Planta Med 2013; 79(03/04): 308-311
DOI: 10.1055/s-0032-1328127
Natural Product Chemistry
Letters
Georg Thieme Verlag KG Stuttgart · New York

New Monoterpene Lactones from Actaea cimicifuga

Li-Juan Ma
1   College of Life and Environmental Sciences, Minzu University of China, Beijing, Peopleʼs Republic of China
,
Yue-Hu Wang
2   Key Laboratory of Economic Plants and Biotechnology, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Peopleʼs Republic of China
,
Gui-Hua Tang
2   Key Laboratory of Economic Plants and Biotechnology, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Peopleʼs Republic of China
,
Ye-Ling Wang
1   College of Life and Environmental Sciences, Minzu University of China, Beijing, Peopleʼs Republic of China
,
Chunhui Ma
3   Department of Biological Sciences, Lehman College and the Graduate Center, City University of New York, Bronx, NY, USA
,
Keyvan Dastmalchi
3   Department of Biological Sciences, Lehman College and the Graduate Center, City University of New York, Bronx, NY, USA
,
Edward J. Kennelly
1   College of Life and Environmental Sciences, Minzu University of China, Beijing, Peopleʼs Republic of China
3   Department of Biological Sciences, Lehman College and the Graduate Center, City University of New York, Bronx, NY, USA
,
Chun-Lin Long
1   College of Life and Environmental Sciences, Minzu University of China, Beijing, Peopleʼs Republic of China
2   Key Laboratory of Economic Plants and Biotechnology, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Peopleʼs Republic of China
› Author Affiliations
Further Information

Publication History

received 10 October 2012
revised 13 December 2012

accepted 14 December 2012

Publication Date:
15 January 2013 (online)

Abstract

Three new monoterpene lactones, cimicifugolides A−C (13), along with a known one (4), were identified from the dried rhizome of Actaea cimicifuga L. that was used as traditional Chinese medicine for thousands of years with the Chinese common name of shengma. The structures of the new isolates were established using spectroscopic methods, including NMR, mass, UV, and IR spectra. The inhibition activity of compounds 1, 2, and 4 against pancreatic lipase was evaluated.

Supporting Information

 
  • References

  • 1 The Pharmacopoeia of Peopleʼs Republic of China. Beijing: The Chemical Industry Publishing House; 2000: 55
  • 2 Cao P, Pu XF, Peng SL, Zhang XR, Ding LS. Chemical constituents from Cimicifuga foetida . J Asian Nat Prod Res 2005; 7: 145-149
  • 3 Sun LR, Qing C, Zhang YL, Jia SY, Li ZR, Pei SJ, Qiu MH, Gross ML, Qiu SX. Cimicifoetisides A and B, two cytotoxic cycloartane triterpenoid glycosides from the rhizomes of Cimicifuga foetida, inhibit proliferation of cancer cells. Beilstein J Org Chem 2007; DOI: 10.1186/1860-5397-3-3.
  • 4 Qiu M, Kim JH, Lee HK, Min BS. Anticomplement activity of cycloartane glycosides from the rhizome of Cimicifuga foetida . Phytother Res 2006; 20: 945-948
  • 5 Tian Z, Pan RL, Chang Q, Xiao PG, Wu E. Cimicifuga foetida extract inhibits proliferation of hepatocellular cells via induction of cell cycle arrest and apoptosis. J Ethnopharmacol 2007; 114: 227-233
  • 6 Li JX, Yu ZY. Cimicifugae rhizoma: from origins, bioactive constituents to clinical outcomes. Curr Med Chem 2006; 13: 2927-2951
  • 7 Ou S, Kwok KC. Ferulic acid: pharmaceutical functions, preparation and applications in foods. J Sci Food Agric 2004; 84: 1261-1269
  • 8 Yamahara J, Kobayashi M, Kimura H. Biologically active principles of crude drugs. The effect of Cimicifugae rhizoma and constituents in preventive action on the carbon tetrachloride-induced liver disorder in mice. Shoyakugaku Zasshi 1985; 39: 80-84
  • 9 Liu IM, Chi TC, Hsu FL, Chen CF, Cheng JT. Isoferulic acid as active principle from the rhizome of Cimicifuga dahurica to lower plasm a glucose in diabetic rats. Planta Med 1999; 65: 712-714
  • 10 Yoshida K, Hishida A, Iida O, Hosokawa K, Kawabata J. Highly oxygenated monoterpene acylglucosides from Spiraea cantoniensis . J Nat Prod 2010; 73: 814-817
  • 11 Zhang HJ. Which traditional Chinese medicine can reduce blood sugar?. News Paper Med Health Care 2004; 10
  • 12 Liu DZ, Wang F, Liao TG, Tang JG, Steglich W, Zhu HJ, Liu JK. Vibralactone: a lipase inhibitor with an unusual fused beta-lactone produced by cultures of the basidiomycete Boreostereum vibrans . Org Lett 2006; 8: 5749-5752