Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Antioxidant Flavone Glycosides from the Root of Pteroxygonum giraldii

  • Li, Bao-Lin (Key Laboratory of the Ministry of Education for Medicinal Resources and Natural Pharmaceutical Chemistry, and School of Chemistry and Materials Science, Shaanxi Normal University) ;
  • Yang, Zhan-Jun (Key Laboratory of the Ministry of Education for Medicinal Resources and Natural Pharmaceutical Chemistry, and School of Chemistry and Materials Science, Shaanxi Normal University) ;
  • Jiang, Lin-Ling (Key Laboratory of the Ministry of Education for Medicinal Resources and Natural Pharmaceutical Chemistry, and School of Chemistry and Materials Science, Shaanxi Normal University) ;
  • Zhang, Xi-Quan (Jiangsu Chia Tai Tianqing Pharmaceutical Co., Ltd) ;
  • Gu, Hong-Mei (Jiangsu Chia Tai Tianqing Pharmaceutical Co., Ltd) ;
  • Wang, Hui-Chun (Key Laboratory of the Ministry of Education for Medicinal Resources and Natural Pharmaceutical Chemistry,and School of Chemistry and Materials Science, Shaanxi Normal University) ;
  • Tian, Xian-Hua (Key Laboratory of the Ministry of Education for Medicinal Resources and Natural Pharmaceutical Chemistry,and School of Chemistry and Materials Science, Shaanxi Normal University)
  • Published : 2009.07.20
Download PDF
⟨ Previous Next ⟩

Abstract

Two new flavone glycosides, giraldiin A and B, together with three known compounds, annulatin, myricetin 3-O-$\alpha$- L-rhamnopyranoside and gallic acid, were isolated from the ethanol extract of the root of Pteroxygonum giraldii Damm. et Diels. The structures of giraldiin A and B are designated as 3'-($\alpha$-L-arabinopyranosyloxy)-4',5,5',7- tetrahydroxy-3-methoxyflavone and 4'-($\beta$-D-glucopyranosyloxy)-5,5',7-trihydroxy-2',3-dimethoxyflavone, respectively, on the basis of detailed spectroscopic analyses. The free radical scavenging activity of giraldiin A was evaluated by decolouring spectrophotometry of pentamethine cyanine dye (Cy5) with $Fe^{2+}-H_2O_2$ Fenton radical generating system. The results indicated the hydroxyl free radical scavenging activity of giraldiin A (E$D_{50}$ = 23.7 nmol/mL) is higher than that of some known antioxidants such as rutin, puerarin, daidzein and 2,6-di-tertbutyl-4-methylphenol.

Keywords

References

  1. Li, Y. L.; Lu, J. X.; Li, X. H.; Han, Q.; Jiang X. T. Acta Botanica Boreali-occidentalia Sinica 1994, 14, 324-328
  2. Wang, K. J.; Zhang, Y. J.; Yang, C. R. Chinese Nat. Prod. Res. Dev. 2006, 18, 151-164
  3. Li, A. R.; Gao, C. J.; Mao, Z. F.; Liu, Y. L. Florae Reipublicae Popularis Sinicae; Science Press: Beijing, 1998; Vol. 25(1), pp 117-118
  4. Zhang, Q. W. Journal of Ningxia University (Natural Science Edition) 2002, 23(1), 86-93
  5. Yang, Z. J.; Li, B. L.; Tian, X. H.; Liang, B. Xibei Zhiwu Xuebao 2007, 27(6), 1261-1264
  6. Yoo, H.; Kim, S. H.; Lee, J.; Kim, H. J.; Seo, S. H.; Chung, B. Y.; Jin, C.; Lee, Y. S. Bull. Korean Chem. Soc. 2005, 26, 2057-2060 https://doi.org/10.5012/bkcs.2005.26.12.2057
  7. Sun, H. Y.; Long, L. J.; Wu, J. Chinese Traditional and Herbal Drugs 2006, 29, 671-672
  8. Markham, K. R.; Whitehouse, L. A. Phytochemistry 1984, 23, 1931-1936 https://doi.org/10.1016/S0031-9422(00)84944-4
  9. Li, M.; Han, X. W.; Yu, B. Tetrahedron Letters 2002, 43, 9467-9470 https://doi.org/10.1016/S0040-4039(02)02139-1
  10. Fu, L.; Li, X. G.; Yang, S. R. Journal of Jilin Agricultural University 1998, 20(2), 30-34
  11. Chen, J.; Xu, X. F.; Chai, X. Y.; Li, P. Chinese Journal of Natural Medicines 2006, 14(5), 347-351
  12. Piccinelli, A. L.; Mesa, M. G.; Armenteros, D. M.; Alfonso, M. A.; Arevalo, A. C.; Campone, L.; Rastrelli, L. J. Agric. Food Chem. 2008, 56, 1574-1581 https://doi.org/10.1021/jf073485k
  13. Marin, P. D.; Grayer, R. J.; Grujic-Jovanovic, S.; Kite, G. C.; Veitch, N. C. Phytochemistry 2004, 65, 1247-1253 https://doi.org/10.1016/j.phytochem.2004.04.014
  14. Wang, H. B.; Yao, H.; Bao, G. H.; Zhang, H. P.; Qin, G. W. Phytochemistry 2004, 65, 969-974 https://doi.org/10.1016/j.phytochem.2003.11.013
  15. Yang, M. H.; Liu, M. H.; He, L. X.; Cao, Q. E. Chinese Journal of Analysis Laboratory 2006, 25, 77-80
  16. Jiang, L. L.; Li, B. L.; Wang, L. Journal of Analytical Science 2008, 24, 212-214
  17. Yang, N.; Ren, G. X. J. Agric. Food Chem. 2008, 56, 761-764 https://doi.org/10.1021/jf072453u

Cited by

  1. Flavonoids and their glycosides, including anthocyanins vol.28, pp.10, 2011, https://doi.org/10.1039/c1np00044f
  2. An Effective Synthesis of 3-Methoxyflavones via 1-(2-Hydroxyphenyl)-2-methoxy-3-phenyl-1,3-propanediones vol.33, pp.4, 2012, https://doi.org/10.5012/bkcs.2012.33.4.1379
  3. A New Triterpene and Phenolic Compounds from the Roots of Pteroxygonum giraldii vol.95, pp.1, 2012, https://doi.org/10.1002/hlca.201100267
  4. ChemInform Abstract: Antioxidant Flavone Glycosides from the Root of Pteroxygonum giraldii. vol.40, pp.49, 2009, https://doi.org/10.1002/chin.200949203
  5. Two New Homoisoflavonoids from the Bulbs of Bessera elegans vol.9, pp.12, 2009, https://doi.org/10.1177/1934578x1400901216