High-Performance Liquid Chromatographic Quantification of Flavonol Glycosides in Orostachys Species

  • Nugroho, Agung (Department of Applied Plant Sciences, Graduate School, Sangji University) ;
  • Kim, Myung-Hoe (Department of Applied Plant Sciences, Graduate School, Sangji University) ;
  • Han, Yu-Ran (Department of Food Science and Nutrition, Pukyong National University) ;
  • Choi, Jae-Sue (Department of Food Science and Nutrition, Pukyong National University) ;
  • Park, Hee-Juhn (Department of Pharmaceutical Engineering, Sangji University)
  • Received : 2012.02.08
  • Accepted : 2012.03.07
  • Published : 2012.03.31

Abstract

The herbs of Orostachys japonicus (Crassulaceae) have been used to treat gastric cancer, gastric ulcer or hemorrhage. Flavonoid glycosides, mainly kaempferol (Kp)- and quercetin (Qc) glycosides, have been isolated from O. japonicus; however, no quantitative information on those flavonol glycosides and no peroxynitritescavenging activity of the Orostachys extracts have been reported. In this study, Kp- and Qc glycosides were qualitatively and quantitatively analyzed by high-performance liquid chromatography (HPLC) in eight Orostachys and a Meterostachys species including O. japonicas, O. margaritifolius, O. chongsunensis, O. minuta, O. ramosus, O. malacophylla, O. latiellipticus, O. iwarenge, O. iwarenge for. magnus, and Meterostachys sikokiana distributed or cultivated in Korea. Distinctively, O. margaritifolius contained two flavonol 3,7-di-O-glycosides of Kp 3,7-di-O-glucoside and Kp 3-rhamnosyl-7-glucoside, but O. japonicus had two flavonol 3-O-rutinosides, Kp 3-rutinoside and Qc 3-rutinoside. The three species of O. margaritifolius (24.36 mg/g MeOH extract), O. japonicus (21.28 mg/g), and O. minuta (19.50 mg/g) showed relatively higher flavonoid contents. The flavonol glycosides were analyzed using eight standard compounds (Kp, Qc, Qc 3-O-rhamnoside, Qc 3-O-glucoside, Kp 3- O-rutinoside, Qc 3-O-rutinoside, Kp 3-O-rhamnosyl-7-O-glucoside, Kp 3,7-di-O-glucoside). The present HPLC method was validated to verify the linearity, precision, and accuracy. In addition, the peroxynitrite-scavenging activity was also discussed.

Keywords

References

  1. Drel, V.R., Patcher, P., Vareniuk, I., Pavlov, I., Lyzogulbov, V.V., Grovez, J.T., and Obrosova, I.G., A peroxynitrite decomposition catalyst counteracts sensory neuropathy in streptozotocin-diabetic mice. Eup. J. Pharmacol. 569, 48-58 (2007).
  2. Gurbuz, I., Yesilada, E., and Ito, S., An anti-ulcerogenic diglucoside from Equisetum palustre L.. J. Ethnopharmacol. 121, 360-365 (2009).
  3. Jung, B.S. and Shin, M.K., Dictionary of the Medicinal Plants. Younglim- Sa, Seoul, pp. 600-601 (1990).
  4. Jung, H.J., Choi, J., Nam, J.H., and Park, H.J., Anti-ulcerogenic effects of the flavonoid-rich fraction from the extract of Orostachys japonicus in mice. J. Med. Food 10, 702-706 (2007).
  5. Je Ma, C., Jung, W.J., Lee, K.Y., Kim, Y.C., and Sung, S. H., Calpain inhibitory isolated from Orostachys japonicas. J. Enzyme Inhib. Med. Chem. 24, 676-679 (2009).
  6. Kim, C.H., Park, J.H., Lim, J.K., Lee, K.J., Chung, G.Y., and Jeong, H.J., The activity of antioxidants and suppression of cancer cell proliferation in extracts of Orostachys japonicus A. Berger. Korean J. Med. Crop. Sci. 11, 31-39 (2003).
  7. Kim, H.J., Lee, J.Y., Kim, S.M., Park, D.A., Jin, C.B., Hong, S.P., and Lee, Y.S., A new epicatechin gallate and calpain inhibitory activity from Orostachys japonicas. Fitoterapia 80, 73-76 (2009).
  8. Korda, M., Kubant, R., Patton, S., and Malinski, T., Leptin-induced endothelial dysfunction in obesity. Am. J. Physiol. Heart Circ. Physiol. 295, 1514-1521 (2008).
  9. Kooy, N.W., Royall, J.A., Ischiropoulos, H., and Beckman, J.S., Peroxynitrite-mediated oxidation of dihydrorhodamine 123. Free Radic. Biol. Med. 16, 149-156 (1994).
  10. Park, H.J., Moon, S.H., Kim, J.O., Lee, S.H., and Choi, J.S., A study on the chemical constituents of Orostachys japonicus A. Berger. Kor. J. Pharmacogn., 22, 78-84 (1991).
  11. Park, H.J., Moon, S.H., Park, K.Y., Choi, J.S., Chung, H.Y., Young, H.S., and Suh, S.S., Antimutagenic effect of Orostachys japonicas. Yakhak Hoeji 35, 253-257 (1991).
  12. Park, H.J., Young, H.S., Park, K.Y., Rhee, S.H., Chung, H.Y., and Choi, J.S., Flavonoids from the whole plants of Orostachys japonicas. Arch. Pharm. Res. 14, 167-171 (1991).
  13. Park, J.C., Han, W.D., Park, J.R., Choi, S.H., and Choi, J.W., Changes in hepatic drug metabolizing enzymes and lipid peroxidation by methanol extract and major compound of Orostachys japonicas. J. Ethnopharmacol. 102, 313-318 (2005).
  14. Park, J.G., Park, J.C., Hur, J.M., Park, S.J., Choi, D.R., Shin, D.Y., Park, K.Y., Cho, H.W., and Kim, M.S., Phenolic compound from Orostachys japonicus having anti-HIV-1 protease activity. Nat. Prod. Sci. 6, 117-121 (2000).
  15. Patcher, P., Obrosova, I.G., Mabley, J.G., and Szabo, C., Role of nitrosative stress and peroxynitrite in the pathogenesis of diabetic complications. Emerging new therapeutical strategies. Curr. Med. Chem. 12, 267-275 (2005).
  16. Radi, R., Beckman, J.S., Bush, K.M., and Freeman, B.A., Peroxynitrite oxidation of sulfhydryls, the cytotoxic potential of superoxide and nitric oxide. J. Biol. Chem. 266, 4244-4250 (1991).
  17. Sreelatha, S., Jeyachitra, A., and Padma, P.R., Antiproliferation and induction of apoptosis by Moringa oleifera leaf extract on human cancer cells. Food Chem. Toxicol. 49, 1270-1275 (2011).
  18. Sung, S.H., Jung, W.T., and Kim, Y.C., A novel flavonol lyxoside of Orostachys japonicus herb. Nat. Prod. Lett. 16, 29-32 (2002).
  19. Yoon, Y., Kim, K.S., Hong, S.G., Kang, B.J., Lee, M.Y., and Cho, D.W., Protective effect of Orostachys japonicus A. Berger on $H_2O_2$-induced apoptosis in GT1-1 mouse hypothalamic neuronal cell line. J. Ethnopharmacol. 69, 73-78 (2000).