Potential protective properties of flax lignan secoisolariciresinol diglucoside

Nutrition Journal

Shahzad Hussain¹  Muhammad Nadeem²  Zarina Mushtaq³  Muhammad Kamran Khan³  Faqir Muhammad Anjum³  Nazir Ahmad³  Muhammad Imran³ 

[1] Department of Food Science and Nutrition, College of Food and Agricultural Sciences, King Saud University, Riyadh, Saudi Arabia;Department of Dairy Technology, University of Veterinary and Animal Sciences, Lahore, Pakistan;Institute of Home and Food Sciences, Faculty of Science and Technology, Government College University, Faisalabad 38000, Pakistan

关键词: Maladies;    Therapy;    Diet;    Precursors;    Lignan;    Processing;    Flaxseed;   

Others  :  1222618
DOI  :  10.1186/s12937-015-0059-3

 received in 2015-02-06, accepted in 2015-07-14,  发布年份 2015

【 摘 要 】

Lignans are a group of phytonutrients which are widely distributed in the plant kingdom. Flaxseed is the richest source of providing lignan precursor such as secoisolariciresinol diglucoside (SDG). This article reviews the studies relevant to experimental models in animals and humans demonstrating the possible nutraceutical actions of SDG to prevent and alleviate lifestyle-related diseases. A local and international web-based literature review for this project was carried out to provide information relating to the study. The major key word “SDG” was selected to gather information using the electronic databases pertaining to the current state of flaxseed lignans composition, bioactive compounds, metabolism and to find out their role in terms of chemopreventive action. The extraction methods vary from simple to complex depending on separation, fractionation, identification and detection of the analytes. The majority of studies demonstrate that SDG interferes with the development of different types of diseases like cardiovascular, diabetic, lupus nephritis, bone, kidney, menopause, reproduction, mental stress, immunity, atherosclerosis, hemopoietic, liver necrosis and urinary disorders due to its various biological properties including anti-inflammatory, antioxidant, antimutagenic, antimicrobial, antiobesity, antihypolipidemic and neuroprotective effects. Moreover, SDG has a defending mediator against various cancers by modulating multiple cell signaling pathways. As discussed in this review, SDG has shown therapeutic potential against a number of human diseases and can be recommended for discerning consumers.

