Structural analysis of novel bioactive acylated steryl glucosides in pre-germinated brown rice bran

Journal of Lipid Research

Volumn 49, Issue 10, 2008, Pages 2188-2196

  Usuki, Seigo ^a   Ariga, Toshio ^a   Dasgupta, Somsankar ^a   Kasama, Takeshi ^b   Morikawa, Keiko ^c   Nonaka, Shota ^c   Okuhara, Yasuhide ^c   Kise, Mitsuo ^c   Yu, Robert K ^a  

^a MEDICAL COLLEGE OF GEORGIA   (United States)

^b TOKYO MEDICAL AND DENTAL UNIVERSITY   (Japan)

^c Central Research Development Laboratory Fancl Corporation   (Japan)

Author keywords

ATPase; Diabetes; Homocysteine glycolipids; Steryl glucoside

Indexed keywords

2 HYDROXYL STERIC ACID; ACYLATED STERYL GLUCOSIDE; DELTA8 CHOLESTEROL; GLUCOSIDE; LIPID; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL COMPOSITION; CONTROLLED STUDY; ENZYME ACTIVITY; GEL CHROMATOGRAPHY; GERMINATION; LIPID ANALYSIS; MALE; MASS FRAGMENTOGRAPHY; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; RAT; RICE; SOYBEAN; STRUCTURE ANALYSIS; TANDEM MASS SPECTROMETRY;

ACYLATION; ANIMALS; CARBOXYLESTERASE; CHOLESTEROL, HDL; CHROMATOGRAPHY, LIQUID; CHROMATOGRAPHY, THIN LAYER; DIETARY FIBER; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; GERMINATION; GLUCOSIDES; HYDROLYSIS; LIPID METABOLISM; LIPIDS; MAGNETIC RESONANCE SPECTROSCOPY; MALE; ORYZA SATIVA; RATS; SODIUM-POTASSIUM-EXCHANGING ATPASE;

EID: 67649798558     PISSN: 00222275     EISSN: 15397262     Source Type: Journal    
DOI: 10.1194/jlr.M800257-JLR200     Document Type: Article

References (30)

