Res. 35: 1–16.
- 275Zhuo, R., Wang, F., Zhang, X. et al. (2014). Mol. Med. Rep. 9: 993–998.
- 276Igarashi, M. and Miyazawa, T. (2000). Cancer Lett. 148: 173–179.
- 277Kobori, M., Nakayama, H., Fukushima, K. et al. (2008). J. Agric. Food Chem. 56: 4004–4011.