【 授权许可】

   
2015 Imran et al.

【 参考文献 】

• [1]Bernacchia R, Preti R, Vinci G. Chemical composition and health benefits of flaxseed. Austin J Nutri Food Sci. 2014; 2:1045.
• [2]Schmidt TJ, Klaes M, Sendker J. Lignans in seeds of Linum species. Phytochem. 2012; 82:89-99.
• [3]Setchell KD, Brown NM, Zimmer-Nechemias L, Wolfe B, Jha P, Heubi JE. Metabolism of secoisolariciresinol-diglycoside the dietary precursor to the intestinally derived lignan enterolactone in humans. Food Funct. 2014; 5:491-501.
• [4]Herchi W, Arráez-Román D, Trabelsi H, Bouali I, Boukhchina S, Kallel H et al.. Phenolic compounds in flaxseed: a review of their properties and analytical methods. An overview of the last decade. J Oleo Sci. 2014; 63:7-14.
• [5]Hano C, Martin I, Fliniaux O, Legrand B, Gutierrez L, Arroo RR et al.. Pinoresinol-lariciresinol reductase gene expression and secoisolariciresinol diglucoside accumulation in developing flax (Linum usitatissimum) seeds. Planta. 2006; 224:1291-301.
• [6]McVeigh JG, McGaughey H, Hall M, Kane P. The effectiveness of hydrotherapy in the management of fibromyalgia syndrome: a systematic review. Rheumatol Int. 2008.
• [7]Westcott ND, Muir AD. Variation in the concentration of the flax seed lignan concentration with variety, location and year. In: Proc 56th Flax Institute of the United States Conference 1996, Fargo, ND, Flax Institute of the United States, pp 77–80
• [8]Hosseinian FS, Beta T. Patented techniques for the extraction and isolation of secoisolari-ciresinol diglucoside from flaxseed. Recent Pat Food Nutr Agric. 2009; 1:25-31.
• [9]Bakke JE, Klosterman HJ. A new diglucoside from flaxseed. Proceedings of the North Dakota Academy of Science, 1956, Grand Forks, North Dakota, Volume X, pp 18–21.
• [10]Shukla RH, Ahmad K, Moore KM. Process for obtaining lignans. 2004; US20040224902.
• [11]Corbin C, Fidel T, Leclerc EA, Barakzoy E, Sagot N, Falguieres A et al.. Development and validation of an efficient ultrasound assisted extraction of phenolic compounds from flax (Linum usitatissimum L.) seeds. Ultrason Sonochem. 2015; 26:176-85.
• [12]Coran SA, Giannellini V, Bambagiotti-Alberti M. High performance thin-layer chromatographic-densitometric determination of secoisolariciresinol diglucoside in flaxseed. J Chromatogr A. 2004; 1045:217-22.
• [13]Popova IE, Hall C, Kubátová A. Determination of lignans in flaxseed using liquid chromatography with time-of-flight mass spectrometry. J Chromatogr A. 2009; 1216:217-29.
• [14]Gerstenmeyer E, Reimer S, Berghofer E, Schwartz H, Sontag G. Effect of thermal heating on some lignans in flax seeds, sesame seeds and rye. Food Chem. 2013; 138:1847-55.
• [15]Hyvärinen HK, Pihlava JM, Hiidenhovi JA, Hietaniemi V, Korhonen HJ, Ryhänen EL. Effect of processing and storage on the stability of flaxseed lignan added to bakery products. J Agric Food Chem. 2006; 54:48-53.
• [16]Hall CA, Manthey FA, Lee RE, Niehaus M. Stability of α-linolenic acid and secoisolariciresinol diglucoside in flaxseed-fortified macaroni. J Food Sci. 2005; 70:483-9.
• [17]Muir AD, Westcott ND. Quantitation of the lignan secoisolariciresinol diglucoside in baked goods containing flax seed or flax meal. J Agric Food Chem. 2000; 48:4048-52.
• [18]Simbalista RL, Frota KMG, Soares RAM, Arêas JAG. Effect of storage and processing of Brazilian flaxseed on lipid and lignan contents. Cienc Tecnol Aliment. 2012; 32:374-80.
• [19]Hyvärinen HK, Pihlava JM, Hiidenhovi JA, Hietaniemi V, Korhonen HJ, Ryhänen EL. Effect of processing and storage on the stability of flaxseed lignan added to dairy products. J Agric Food Chem. 2006; 54:8788-92.
• [20]Waszkowiak K, Szymandera-Buszka K, Hęś M. Effect of ethanolic flax (Linum usitatissimum L.) extracts on lipid oxidation and changes in nutritive value of frozen-stored meat products. Acta Sci Pol Technol Aliment. 2014; 13:135-44.
• [21]Axelson M, Setchell KD. The excretion of lignans in rats–evidence for an intestinal bacterial source for this new group of compounds. FEBS Lett. 1981; 123:337-42.
• [22]Setchell KDR, Lawson AM, Mitchell FL, Adlercreutz H, Kirk DN, Axelson M. Lignans in man and in animal species. Nature. 1980; 287:740-2.
• [23]Landete JM. Plant and mammalian lignans: a review of source, intake, metabolism, intestinal bacteria and health. Food Res Int. 2012; 46:410-24.
• [24]Adlercreutz H. Lignans and human health. Crit Rev Clin Lab Sci. 2007; 44:483-525.
• [25]Nesbitt PD, Lam Y, Thompson LU. Human metabolism of mammalian lignan precursors in raw and processed flaxseed. Am J Clin Nutr. 1999; 69:549-55.
