Biotransformation of naringin and naringenin by cultured Eucalyptus perriniana cells

Phytochemistry

Volumn 71, Issue 2-3, 2010, Pages 201-205

  Shimoda, Kei ^a   Kubota, Naoji ^a   Taniuchi, Koji ^b   Sato, Daisuke ^b   Nakajima, Nobuyoshi ^c   Hamada, Hatsuyuki ^d   Hamada, Hiroki ^b  

^a OITA UNIVERSITY   (Japan)

^b OKAYAMA UNIVERSITY OF SCIENCE   (Japan)

^c OKAYAMA PREFECTURAL UNIVERSITY   (Japan)

^d NATIONAL INSTITUTE OF FITNESS AND SPORTS IN KANOYA   (Japan)

Author keywords

Glycosides; Biotransformation; Cultured plant cells; Eucalyptus; Eucalyptus perriniana; Glycosylation; Mystaceae; Naringenin; Naringin

Indexed keywords

AURANTIIN; FLAVANONE DERIVATIVE; FLAVONE DERIVATIVE; GLUCOSIDE; NARINGENIN;

ARTICLE; BIOTRANSFORMATION; CELL CULTURE; CHEMICAL STRUCTURE; CYTOLOGY; EUCALYPTUS; ISOLATION AND PURIFICATION; METABOLISM;

BIOTRANSFORMATION; CELLS, CULTURED; EUCALYPTUS; FLAVANONES; FLAVONES; GLUCOSIDES; MOLECULAR STRUCTURE;

EUCALYPTUS; EUCALYPTUS PERRINIANA;

EID: 73849136881     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2009.09.035     Document Type: Article

References (22)

1. Borradaile N.M., Carroll K.K., and Kurowska E.M. Regulation of HepG2 cell apolipoprotein B metabolism by the citrus flavanones hesperetin and naringenin. Lipids 34 (1999) 591-598
2. Chiba H., Uehara M., Wu J., Wang X., Masuyama R., Suzuki K., Kanazawa K., and Ishimi Y. Hesperidin, a citrus flavonoid, inhibits bone loss and decreases serum and hepatic lipids in ovariectomized mice. J. Nutr. 133 (2003) 1892-1897
3. Furuya T., Orihara Y., and Hayashi C. Triterpenoids from Eucalyptus perriniana cultured cells. Phytochemistry 26 (1987) 715-719
4. Garg A., Garg S., Zaneveld L.J.D., and Singla A.K. Chemistry and pharmacology of the citrus bioflavonoid hesperidin. Phytother. Res. 15 (2001) 655-669
5. Hai L., Zhang Q., Zhao Y., Liang H., and Du N. Studies on chemical constituents from root of Hedysarum polybotrys. Zhongg. Zhong. Zazhi 29 (2004) 432-434
6. Ko J.H., Kim B.G., and Ahn J.-H. Glycosylation of flavonoids with a glycosyltransferase from Bacillus cereus. FEMS Microb. Lett. 258 (2006) 263-268
7. Lewinsohn E., Berman E., Mazur Y., and Gressel J. Glucosylation of exogenous flavanones by grapefruit (Citrus paradisi) cell cultures. Phytochemistry 25 (1986) 2531-2535
8. Lewinsohn E., Berman E., Mazur Y., and Gressel J. Glucosylation and (1-6) rhamnosylation of exogenous flavanones by undifferentiated citrus cell cultures. Plant Sci. 61 (1989) 23-28
9. Liu Y., Yang J., and Cai Z. Chemical investigation on Sijunzi decoction and its two major herbs Panax ginseng and Glycyrrhiza uralensis by LC/MS/MS. J. Pharm. Bio. Anal. 41 (2006) 1642-1647
10. Miller E.G., Peacock J.J., Bourland T.C., Taylor S.E., Wright J.M., Patil B.S., and Miller E.G. Inhibition of oral carcinogenesis by citrus flavonoids. Nutr. Cancer 60 (2008) 69-74
11. Miura H., Kawashima K., Kitamura Y., and Sugii M. Studies on the tissue culture of Swertia japonica Makino. III. Glycosylation of naringenin in cultured cells. Shoyakugaku Zasshi 40 (1986) 40-43
12. Nafisi S., Hashemi M., Rajabi M., and Tajimir-Riahi H.A. DNA adducts with antioxidant flavonoids: morin, apigenin, and naringin. DNA Cell Biol. 27 (2008) 433-442
13. Ogundaini A., Farah M., Perera P., Samuelsson G., and Bohlin L. Isolation of two new antiinflammatory biflavanoids from Sarcophyte piriei. J. Nat. Prod. 59 (1996) 587-590
14. Rousseff R.L., Martin S.F., and Youtsey C.O. Quantitative survey of narirutin, naringin, hesperidin and neohesperidin in citrus. J. Agri. Food Chem. 35 (1987) 1027-1030
15. Shaw P.E., Calkins C.O., McDonald R.E., Greany P.D., Webb J.C., Nisperos-Carriedo M.O., and Barros S.M. Changes in limonin and naringin levels in grapefruit albedo with maturity and the effects of gibberellic acid on these changes. Phytochemistry 30 (1991) 3215-3219
16. Shimoda K., Harada T., Hamada H., Nakajima N., and Hamada H. Biotransformation of raspberry ketone and zingerone by cultured cells of Phytolacca americana. Phytochemistry 68 (2007) 487-492
17. Shimoda K., Kwon S., Utsuki A., Ohiwa S., Katsuragi H., Yonemoto N., Hamada H., and Hamada H. Glycosylation of capsaicin and 8-nordihydrocapsaicin by cultured cells of Catharanthus roseus. Phytochemistry 68 (2007) 1391-1396
18. Shimoda K., Kondo Y., Akagi M., Abe K., Hamada H., and Hamada H. Glycosylation of tocopherols by cultured cells of Eucalyptus perriniana. Phytochemistry 68 (2007) 2678-2683
19. Shimoda K., Hamada H., and Hamada H. Glycosylation of hesperetin by plant cell cultures. Phytochemistry 69 (2008) 1135-1140
20. Shimoda K., Sato N., Kobayashi T., Hamada H., and Hamada H. Glycosylation of daidzein by Eucalyptus cell cultures. Phytochemistry 69 (2008) 2303-2306
21. Wu J.B., Fong Y.C., Tsai H.Y., Chen Y.F., Tsuzuki M., and Tang C.H. Naringin-induced bone morphogenetic protein-2 expression via PI3K, Akt, c-Fos/c-Jun and AP-1 pathway in osteoblasts. Eur. J. Pharmacol. 588 (2008) 333-341
22. Zhang M., Zhang J.P., Ji H.T., Wang J.S., and Qian D.H. Effect of six flavonoids on proliferation of hepatic stellate cells in Vitro. Acta Pharmacol. Sin. 21 (2000) 253-256