1. Hagiwara, H., T. Seki, and T. Ariga. 2004. The effect of pregerminated brown rice intake on blood glucose and PAI-1 levels in streptozotocin-induced diabetic rats. Biosci. Biotechnol. Biochem. 68: 444-447.
2. Mamiya, T., M. Kise, K. Morikawa, H. Aoto, M. Ukai, and Y. Noda. 2007. Effects of pre-germinated brown rice on depression-like behavior in mice. Pharmacol. Biochem. Behav. 86: 62-67.
3. Mamiya, T., T. Asanuma, M. Kise, Y. Ito, A. Mizukuchi, H. Aoto, and M. Ukai. 2004. Effects of pre-germinated brown rice on betaamyloid protein-induced learning and memory deficits in mice. Biol. Pharm. Bull. 27: 1041-1045.
4. Miura, D., Y. Ito, A. Mizukuchi, M. Kise, H. Aoto, and K. Yagasaki. 2006. Hypocholesterolemic action of pre-germinated brown rice in hepatoma-bearing rats. Life Sci. 79: 259-264.
5. Ito, Y., A. Mizukuchi, M. Kise, H. Aoto, S. Yamamoto, R. Yoshihara, and J. Yokoyama. 2005. Postprandial blood glucose and insulin responses to pre-germinated brown rice in healthy subjects. J. Med. Invest. 52: 159-164.
6. Ito, M., M. Shen, M. Kise, K. Hayamizu, G. Yoshino, R. Yoshihara, and J. Yokoyama. 2005. Effect of pre-germinated brown rice on postprandial blood glucose and insulin level in subjects with hyperglycemia. Jpn. J. Food Chem. 12: 80-84.
7. Hsu, T., M. Kise, M. Wang, Y. Ito, M. Yang, H. Aoto, R. Yoshihara, J. Yokoyama, K. Daisuke, and S. Yamamoto. 2008. Effect of pregerminated brown rice on blood glucose and lipid levels in free-living patients with impaired fasting glucose or type 2 diabetes. J. Nutr. Sci. Vitaminol. (Tokyo). 54: 163-168.
8. Sakamoto, S., T. Hayashi, K. Hayashi, F. Murai, M. Hori, K. Kimoto, and K. Murakami. 2007. Pre-germinated brown rice could enhance maternal mental health and immunity during lactation. Eur. J. Nutr. 46: 391-396.
9. Saikusa, T., T. Horino, and Y. Mori. 1994. Distribution of free amino-acids in the rice kernel and kernel fractions and the effect of water soaking on the distribution. J. Agric. Food Chem. 42: 1122-1125.
10. Usuki, S., Y. Ito, K. Morikawa, M. Kise, T. Ariga, M. Rivner, and R. K. Yu. 2007. Effect of pre-germinated brown rice intake on diabetic neuropathy in streptozotocin-induced diabetic rats. Nutr. Metab. (Lond). 4: 25.
11. Chung, B. H., T. Wilkinson, J. C. Geer, and J. P. Segrest. 1980. Preparative and quantitative isolation of plasma lipoproteins: rapid, single discontinuous density gradient ultracentrifugation in a vertical rotor. J. Lipid Res. 21: 284-291.
12. Vignini, A., L. Nanetti, T. Bacchetti, G. Ferretti, G. Curatola, and L. Mazzanti. 2004. Modification induced by homocysteine and low-density lipoprotein on human aortic endothelial cells: an in vitro study. J. Clin. Endocrinol. Metab. 89: 4558-4561.
13. Silva, I. V., C. Caruso-Neves, I. M. Azeredo, T. L. Carvalho, L. S. Lara, M. C. de Mello, and A. G. Lopes. 2002. Urea inhibition of renal (NA+ + K+) ATPase activity is reversed by cAMP. Arch. Biochem. Biophys. 406: 183-189.
14. Kosaka, T., M. Yamaguchi, T. Motomura, and K. Mizuno. 2005. Investigation of the relationship between atherosclerosis and paraoxonase or homocysteine thiolactonase activity in patients with type 2 diabetes mellitus using a commercially available assay. Clin. Chim. Acta. 359: 156-162.
15. Yu, R. K., and T. Ariga. 2000. Ganglioside analysis by high-performance thin-layer chromatography. Methods Enzymol. 312: 115-134.
16. Monsigny, M., C. Petit, and A. C. Roche. 1988. Colorimetric determination of neutral sugars by a resorcinol sulfuric acid micromethod. Anal. Biochem. 175: 525-530.
17. Merkle, R. K., and I. Poppe. 1994. Carbohydrate composition analysis of glycoconjugates by gas-liquid chromatography/mass spectrometry. Methods Enzymol. 230: 1-15.
18. Chambers, R. E., and J. R. Clamp. 1971. An assessment of methanolysis and other factors used in the analysis of carbohydrate-containing materials. Biochem. J. 125: 1009-1018.
19. Kasama, T., Y. Hisano, M. Nakajima, S. Handa, and T. Taki. 1996. Microscale analysis of glycosphingolipids by TLC blotting/secondary ion mass spectrometry: a novel blood group A-active glycosphingolipid and changes in glycosphingolipid expression in rat mammary tumour cells with different metastatic potentials. Glycoconj. J. 13: 461-469.
20. Ishikawa, D., T. Kato, S. Handa, and T. Taki. 1995. New methods using polyvinylidene difluoride membranes to detect enzymes involved in glycosphingolipid metabolism. Anal. Biochem. 231: 13-19.
21. Faizi, S., M. Ali, R. Saleem, Irfanullah, and S. Bibi. 2001. Spectral assignments and reference data. Magn. Reson. Chem. 39: 399-405.
22. Gupta, M. B., R. Nath, N. Srivastava, K. Shankar, K. Kishor, and K. P. Bhargava. 1980. Anti-inflammatory and antipyretic activities of β-sitosterol. Planta Med. 39: 157-163.
23. Okuyama, E., and M. Yamazaki. 1983. [The principles of Tetragonia tetragonoides having an antiulcerogenic activity. I. Isolation and identification of sterylglucoside mixture (compound A)] Yakugaku Zasshi. 103: 43-48.
24. Xiao, M., Z. Yang, M. Jiu, J. You, and R. Xiao. 1992. [The antigastroulcerative activity of beta-sitosterol-beta-D-glucoside and its aglycone in rats] Hua Xi Yi Ke Da Xue Xue Bao. 23: 98-101.
25. Ivorra, M. D., M. P. D'Ocon, M. Paya, and A. Villar. 1988. Antihyperglycemic and insulin-releasing effects of beta-sitosterol 3-beta-Dglucoside and its aglycone, beta-sitosterol. Arch. Int. Pharmacodyn. Ther. 296: 224-231.
26. Fujino, Y., and M. Ohnishi. 1979. Isolation and structure of diglycosylsterols and triglycosylsterols in rice bran. Biochim. Biophys. Acta. 574: 94-102.
27. Kiribuchi, T., T. Mizunaga, and S. Funahashi. 1966. Separation of soybean sterols by florisil chromatography and characterization of acylated steryl glucoside. Arg. Biol. Chem. 31: 1244-1247.
28. Breinholder, P., L. Mosca, and W. Lindner. 2002. Concept of sequential analysis of free and conjugated phytosterols in different plant matrices. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 777: 67-82.
29. Pegel, K. H. 1997. The importance of sitosterol and sitosterolin in human and animal nutrition. S. Afr. J. Sci. 93: 263-268.
30. Zhang, H., T. Vasanthan, and M. Wettasinghe. 2007. Enrichment of tocopherols and phytosterols in canola oil during seed germination. J. Agric. Food Chem. 55: 355-359.