• [26]Touré A, Xueming X. Flaxseed lignans source, biosynthesis, metabolism, antioxidant activity, bio-active components, and health benefits. Compr Rev Food Sci Food Safety. 2010; 9:261-9.
• [27]Jenab M, Thompson LU. The influence of flaxseed and lignans on colon carcinogenesis and beta-glucuronidase activity. Carcinogenesis. 1996; 17:1343-8.
• [28]Li D, Yee JA, Thompson LU. Dietary supplementation with secoisolariciresinol diglycoside (SDG) reduces experimental metastasis of melanoma cells in mice. Cancer Lett. 1999; 142:91-6.
• [29]Tan KP, Chen J, Ward WE, Thompson LU. Mammary gland morphogenesis is enhanced by exposure to flaxseed or its major lignan during suckling in rats. Exp Biol Med (Maywood). 2004; 229:147-57.
• [30]Rickard SE, Yuan YV, Chen J, Thompson LU. Dose effects of flaxseed and its lignan on N-methyl-N-nitrosourea-induced mammary tumorigenesis in rats. Nutr Cancer. 1999; 35:50-7.
• [31]Rickard SE, Yuan YV, Thompson LU. Plasma insulin-like growth factor I levels in rats are reduced by dietary supplementation of flaxseed or its lignan secoisolariciresinol diglycoside. Cancer Lett. 2000; 161:47-55.
• [32]Bergman JM, Thompson LU, Dabrosin C. Flaxseed and its lignans inhibit estradiol-induced growth, angiogenesis, and secretion of vascular endothelial growth factor in human breast cancer xenografts in vivo. Clin Cancer Res. 2007; 13:1061-7.
• [33]Zhang LY, Wang XL, Sun DX, Liu XX, Hu XY, Kong F. Regulation of zinc transporters by dietary flaxseed lignan in human breast cancer xenografts. Mol Biol Rep. 2008; 35:595-600.
• [34]Demark-Wahnefried W, Price DT, Polascik TJ, Robertson CN, Anderson EE, Paulson DF et al.. Pilot study of dietary fat restriction and flaxseed supplementation in men with prostate cancer before surgery: exploring the effects on hormonal levels, prostate-specific antigen, and histopathologic features. Urology. 2001; 58:47-52.
• [35]Demark-Wahnefried W, Polascik TJ, George SL, Switzer BR, Madden JF, Ruffin MT et al.. Flaxseed supplementation (not dietary fat restriction) reduces prostate cancer proliferation rates in men presurgery. Cancer Epidemiol Biomarkers Prev. 2008; 17:3577-87.
• [36]Boccardo F, Lunardi G, Guglielmini P. Serum enterolactone levels and the risk of breast cancer in women with palpable cysts. Eur J Cancer. 2004; 40:84-9.
• [37]Pietinen P, Stumpf K, Mannisto S. Serum enterolactone and risk of breast cancer: a case–control study in eastern Finland. Cancer Epidemiol Biomarkers Prev. 2001; 10:339-44.
• [38]O’Keefe JH, Carter MD, Lavie CJ. Primary and secondary prevention of cardiovascular diseases: a practical evidence-based approach. Mayo Clin Proc. 2009; 84:741-57.
• [39]Mathieu P, Poirier P, Pibarot P. Visceral obesity: the link among inflammation, hypertension, and cardiovascular disease. Hypertension. 2009; 53:577-84.
• [40]Zanwar AA, Hegde MV, Rojatkar SR, Sonawane KB, Rajamohanan PR, Bodhankar SL. Isolation, characterization and antihyperlipidemic activity of secoisolariciresinol diglucoside in poloxamer-407-induced experimental hyperlipidemia. Pharm Biol. 2014; 52:1094-103.
• [41]Sicilia T, Niemeyer HB, Honig DM, Metzler M. Identification and stereochemical characterization of lignans in flaxseed and pumpkin seeds. J Agric Food Chem. 2003; 51:1181-8.
• [42]Zhang W, Wang X, Liu Y. Dietary flaxseed lignin extract lowers plasma cholesterol and glucose concentrations in hypercholesterolaemic subjects. Br J Nutr. 2008; 99:1301-9.
• [43]Adolphe JL, Whiting SJ, Juurlink BHJ, Thorpe LU, Alcorn J. Health effects with consumption of the flax lignin secoisolariciresinol diglucoside. British J Nutr. 2010; 103:929-38.
• [44]Cornish SM, Chilibeck PD, Paus-Jennsen L. A randomized controlled trial of the effects of flaxseed lignan complex on metabolic syndrome composite score and bone mineral in older adults. Appl Physiol Nutr Metab. 2009; 34:89-98.
• [45]Fukumitsu S, Aida K, Ueno N. Flaxseed lignin attenuates high-fat diet-induced fat accumulation and induces adiponectin expression in mice. Br J Nutr. 2008; 100:669-76.
• [46]Prasad K. Secoisolariciresinol diglucoside from flaxseed delays the development of type 2 diabetes in Zucker rat. J Lab Clin Med. 2001; 138:32-9.
• [47]Prasad K. Flax lignan complex slows down the progression of atherosclerosis in hyperlipidemic rabbits. J Cardiovasc Pharmacol Ther. 2009; 14:38-48.
