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Planta Med 2011; 77(16): 1835-1840
DOI: 10.1055/s-0030-1271164
Natural Product Chemistry
Original Papers
© Georg Thieme Verlag KG Stuttgart · New York

Triterpenes and Triterpenoid Saponins from the Leaves of Ilex kudincha

Wen-Jian Zuo1 , 2 , Hao-Fu Dai2 , Jing Chen1 , Hui-Qin Chen1 , 2 , You-Xing Zhao2 , Wen-Li Mei2 , Xian Li1 , Jin-Hui Wang1
  • 1School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, P. R. China
  • 2Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou, P. R. China
Further Information

Publication History

received April 7, 2011 revised May 3, 2011

accepted May 6, 2011

Publication Date:
25 August 2011 (online)

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Abstract

One new triterpene, kudinchalactone A (1), and four new triterpenoid saponins, ilekudinchosides A−D (2–5), were isolated from the leaves of Ilex kudincha C. J. Tseng along with eight known triterpenoids. These new compounds were elucidated by spectroscopic methods including 1D and 2D NMR, HR-TOF-MS, and CD spectra. Compounds 2, 3, 12, and 13 showed antibacterial activities against Staphylococcus aureus (SA) and methicillin-resistant Staphylococcus aureus (MRSA).

Key words

Ilex kudincha - Aquifoliaceae - triterpenoids - kudinchalactone A - ilekudinchosides A−D - antibacterial activity

Supporting Information

References

  • 1 Dictionary of Chinese materia medica. edited by Jiangsu New Medical College Shanghai: Shanghai Science and Technology Press; 1997: 1288
    Search in Google Scholar
  • 2 Ouyang M A, Yang C R, Chen Z L, Wang H Q. Triterpenes and triterpenoid glycosides from the leaves of Ilex kudincha.  Phytochemistry. 1996;  41 871-877
    CrossrefPubMedSearch in Google Scholar
  • 3 Ouyang M A, Wang H Q, Chen Z L, Yang C R. Triterpenoid glycosides from Ilex kudincha.  Phytochemistry. 1996;  43 443-445
    CrossrefPubMedSearch in Google Scholar
  • 4 Tang L, Jiang Y, Chang H T, Zhao M B, Tu P F, Cui J R, Wang R Q. Triterpene saponins from the leaves of Ilex kudincha.  J Nat Prod. 2005;  68 1169-1174
    CrossrefPubMedSearch in Google Scholar
  • 5 Ouyang M A, Yang C R, Wu Z J. Triterpenoid saponins from the leaves of Ilex kudincha.  J Asian Nat Prod Res. 2001;  3 31-42
    CrossrefPubMedSearch in Google Scholar
  • 6 Tang L, Jiang Y, Tian X M, Zhou S X, Tu P F. Triterpenoid saponins from the leaves of Ilex kudincha.  J Asian Nat Prod Res. 2009;  11 554-561
    CrossrefPubMedSearch in Google Scholar
  • 7 Liu S, Qin Y, Du F L. Studies on chemical constituents in leaves of Ilex kudincha.  Chin J Chin Mater Med. 2003;  28 834-836
    PubMedSearch in Google Scholar
  • 8 Ouyang M A, Teng R W, Wang D Z, Yang C R. NMR research on triterpenoid saponins latifoloside I and kudinoside K.  Chin J Magn Reson. 2001;  18 155-160
    PubMedSearch in Google Scholar
  • 9 Dong Y, Qiao J C, Zhang X L, Liang Y H. The experimental study of Ilex latifolia on pharmacodynamics.  J Mudanjang Med Coll. 2001;  22 7-9
    PubMedSearch in Google Scholar
  • 10 Lu P, Huang Q. Study on in vitro bacteriostasis of the different extract from Ilex kudincha.  Agric Sci Technol. 2009;  10 125-127
    PubMedSearch in Google Scholar
  • 11 Zhang Z K, Ouyang M A, Wu Z J, Lin Q Y, Xie L H. Structure-activity relationship of triterpenes and triterpenoid glycosides against tobacco mosaic virus.  Planta Med. 2007;  73 1457-1463
    Thieme ConnectPubMedSearch in Google Scholar
  • 12 Keiichi N, Toshio M, Hiroshi N. Triterpenoid saponins from Ilex kudincha.  J Nat Prod. 1999;  62 1128-1133
    CrossrefPubMedSearch in Google Scholar
  • 13 Nishimura K, Toshiyuki F, Miyase T, Noguchi H, Chen X M. Activity-guided isolation of triterpenoid acyl CoA cholensteryl acyl transferase (ACTA) inhibitors from Ilex kudincha.  J Nat Prod. 1999;  62 1061-1064
    CrossrefPubMedSearch in Google Scholar
  • 14 Hara S, Okbae H, Mihashi K. Separation of aldose enantiomers by gas–liquid chromatography.  Chem Pharm Bull. 1986;  34 1843-1845
    CrossrefPubMedSearch in Google Scholar
  • 15 Xu S Y. Methods of pharmacology. Beijing: People's Sanitation Press; 2003: 1651
    Search in Google Scholar
  • 16 Mei W L, Zeng Y B, Wu J, Cui H B, Dai H F. Chemical composition and anti-MRSA activity of the essential oil from Chinese eaglewood.  J Chin Pharm Sci. 2008;  17 225-229
    PubMedSearch in Google Scholar
  • 17 Wang W, Ali Z, Li X C, Shen Y H, Khan I A. Triterpenoids from two terminalia species.  Planta Med. 2010;  76 1751-1754
    Thieme ConnectPubMedSearch in Google Scholar
  • 18 Utille J P, Priem B. Synthesis of allyl-2-O-(α-L-arabinofuranosyl)-6-O-(α-D-mannopyranosyl)-β-D-mannopyranoside, a unique plant N-glycan motif containing arabinose.  Carbohydr Res. 2000;  329 431-439
    CrossrefPubMedSearch in Google Scholar

Prof. Dr. Jin-Hui Wang

School of Traditional Chinese Materia Medica
Shenyang Pharmaceutical University

103 Wenhua Road, Shenhe District

Shenyang 110016 Liaoning

P. R. China

Phone: +86 24 23 98 64 78

Fax: +86 24 23 98 64 79

Email: wjh1972@yahoo.com.cn