PDF herunterladen
Planta Med 2013; 79(08): 673-679
DOI: 10.1055/s-0032-1328541
Natural Product Chemistry
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Triterpenoid Saponins with Anti-Myocardial Ischemia Activity from the Whole Plants of Clematis tangutica

Wei Zhang
1   Department of Pharmacy, Xijing Hospital, Fourth Military Medical University, Xiʼan, PR China
,
Min-Na Yao   *
1   Department of Pharmacy, Xijing Hospital, Fourth Military Medical University, Xiʼan, PR China
,
Hai-Feng Tang
1   Department of Pharmacy, Xijing Hospital, Fourth Military Medical University, Xiʼan, PR China
2   Institute of Materia Medica, School of Pharmacy, Fourth Military Medical University, Xiʼan, PR China
,
Xiang-Rong Tian
3   Research & Development Center of Biorational Pesticide, College of Plant Protection, Northwest A&F University, Yangling, PR China
,
Min-Chang Wang
4   Nuclear Magnetic Resonance Center, Xiʼan Modern Chemistry Research Institute, Xiʼan, PR China
,
Lan-Ju Ji
5   Qinghai Yi-Xin Pharmaceutical Co., Ltd., Xining, PR China
,
Miao-Miao Xi
1   Department of Pharmacy, Xijing Hospital, Fourth Military Medical University, Xiʼan, PR China
› Institutsangaben
Weitere Informationen

Publikationsverlauf

received 21. August 2012
revised 01. März 2013

accepted 29. März 2013

Publikationsdatum:
13. Mai 2013 (online)

Auch verfügbar auf
    Lizenzen und Reprints

Abstract

Four new triterpenoid saponins named clematangosides A−D (1–4) along with six known saponins (5–10) were isolated from the whole plants of Clematis tangutica. Their structures were determined by extensive spectral analysis and chemical evidences. All saponins were evaluated for their protective effects in hypoxia-induced myocardial injury model. Compounds 2–4, 6, and 10 exhibited anti-myocardial ischemia activities with ED50 values in the range of 75.77–127.22 µM.

Key words

Clematis tangutica - Ranunculaceae - triterpenoid saponin - anti-myocardial ischemia

* Co-first author.


Supporting Information

 