• [48]Prasad K. A study on regression of hypercholesterolemic atherosclerosis in rabbits by flax lignan complex. J Cardiovasc Pharmacol Ther. 2007; 12:304-13.
• [49]Peterson J, Dwyer J, Adlercreutz H, Scalbert A, Jacques P, McCullough ML. Dietary lignans: physiology and potential for cardiovascular disease risk reduction. Nutr Rev. 2010; 68:571-603.
• [50]Halliwell B, Gutteridge JM. Free radicals in biology and medicine. Oxford University Press, New York; 2007.
• [51]Seifried HE, Anderson DE, Fisher EI, Milner JA. A review of the interaction among dietary antioxidants and reactive oxygen species. J Nutr Biochem. 2007; 18:567-79.
• [52]Al-Jumaily EF, AL-Azawi AH. Hepatoprotective activity of lignan compound from flaxseed (linumusitatissimum l.) against acetaminopheninduced hepatotoxicity in rabbits. World J Pharma Pharmaceut Sci. 2013; 3:56-72.
• [53]Bhathena S, Ali A, Haudenschild C, Latham P, Ranich T, Mohamed A. Dietary flaxseed meal is more protective than soy protein concentrate against hypertriglyceridemia and steatosis of the liver in an animal model of obesity. J American College Nutri. 2002; 22:157-64.
• [54]Saad CT, Précoma DB, Merlini AB, Ioshii SO, Champoski AF. Evaluation of flaxseed effects on non-alcoholic fatty liver disease (NAFLD) in rabbits submitted to a hypercholesterolemic diet. Funct Foods Health Dis. 2014; 4:442-50.
• [55]Fukumitsu S, Aida K, Shimizu H, Toyoda K. Flaxseed lignan lowers blood cholesterol and decreases liver disease risk factors in moderately hypercholesterolemic men. Nutr Res. 2010; 30:441-6.
• [56]Clark WF, Muir AD, Westcott ND, Parbtani A. A novel treatment for lupus nephritis: lignan precursor derived from flax. Lupus. 2000; 9:429-36.
• [57]Ward WE, Yuan YV, Cheung AM, Thompson LU. Exposure to flaxseed and its purified lignan reduces bone strength in young but not older male rats. J Toxicol Environ Health A. 2001; 63:53-65.
• [58]Ward WE, Yuan YV, Cheung AM, Thompson LU. Exposure to purified lignan from flaxseed (Linum usitatissimum) alters bone development in female rats. Br J Nutr. 2001; 86:499-505.
• [59]Sacco SM, Jiang JM, Reza-López S, Ma DW, Thompson LU, Ward WE. Flaxseed combined with low-dose estrogen therapy preserves bone tissue in ovariectomized rats. Menopause. 2009; 16:545-54.
• [60]Ogborn MR, Nitschmann E, Bankovic-Calic N, Weiler HA, Aukema HM. Effects of flaxseed derivatives in experimental polycystic kidney disease vary with animal gender. Lipids. 2006; 41:1141-9.
• [61]Orcheson LJ, Rickard SE, Seidl MM, Thompson LU. Flaxseed and its mammalian lignan precursor cause a lengthening or cessation of estrous cycling in rats. Cancer Lett. 1998; 125:69-76.
• [62]Lee JC, Krochak R, Blouin A, Kanterakis S, Chatterjee S, Arguiri E et al.. Dietary flaxseed prevents radiation-induced oxidative lung damage, inflammation and fibrosis in a mouse model of thoracic radiation injury. Cancer Biol Ther. 2009; 8:47-53.
• [63]Hallund J, Tetens I, Bügel S, Tholstrup T, Ferrari M, Teerlink T et al.. Daily consumption for six weeks of a lignan complex isolated from flaxseed does not affect endothelial function in healthy postmenopausal women. J Nutr. 2006; 136:2314-8.
• [64]Zhang W, Wang X, Liu Y, Tian H, Flickinger B, Empie MW et al.. Effects of dietary flaxseed lignan extract on symptoms of benign prostatic hyperplasia. J Med Food. 2008; 11:207-14.
• [65]Rickard SE, Thompson LU. Urinary composition and postprandial blood changes in H-secoisolariciresinol diglycoside (SDG) metabolites in rats do not differ between acute and chronic SDG treatments. J Nutr. 2000; 130:2299-305.
• [66]Ward WE, Chen J, Thompson LU. Exposure to flaxseed or its purified lignan during suckling only or continuously does not alter reproductive indices in male and female offspring. J Toxicol Environ Health A. 2001; 64:567-77.
• [67]Tou JC, Chen J, Thompson LU. Flaxseed and its lignan precursor, secoisolariciresinol diglycoside, affect pregnancy outcome and reproductive development in rats. J Nutr. 1998; 128:1861-8.
• [68]Spence JD, Thornton T, Muir AD, Westcott ND. The effect of flax seed cultivars with differing content of alpha-linolenic acid and lignans on responses to mental stress. J Am Coll Nutr. 2003; 22:494-501.
• [69]Ma X, Wang R, Zhao X, Zhang C, Sun J, Li J et al.. Antidepressant-like effect of flaxseed secoisolariciresinol diglycoside in ovariectomized mice subjected to unpredictable chronic stress. Metab Brain Dis. 2013; 28:77-84.
• [70]Rhee Y, Brunt A. Effects of flaxseed lignan on mitogen stimulated lymphocyte proliferation. FASEB J. 2007; 21:702-11.