Norisoprenoids and Hepatoprotective Flavone Glycosides from the Aerial Parts of Beta vulgaris var. cicla

  • Kim, In-Kyum (College of Pharmacy and Research Institute of Pharmaceutical Science, Seoul National University) ;
  • Chin, Young-Won (College of Pharmacy and Research Institute of Pharmaceutical Science, Seoul National University) ;
  • Lim, Song-Won (College of Pharmacy and Research Institute of Pharmaceutical Science, Seoul National University) ;
  • Kim, Young-Choong (College of Pharmacy and Research Institute of Pharmaceutical Science, Seoul National University) ;
  • Kim, Jin-Woong (College of Pharmacy and Research Institute of Pharmaceutical Science, Seoul National University)
  • Published : 2004.06.01

Abstract

(+)-Dehydrovomifoliol (1). 3-hydroxy-5$\alpha$,6$\alpha$-epoxy-$\beta$-ionone (2), vitexin 7 -O-$\beta$-D-glucopyrano-side (3), and vitexin 2'-O-$\beta$-D-glucopyranoside (4) were isolated as new constituents from the aerial parts of Beta vulgaris var. cicla. Compounds 3 and 4 demonstrated hepatoprotective activity with values of 65.8 and 56.1%, respectively, in primary cultured rat hepatocytes with $CCl_4$-induced cell toxicity, compared to controls. This was comparable to that of silibinin (69.8%) which was used as a positive control.trol.

Keywords

References

  1. Achenbach, H., Lottes, M., Waibel, R., Karikas , G. A., Correa , M. D., and Gupta, M. P., Alkaloids and other compounds from Psychotria correae. Phytochemistry, 38, 1537-1545 (1995) https://doi.org/10.1016/0031-9422(94)00823-C
  2. Agrawal, P. K. and Bansal, M. C., Flavonoid glycosides: In Agrawal P. K. (Eds).Carbon-13NMR of Flavonoids. 티sevier, Amsteradam,pp. 283-364, (1989)
  3. Banskota, A. H., Tezuka, Y., Adnyana, I. K., Xiong, Q., Hase, K., Tran, K. Q.,Tanaka, K.,Saiki, I., and Kadota, S., Hepatoprotective effect of Combretum quadrangulare and its constituents. Biol. Pharm. Bull., 23, 456-460 (2000) https://doi.org/10.1248/bpb.23.456
  4. Chin, Y.-W., Lim, S. W., Kim, S.-H., Sin, D.-Y., Sur, Y.-G., Kim, Y. B., Kim, Y. C., and Kim, J., Hepatoprotective pyrrole derivatives of Lycium chinense fruits. Bioorg. Med. Chem. Lett., 13, 79-81 (2003) https://doi.org/10.1016/S0960-894X(02)00846-6
  5. Chopin, J., Dellamonica, G., Markham, K. R., Ramachandran Nair, A. G., and Gunasegaran, R., 2'-p-Coumaroylvitexin 7-glucoside from Mollugo oppositifolia. Phytochemistry, 23, 2106-2108 (1984) https://doi.org/10.1016/S0031-9422(00)84997-3
  6. Ito, H., Kobayashi, E., Li, S.-H., Hatano, T., Sugita, D., Kubo, N., Shimura, S., Itoh, Y., and Yoshida, T., Megastigmane gycosides and an acylated triteterpenoid from Eriobotrya japonica. J. Nat. Prod., 64, 737-747 (2001) https://doi.org/10.1021/np010004x
  7. Gil, M. I., Ferreres, F., and Tomas-Barberan, F. A., Effect of modified atmosphere packaging on the flavonoids and vitamin C content of minimally processed Swiss chard (Beta vulgaris subspecies cycla). J. Agri. Food. Chem., 46, 2007-2012 (1998) https://doi.org/10.1021/jf970924e
  8. Kato, T, Tsunakawa, M., Sasaki, N., and Aizawa, H., Growth and germination inhibitors in rice husks. Phytochemistry, 16, 45-48 (1977) https://doi.org/10.1016/0031-9422(77)83010-0
  9. Kim, Y., Han, M. S., Lee, J. S., Kim, J., and Kim, Y. C., Inhibitory phenolic amides on lipopolysaccharide-induced nitric oxide production in RAW 264.7 cells from Beta vulgaris var. cicla seeds. Phytother. Res., 17, 983-985 (2003) https://doi.org/10.1002/ptr.1232
  10. Kisiel, W, Michalska, K., and Szneler, E., Norisoprenoids from aerial parts of Cichorium pumilum. Biochem. Syst. Ecol., 32, 343-346 (2004) https://doi.org/10.1016/j.bse.2003.08.005
  11. Markham, K. R. and Geiger, H., 'The Flavonoids,' ed. by Harbone J. B., Chapman and Hall, London, 1993, pp. 441-497
  12. Miyase, T, Ueno, A., Takizawa, N., Kobayashi, H., and Karasawa, H., Studies on the glycosides of Epimedium grandiflorum Morr. var. thunbergianum (Miq.) Nakai. Chem. Pharm. Bull., 35,1109-1117 (1987) https://doi.org/10.1248/cpb.35.1109
  13. Reitman, S. and Frankel, S. A., A colorimetric method for the determination of serum glutamic oxalacetic and glutamic pyruvic transaminases. Am. J. Clin. Pathol., 28, 56-63 (1957) https://doi.org/10.1093/ajcp/28.1.56