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Planta Med 2012; 78(3): 290-296
DOI: 10.1055/s-0031-1280411
Natural Product Chemistry
Letters
© Georg Thieme Verlag KG Stuttgart · New York

New Triterpenoids from the Leaves of Cyclocarya paliurus

Shuai Li1 , Baosong Cui1 , Quan Liu1 , Li Tang2 , Yongchun Yang1 , Xiangju Jin1 , Zhufang Shen1
  • 1State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, P. R. China
  • 2Division of Experimental Therapeutics, Department of Medicine, Columbia University, New York, New York, USA
Further Information

Publication History

received July 10, 2011 revised November 11, 2011

accepted November 14, 2011

Publication Date:
07 December 2011 (online)

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Abstract

Six new triterpenoids including four new secodammarane triterpenoid glycosides (1–4), an epoxydammarane triterpenoid glycoside (5), and a new secodammarane triterpenoid (6) were isolated from the ethanolic extract of the leaves of Cyclocarya paliurus. The structures of these compounds were elucidated by spectroscopic analysis methods. Compounds 1–6 were evaluated for their inhibitory activities against α-glucosidase, lipase, DPP-IV, and aldose reductase.

Key words

Cyclocarya paliurus - Juglandaceae - triterpenoid - secodammarane type - biological activity

Supporting Information

References

  • 1 Editor Committee for Flora of China of the Chinese Academy of Science .Flora of China. Volume 21 Beijing: Science Publishing House; 1979: 18-19
    Search in Google Scholar
  • 2 The Editorial Committee of the Administration Bureau of Traditional Chinese Medicine .Chinese materia medica (Zhonghua Bencao). Volume 2 Shanghai: Shanghai Science and Technology Publishing House; 1999: 370-371
    Search in Google Scholar
  • 3 Kurihara H, Asami S, Shibata H, Fukami H, Tanaka T. Hypolipemic effect of Cyclocarya paliurus (Batal) Iljinskaja in lipid-loaded mice.  Biol Pharm Bull. 2003;  26 383-385
    Search in Google Scholar
  • 4 Shu R G, Xu C R, Li L N. Studies on the sweet principles from the leaves of Cyclocarya paliurus (Batal.) Iljinsk.  Acta Pharm Sin. 1995;  30 757-761
    Search in Google Scholar
  • 5 Shu R G, Xu C R, Li L N, Yu Z L. Cyclocariosides II and III: two secodammarane triterpenoid saponins from Cyclocarya paliurus.  Planta Med. 1995;  61 551-553
    Search in Google Scholar
  • 6 Kennelly E J, Cai L N, Long L N, Shamon L, Zaw K, Zhou B N, Pezzuto J M, Kinghorn A D. Novel highly sweet secodammarane glycosides from Pterocarya puliurus.  J Agric Food Chem. 1995;  43 2602-2607
    Search in Google Scholar
  • 7 Jiang Z Y, Zhang X M, Zhou J, Qiu S X, Chen J J. Two new triterpenoid glycosides from Cyclocarya paliurus.  J Asian Nat Prod Res. 2006;  8 93-98
    Search in Google Scholar
  • 8 Yang D J, Zhong Z C, Xie Z M. Studies on the sweet principles from the leaves of Cyclocarya paliurus (Batal.) Iljinskaya.  Acta Pharm Sin. 1992;  27 841-844
    Search in Google Scholar
  • 9 Zhong R J, Shu R G, Ni X L, Xu C R, Li L N. Studies on the chemical structure of cyclocaric acid A.  Acta Pharm Sin. 1996;  31 398-400
    Search in Google Scholar
  • 10 Zhong R J, Gao Y H, Xu C R, Li L N. Pentacyclic triterpenoids from rounduingfruit Cyclocarya (Cyclocarya paliurus).  Chin Tradit Herb Drugs. 1996;  27 387-388
    Search in Google Scholar
  • 11 Shu R G, Song Z R, Shu J C. Study on the chemical constituents of the butanol extraction of Cyclocarya paliurus (Batal.) Iljinsk.  J Chin Med Mater. 2006;  29 1304-1307
    Search in Google Scholar
  • 12 Shu R G, Shu J C. Phenolic constituents of Cyclocarya paliurus.  Chin Tradit Herb Drugs. 2007;  38 507-508
    Search in Google Scholar
  • 13 Li J, Lu Y Y, Li F, Zhang Y J, Huang X S, Su X J. Study on chemical constituents of Cyclocarya paliurus.  J Chin Med Mater. 2006;  29 441-442
    Search in Google Scholar
  • 14 Li J, Lu Y Y, Xu Z J, Li F, Wen G Q, Su X J. Studies on flavones in the leaves of Cyclocarya paliurus (Batal.) Iljinsk.  J Chin Med Mater. 2005;  28 1058-1059
    Search in Google Scholar
  • 15 Zhang X Q, Ye W C, Yin Z Q, Zhang Z H, Zhao S X. Study on the chemical constituents of Cyclocarya paliurus.  Chin J Chin Mater Med. 2005;  30 791-792
    Search in Google Scholar
  • 16 Zhang J, Lu J C, Xiao K, Lü T, Fan J W, Zhang L M, Zhao J, Yang T J. Studies on water-soluble constituents in the leaves of Cyclocarya paliurus.  J Pharm Pract. 2007;  25 82-84
    Search in Google Scholar
  • 17 Yi X, Shi J G, Zhou G X, Xie M Y. Studies on the chemical constituents in the leaves of Cyclocarya paliurus.  Chin J Chin Mater Med. 2002;  27 43-45
    Search in Google Scholar
  • 18 Shu R G, Liu Y F, Chen J, Shu J C. Studies on the triterpenoids of Cyclocarya paliurus (Batal.) Iljinsk.  J Chin Med Mater. 2005;  28 558-559
    Search in Google Scholar
  • 19 Tadashi A, Shinji O, Takayuki S. Six novel secodammarane-tape triterpenes from male flower of Alnus japonica.  Phytochemistry. 1988;  27 2915-2920
    Search in Google Scholar
  • 20 Dewick P M. Medicinal natural products – a biosynthetic approach. Chichester: John Wiley & Sons, Ltd.; 2002
    Search in Google Scholar
  • 21 Xue Z, Li S, Wang S J, Wang Y H. Mono-, bi-, and triphenanthrenes from the tubers of Cremastra appendiculata.  J Nat Prod. 2006;  69 907-913
    Search in Google Scholar
  • 22 Hu C X, Huang H, Zhang L, Huang Y, Shen Z F, Cheng K D, Du G H, Zhu P. A new screening method based on yeast-expressed human dipeptidyl peptidase IV and discovery of novel inhibitors.  Biotechnol Lett. 2009;  31 979-984
    Search in Google Scholar

Dr. Shuai Li

Institute of Materia Medica, Department of Natural Product Chemistry
Chinese Academy of Medical Sciences and Peking Union Medical College

1 Xian Nong Tan Street

Beijing 100050

P. R. China

Phone: +86 10 63 16 46 28

Fax: +86 10 63 01 77 57

Email: lishuai@imm.ac.cn