  • References

  • 1 Deeks ED, Keating GM, Keam SJ. Clevidipine: a review of its use in the management of acute hypertension. Am J Cardiovasc Drugs 2009; 9: 117-134
    CrossrefPubMedGoogle Scholar
  • 2 Li CM, Tian JW, Li GS, Jiang WL, Xing YL, Hou J, Zhu HB, Xu H, Zhang GH, Liu ZHF, Ye ZG. Asperosaponin VI protects cardiac myocytes from hypoxia-induced apoptosis via activation of the PI3K/Akt and CREB pathways. Eur J Pharmacol 2010; 649: 100-107
    CrossrefPubMedGoogle Scholar
  • 3 Du Y, Ko KM. Oleanolic acid protects against myocardial ischemia reperfusion injury by enhancing mitochondrial antioxidant mechanism mediated by glutathione and α-tocopherol in rats. Planta Med 2006; 72: 222-227
    Artikel in Thieme ConnectPubMedGoogle Scholar
  • 4 Northwest Plateau Institute of Biology, Academia Sinica. “Zang Yao Zhi”. Xining: Qinhai Peopleʼs Press; 1991: 249
    Google Scholar
  • 5 Zhong HM, Chen CX, Tian X, Chui YX, Chen YZ. Triterpenoid saponins from Clematis tangutica . Planta Med 2001; 67: 484-488
    Artikel in Thieme ConnectPubMedGoogle Scholar
  • 6 Du ZZ, Zhu N, Ze-Ren-Wang-Mu N, Shen YM. Two new antifungal saponins from the Tibetan herbal medicine Clematis tangutica . Planta Med 2003; 69: 547-551
    Artikel in Thieme ConnectPubMedGoogle Scholar
  • 7 Wang XY, Chen XL, Tang HF, Gao H, Tian XR, Zhang PH. Cytotoxic triterpenoid saponins from the rhizomes of Anemone taipaiensis . Planta Med 2011; 77: 1550-1554
    Artikel in Thieme ConnectPubMedGoogle Scholar
  • 8 Hai WL, Chen H, Zhao M, Wang Y, Hong LJ, Tang HF, Tian XR. Two new cytotoxic triterpenoid saponins from the roots of Clematis argentilucida . Fitoterapia 2012; 83: 759-764
    CrossrefPubMedGoogle Scholar
  • 9 Bi LL, Tian XR, Dou F, Hong LJ, Tang HF, Wang SW. New antioxidant and antiglycation active triterpenoid saponins from the root bark of Aralia taibaiensis . Fitoterapia 2012; 83: 234-240
    CrossrefPubMedGoogle Scholar
  • 10 Tian Y, Tang HF, Qiu F, Wang XJ, Chen XL, Wen AD. Triterpenoid saponins from Ardisia pusilla and their cytotoxic activity. Planta Med 2009; 75: 70-75
    Artikel in Thieme ConnectPubMedGoogle Scholar
  • 11 De Marino S, Borbone N, Iorizzi M, Esposito G, McClintock JB, Zollo F. Bioactive asterosaponins from the starfish Luidia quinaria and Psilaster cassiope, isolation and structure characterization by two-dimensional NMR spectroscopy. J Nat Prod 2003; 66: 515-519
    CrossrefPubMedGoogle Scholar
  • 12 Nakano M, Knowlton AA, Dibbs Z, Mann DL. Tumor necrosis factor-alpha confers resistance to hypoxic injury in the adult mammalian cardiac myocyte. Circulation 1998; 97: 1392-1400
    CrossrefPubMedGoogle Scholar
  • 13 Li PC, Mak DHF, Poon MKT, Ip SP, Ko KM. Myocardial protective effect of Sheng Mai San (SMS) and a lignin-enriched extract of Fructus Schisandrae, in vivo and ex vivo . Phytomedicine 1996; III: 217-221
    PubMedGoogle Scholar
  • 14 Wang HC, Zhang HF, Guo WY, Su H, Zhang KR, Li QX, Yan WL, Ma XL, Lopez BL, Christopher TA, Gao F. Hypoxic postconditioning enhances the survival and inhibits apoptosis of cardiomyocytes following reoxygenation: role of peroxynitrite formation. Apoptosis 2006; 11: 1453-1460
    CrossrefPubMedGoogle Scholar
  • 15 Li XC, Wang DZ, Wu SG, Yang CR. Triterpenoid saponins from Pulsatilla campanella . Phytochemistry 1990; 29: 595-599
    CrossrefPubMedGoogle Scholar
  • 16 Jhoo JW, Sang SHM, He K, Cheng XF, Zhu NQ, Stark RE, Zheng QY, Rosen RT, Ho CHT. Characterization of the triterpene saponins of the roots and rhizomes of Blue Cohosh (Caulophyllum thalictroides). J Agric Food Chem 2001; 49: 5969-5974
    CrossrefPubMedGoogle Scholar
  • 17 Kizu H, Shimana H, Tomimori T. Studies on the constituents of Clematis species. VI. The constituents of Clematis stans Sieb. et Zucc. Chem Pharm Bull 1995; 43: 2187-2194
    CrossrefPubMedGoogle Scholar
  • 18 Kawata Y, Kizu H, Miyaichi Y, Tomimori T. Studies on the constituents of Clematis species. VIII. Triterpenoid saponins from the aerial part of Clematis tibetana Kuntz. Chem Pharm Bull 2001; 49: 635-638
    CrossrefPubMedGoogle Scholar
  • 19 Liao X, Chen YZ, Ding LS, Li BG. Chemical constituents from Anemone rupestris ssp gelida . Nat Prod Res Dev 1999; 11: 1-6
    PubMedGoogle Scholar
  • 20 Kolno I, Tsboi A, Nanri M, Kawano N. Acylated triterpene glycoside from roots of Dipsacus asper . Phytochemistry 1990; 29: 338-339
    CrossrefPubMedGoogle Scholar
  • 21 Minaki Y, Watanabe K, Matsuo Y, Sakagami H. Triterpene glycosides from the tubers of Anemone coronaria . Chem Pharm Bull 2009; 57: 724-729
    CrossrefPubMedGoogle Scholar
  • 22 Meleka FR, Miyaseb T, Abdel-Khalikc SM, Hettaa MH, Mahmoudc II. Triterpenoid saponins from Oreopanax guatemalensis . Phytochemistry 2002; 60: 185-195
    CrossrefPubMedGoogle Scholar
  • 23 Zheng Q, Koike K, Han LK, Okuda H, Nikaido T. New biologically active triterpenoid saponins from Scabiosa tschiliensis . J Nat Prod 2004; 67: 604-613
    CrossrefPubMedGoogle Scholar
  • 24 Mimaki Y, Yokosuka A, Hamanaka M, Sakuma C, Yamori T, Sashida Y. Triterpene saponins from the roots of Clematis chinensis . J Nat Prod 2004; 67: 1511-1516
    CrossrefPubMedGoogle Scholar
  • 25 Romussi G, Falsone G. Inhaltsstoffe von Boraginaceae, 6. Mitt. anchusosid-4, ein neues Triterpensaponin aus Anchusa officinalis L. Arch Pharm 1985; 318: 219-221
    CrossrefPubMedGoogle Scholar
  • 26 Joshi BS, Moore KM, Pelletier SW, Puar MS, Pramanik BN. Saponins from Collinsonia canadensis . J Nat Prod 1992; 55: 1468-1476
    CrossrefPubMedGoogle Scholar
  • 27 Kizu H, Tominori T. Studies on the constituents of Clematis Species. V. On the saponins of the root of Clematis chinensis OSBECK (5). Chem Pharm Bull 1982; 30: 3340-3346
    CrossrefPubMedGoogle Scholar