Abstract
Glucosinolates (GSLs) are sulfur-containing anionic secondary metabolites that are precursors of biologically active compounds, such as isothiocyanates, in Brassicaceae. The GSLs found in 10 cultivars of cabbage (Brassica oleracea var. capitata) popularly cultivated in Korea and China were identified and quantified. Three GSL classes (6 aliphatic, 1 aromatic, and 3 indolyl) were identified and quantified using high-performance liquid chromatography mass spectrometry (HPLC-MS) and HPLC. The concentration of these GSLs varied by season (spring- and fall-sown), leaf position (inside and outside), and cabbage color (green and red). The average total amounts of GSLs in the inner and outer sections of green and red cabbages ranged from 8.55–13.5 μmol∙g−1 dry weight. The spring-sown cabbages contained significantly higher GSL concentration (2.3–4.3 times higher) compared to their fall-sown counterparts. The inner sections of cabbages contained 1.1- to 1.8-fold greater GSL concentrations than the outer sections. These results indicate that an increase in temperature induces GSL accumulation in both green and red cabbages. The green cabbage cultivars contained significantly higher concentration of GSLs synthesized from homo-methionine, whereas the red cabbage cultivars had greater amounts of GSLs synthesized from dihomo-methionine, which suggests that the activities of enzymes involved in the elongation of homo-methionine are greater in red cabbages. The fall-sown red cabbages also contained 2- to 3-fold higher contents of GSLs synthesized from tryptophan compared to the spring-sown cabbages. In conclusion, the color of cabbage, tissue position of cabbage, temperature, and rainfall were all significantly correlated with the amount of GSL accumulation in cabbages.
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Refrerences
Agerbirk, N. and C.E. Olsen. 2012. Glucosinolate structures in evolution. Phytochem. 77:16–45.
Bommareddy, A., E.R. Hahm, D. Xiao, A.A. Powolny, A.L. Fisher, Y. Jiang, and S.V. Singh. 2009. Atg5 regulates phenethyl isothiocyanate-induced autophagic and apoptotic cell death in human prostate cancer cells. Cancer Res. 69:3704–3712.
Bonnesen, C., I.M. Eggleston, and J.D. Hayes. 2001. Dietary indoles and isothiocyanates that are generated from cruciferous vegetables can both stimulate apoptosis and confer protection against DNA damage in human colon cell lines. Cancer Res. 61:6120–6130.
Cartea, M.E., P. Velasco, S. Obregon, G. Padilla, and A. de Haro. 2008. Seasonal variation in glucosinolate content in Brassica oleracea crops grown in northwestern Spain. Phytochemstry 69:403–410.
Charron, C.S., A.M. Saxton, and C.E. Sams. 2005. Relationship of climate and genotype to seasonal variation in the glucosinolatemyrosinase system. I. Glucosinolate content in ten cultivars of Brassica oleracea grown in fall and spring seasons. J. Sci. Food Agric. 85:671–681.
Ciska, E., B. Martyniak-Przybyszewska, and H. Kozlowska. 2000. Content of glucosinolates in cruciferous vegetables grown at the same site for two years under different climatic conditions. J. Agric. Food Chem. 48:2862–2867.
Conaway, C.C., Y.M. Yang, and F.L. Chung. 2002. Isothiocyanates as cancer chemopreventive agents: Their biological activities and metabolism in rodents and humans. Curr. Drug Metab. 3:233–255.
Divisi, D., S. Di Tommaso, S. Salvemini, M. Garramone, and R. Crisci. 2006. Diet and cancer. Acta Biomedi. 77:118–123.
Fahey, J.W., A.T. Zalcmann, and P. Talalay. 2001. The chemical diversity and distribution of glucosinolates and isothiocyanates among plants. Phytochemistry 56:5–51.
Gardiner, J.B., M.J. Morra, C.V. Eberlein, P.D. Brown, and V. Borek. 1999. Allelochemicals released in soil following incorporation of rapeseed (Brassica napus) green manures. J. Agric. Food Chem. 47:3837–3842.
Guo, R., G. Yuan, and Q. Wang. 2011. Effect of sucrose and mannitol on the accumulation of health-promoting compounds and the activity of metabolic enzymes in broccoli sprouts. Sci. Hortic. 128:159–165.
