Planta Med 2009; 75(6): 656-659
DOI: 10.1055/s-0029-1185330
Natural Product Chemistry
Letter
© Georg Thieme Verlag KG Stuttgart · New York

Triterpenes from Acanthopanax sessiliflorus Fruits and their Antiplatelet Aggregation Activities

Chunjuan Yang1 , Qi An1 , Zhili Xiong1 , Yang Song1 , Kai Yu1 , Famei Li1
  • 1School of Pharmacy, Shenyang Pharmaceutical University, Shenyang, P. R. China
Further Information

Publication History

received September 16, 2008 revised November 27, 2008

accepted December 11, 2008

Publication Date:
04 March 2009 (online)

Abstract

One new triterpenoid saponin and two lupane-derived triterpenes were isolated from Acanthopanax sessiliflorus fruits. The structures of the two new compounds were elucidated as 3-O-[(α-L-arabinopyranosyl)-(1 → 2)]-[β-D-glucuronopyranosyl-6-O-methyl ester]-olean-12-ene-28-olic acid (1) and (1R,11α,22α)-1,4-epoxy-11,22-hydroxy-3,4-secolupane-20(30)-ene-3,28-dioic acid (3) on the basis of spectral analysis, including MS, 1H‐NMR, 13C‐NMR, DEPT, HMBC, HMQC and NOESY. The structure of the other new natural product was elucidated as (1R,11α)-1,4-epoxy-11-hydroxy-3,4-secolupane-20(30)-ene-3,28-dioic acid (2). All these compounds showed antiplatelet aggregation activity on ADP-induced platelet aggregation.

References

  • 1 Lee S H, Lee Y S, Jung S H, Ji J, Shin K H, Kin B K, Kang S S. Antitumor and immunostimulating activities of Acanthopanax sessiliflorus fruits.  Nat Prod Sci. 2003;  9 112-116
  • 2 Lee S, Kim B K, Cho S H, Shin K H. Phytochemical constituents from the fruits of Acanthopanax sessiliflorus.  Arch Pharm Res. 2002;  25 280-284
  • 3 Feng Y, Meng X J, Wang J G. Isolation, preparation and identification of hyperin from Acanthopanax sessiliflorus (Rupr. et Maxim.) Seem fruit.  Food Sci. 2007;  28 298-300
  • 4 Lee S, Ji J, Shin K H, Kim B K. Sessiline, a new nitrogenous compound from the fruits of Acanthopanax sessiliflorus.  Planta Med. 2002;  68 936-939
  • 5 Jin J L, Lee S, Lee Y Y, Kim J M, Heo J E, Yun-Choi H S. Platelet anti-aggregating triterpenoids from the leaves of Acanthoponax senticosus and the fruits of A. sessiliflorus.  Planta Med. 2004;  70 564-566
  • 6 Shao C J, Kasai R, Xu J D, Tanaka O. Saponins from leaves of Acanthopanax senticosus harms., ciwujia II. structures of ciwujianoside A1, A2, A3, A4, and D3.  Chem Pharm Bull. 1989;  37 42-45
  • 7 Hu M, Ogawa K, Sashida Y, Xiao P G. Triterpenoid glucuronide saponins from root bark of Aralia armata.  Phytochemistry. 1995;  39 179-184
  • 8 Gunzinger J, Msonthi J D, Hostettmann K. Molluscicidal saponins from Cussonia spicata.  Phytochemistry. 1986;  25 2501-2503
  • 9 Kawamura N, Watanabe H, Oshio H. Saponins from roots of Momordica cochinchinensis. .  Phytochemistry. 1986;  27 3585-3591
  • 10 Ewa S K., Macki K. Titerpenoid saponins of Eleutherococcus senticosus roots.  J Nat Prod. 1991;  54 1044-1048
  • 11 Kasai R, Matsumoto K, Taniyasu S, Tanaka O, Kim J H, Hahn D R. 3,4-Seco-lupane type triterpene glycosyl esters from a Korean medicinal plant, Acanthopanax chiisanensis (Araliaceae).  Chem Pharm Bull. 1986;  34 3284-3289
  • 12 Shirasuna K, Miyakoshi M, Mimoto S, Isoda S, Satoh Y, Hirai Y, Ida Y, Sohoji J. Lupane triterpenoid glycosyl esters from leaves of Acanthopanax divaricatus.  Phytochemistry. 1997;  45 579-584
  • 13 Tohti I, Tursun M, Umar A, Turdi S, Imin H, Moore N. Aqueous extract of Ocimum basilicum L. (sweet basil) decrease platelet aggregation induced by ADP and thrombin in vitro and rats arterio-venous shunt thrombosis in vivo.  Thromb Res. 2006;  118 733-739

Prof. Dr. Famei Li

School of Pharmacy
Shenyang Pharmaceutical University

110016 Shenyang

People's Republic of China

Phone: + 86 0 24 23 98 62 89

Fax: + 86 0 24 23 98 62 89

Email: Lifamei@syphu.edu.cn

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