Download PDF
Planta Med 2009; 75(10): 1165-1167
DOI: 10.1055/s-0029-1185476
Natural Product Chemistry
Letter
© Georg Thieme Verlag KG Stuttgart · New York

Phenolic Compounds in the Leaves of Populus ussuriensis and their Antioxidant Activities

Chuan-Ling Si1 , 2 , Jin-Kyu Kim3 , Young-Soo Bae3 , Shu-Ming Li4
  • 1Tianjin Key Laboratory of Pulp & Paper, College of Material Science and Chemical Engineering, Tianjin University of Science and Technology, Tianjin, P. R. China
  • 2State Key Laboratory of Pulp and Paper Engineering, South China University of Technology, Guangzhou, P. R. China
  • 3Department of Wood Science and Engineering, College of Forest and Environmental Sciences, Kangwon National University, Chuncheon, Korea
  • 4Institut für Pharmazeutische Biologie, Philipps-Universität Marburg, Marburg, Germany
Further Information

Publication History

received November 12, 2008 revised February 8, 2009

accepted February 11, 2009

Publication Date:
18 March 2009 (online)

Also available at
    Permissions and Reprints

Abstract

Two new phenolic glucosides [isograndidentatin A (1) and isograndidentatin B (2)], 5 known phenolic glucosides [grandidentatin (3), salireposide (4), populoside (5), populoside A (6), and salicortin (7)], and 2 known phenolic acids [p-coumaric acid (8) and caffeic acid (9)] were isolated from the leaves of Populus ussuriensis. Structure elucidation of 1 and 2 was achieved through extensive spectroscopic techniques. Compounds 1–6 and 9 showed significant antioxidant activities, which were evaluated by the DPPH radical-scavenging method (IC50 values of 6.68, 6.61, 6.75, 6.84, 6.76, 6.79, and 5.92 µM, respectively) and the ABTS ·+ radical-scavenging system (TEAC values of 1.21, 1.28, 1.26, 1.05, 1.69, 1.60, and 2.00 mM, respectively).

Key words

Populus ussuriensis - Salicaceae - antioxidant activities - phenolic compound - phenolic glucoside

References

  • 1 Zhang X F, Thuong P T, Min B S, Ngoc T M, Hung T M, Lee I S, Na M K, Seong Y H, Song K S, Bae K H. Phenolic glycosides with antioxidant activity from the stem bark of Populus davidiana.  J Nat Prod. 2006;  69 1370-1373
    CrossrefPubMedSearch in Google Scholar
  • 2 Tao X, Wang Y Z, Bu X B. Lipoid feed additive of Poplar bark.  China Poultry. 2002;  24 23-24
    PubMedSearch in Google Scholar
  • 3 Zhou S, Lin M, Wang Y H, Liu X. Study on the chemical constituents of Populus davidiana Dode.  Nat Prod Res Dev. 2002;  14 43-45
    PubMedSearch in Google Scholar
  • 4 Zhang X F, Li X, Min B S, Bae K H. A new diterpenoid from the stem bark of Populus davidiana.  Chin Chem Lett. 2008;  19 1080-1082
    CrossrefPubMedSearch in Google Scholar
  • 5 Lin M, Li S Z. Study on the chemical constituents of Populus tomentosa Carr.  Acta Pharm Sin. 1993;  28 437-441
    PubMedSearch in Google Scholar
  • 6 Wollenweber E. Flavonoidmuster als systematisches Merkmal in der Gattung Populus.  Biochem Syst Ecol. 1975;  3 35-45
    CrossrefPubMedSearch in Google Scholar
  • 7 Pearl I A, Darling S F. Investigation of the hot water extractives of Populus balsamifera bark.  Phytochemistry. 1969;  8 2393-2396
    CrossrefPubMedSearch in Google Scholar
  • 8 Dommisse R A, Van Hoof L, Vlietinck A J. Structural analysis of phenolic glucosides from Salicaceae by NMR spectroscopy.  Phytochemistry. 1986;  25 1201-1204
    CrossrefPubMedSearch in Google Scholar
  • 9 Si C L, Liu Z, Kim J K, Bae Y S. Structure elucidation of phenylethanoid glycosides from Paulownia tomentosa Steud. var. tomentosa wood.  Holzforschung. 2008;  62 197-200
    CrossrefPubMedSearch in Google Scholar
  • 10 Owen R W, Haubner R, Mier W, Giacosa A, Hull W E, Spiegelhalder B, Bartsch H. Isolation, structure elucidation and antioxidant potential of the major phenolic and flavonoid compounds in brined olive drupes.  Food Chem Toxicol. 2003;  41 703-707
    CrossrefPubMedSearch in Google Scholar
  • 11 Yagi A, Kamura N, Araguchi Y, Noda K, Nishioka I. Studies on the constituents of Zizyfi fructus. I. Structure of three new p-coumaroylates of alphitolic acid.  Chem Pharm Bull. 1978;  26 1798-1802
    PubMedSearch in Google Scholar
  • 12 Cheminat A, Zawatzky R, Becker H, Brouillard R. Caffeoyl conjugates from Echinacea species: structures and biological activity.  Phytochemistry. 1988;  27 2787-2794
    CrossrefPubMedSearch in Google Scholar
  • 13 Blois M S. Antioxidant determinations by the use of stable free radical.  Nature. 1958;  26 1199-1200
    PubMedSearch in Google Scholar
  • 14 Re R, Pellegrini N, Proteggente A, Pannala A, Yang M, Rice-Evans C. Antioxidant activity applying an improved ABTS radical cation decolorization assay.  Free Radic Biol Med. 1999;  26 1231-1237
    CrossrefPubMedSearch in Google Scholar
  • 15 Ito N, Fukushima S, Hagiwara A, Shibata M, Ogiso T. Carcinogenicity of butylated hydroxyanisole in F344 rats.  J Natl Cancer Inst. 1983;  70 343-352
    PubMedSearch in Google Scholar

Prof. Dr. Chuan-Ling Si

Tianjin Key Laboratory of Pulp & Paper
College of Material Science and Chemical Engineering
Tianjin University of Science and Technology

300457 Tianjin

People's Republic of China

Phone: + 86 22 60 60 20 06

Fax: + 86 22 60 60 25 10

Email: sichli@tust.edu.cn