Harbaum, B., E.M. Hubbermann, C. Wolff, R. Herges, Z. Zhu, and K. Schwarz. 2007. Identification of flavonoids and hydroxycinnamic acids in pak choi varieties (Brassica campestris L. ssp. chinensis var. communis) by HPLC-ESI-MSn and NMR and their quantification by HPLC-DAD.J. Agric. Food Chem. 55:8251–8260.
Hayes, J.D., M.O. Kelleher, and I.M. Eggleston. 2008. The cancer chemopreventive actions of phytochemicals derived from glucosinolates. Eur. J. Nutr. 47(Suppl 2):73–88.
Hong, E. and G.H. Kim. 2008. Anticancer and antimicrobial activities of β-Phenylethyl isothiocyanate in Brassica rapa L. Food Sci. Technol. Res. 14:377–382.
International Organization for Standardization (ISO). 1992. Rapeseed: Determination of glucosinolates content — Part 1: Method using High performance liquid chromatography. ISO, Geneva, Switzerland, p. 1–9.
Jiang, N., S.O. Chung, J. Lee, D. Ryu, Y.P. Lim, S. Park, C. Lee, J. Song, K. Kim, J.T. Park, and G. An. 2013. Increase of phenolic compounds in new Chinese cabbage cultivar with red phenotype. Hort. Environ. Biotechnol. 54:82–88.
Kim, S.J., T. Matsuo, M. Watanabe, and Y. Watanabe. 2002. Effect of nitrogen and sulphur application on the glucosinolate content in vegetable turnip rape (Brassica rapa L.). Soil Sci. Plant Nutr. 48:43–49.
Pappa, G., M. Lichtenberg, R. Iori, J. Barillari, H. Bartsch, and C. Gerhauser. 2006. Comparison of growth inhibition profiles and mechanisms of apoptosis induction in human colon cancer cell lines by isothiocyanates and indoles from Brassicaceae. Mutat. Res. 599:76–87.
Prochaska, H.J., A.B. Santamaria, and P. Talalay. 1992. Rapid detection of inducers of enzymes that protect against carcinogens. Proc. Natl. Acad. Sci. USA 89:2394–2398.
Rosa, E. and R. Heaney. 1996. Seasonal variation in protein, mineral and glucosinolate composition of Portuguese cabbages and kale. Anim. Feed Sci. Technol. 57:111–127.
Rosa, E., R. Heaney, G. Fenwick, and C. Portas. 1997. Glucosinolates in crop plants. Hort. Rev. 19:99–215.
Velasco, P., M.E. Cartea, C. Gonzalez, M. Vilar, and A. Ordas. 2007. Factors affecting the glucosinolate content of kale (Brassica oleracea acephala group). J. Agric. Food Chem. 55:955–962.
Verhoeven, D.T., R.A. Goldbohm, G. van Poppel, H. Verhagen, and P.A. van den Brandt. 1996. Epidemiological studies on brassica vegetables and cancer risk. Cancer Epidemiol. Biomarkers Prev. 5:733–748.
Volden, J., G.B. Bengtsson, and T. Wicklund. 2009. Glucosinolates, L-ascorbic acid, total phenols, anthocyanins, antioxidant capacities and colour in cauliflower (Brassica oleracea L. ssp. botrytis); effects of long-term freezer storage. Food Chem. 112:967–976.
Zhang, Y., T.W. Kensler, C.G. Cho, G.H. Posner, and P. Talalay. 1994. Anticarcinogenic activities of sulforaphane and structurally related synthetic norbornyl isothiocyanates. Proc. Natl. Acad. Sci. USA 91:3147–3150.
Zhang, Y. and P. Talalay. 1994. Anticarcinogenic activities of organic isothiocyanates: chemistry and mechanisms. Cancer Res. 54:1976–1981.
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Choi, SH., Park, S., Lim, Y.P. et al. Metabolite profiles of glucosinolates in cabbage varieties (Brassica oleracea var. capitata) by season, color, and tissue position. Hortic. Environ. Biotechnol. 55, 237–247 (2014). https://doi.org/10.1007/s13580-014-0009-6
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DOI: https://doi.org/10.1007/s13580-014-0009-6