Planta Med 2006; 72(8): 740-745
DOI: 10.1055/s-2006-931608
Original Paper
Natural Product Chemistry
© Georg Thieme Verlag KG Stuttgart · New York

Antiproliferative ent-Kauranoids from Isodon parvifolius

Li-Mei Li1 , 4 , Guo-You Li2 , 4 , Sheng-Xiong Huang1 , 4 , Wei-Lie Xiao1 , Xun Liao2 , Li-Guang Lou3 , Li-Sheng Ding2 , Han-Dong Sun1
  • 1State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, P. R. China
  • 2Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, P. R. China
  • 3Shanghai Institute of Materia Medica, Shanghai Institute for Biological Science, Chinese Academy of Sciences, Shanghai, P. R. China
  • 4Graduate School of the Chinese Academy of Sciences, Beijing, P. R. China
Further Information

Publication History

Received: January 18, 2006

Accepted: March 24, 2006

Publication Date:
29 May 2006 (online)

Abstract

Nine new 7α,20-epoxy-ent-kaurane diterpenoids, parvifolines O - W (1 - 9), together with five known analogues, lasiocarpanin (10), rosthorin A (11), longikaurin E (12), adenolin D (13) and longikaurin B (14), were isolated from the leaves of Isodon parvifolius. Their structures were determined by means of spectroscopic analysis. Selected diterpenoids (1 - 10) were tested for their antiproliferative activity against A549, HT-29 and K562 cells. Compounds 3, 7, 8 and 10 showed moderate inhibitory activity against all three cell lines.

References

  • 1 Li Y Z, Chen Y Z. Diterpenoids from Rabdosia parvifolia .  Phytochemistry. 1992;  31 221-2
  • 2 Guo Y W, Cheng P Y. Diterpenoid constituents of Isodon parvifolia: structure elucidation of the new diterpenoid, parvifolin.  Chin Chem Lett. 1992;  3 633-4
  • 3 Guo Y W, Cheng P Y, Xu M J, Wang Z M, Xu G Y. The structure of parvifoliside.  Acta Bot Sin. 1991;  33 722-6
  • 4 Guo Y W, Cheng P Y, Xu G Y. The structure of parvifoliside from Isodon parvifolia leaves.  Chin Chem Lett. 1991;  2 377-80
  • 5 Li Y Z, Chen Y Z. Diterpenoids from Rabdosia parvifolia .  Phytochemistry. 1990;  29 3033-4
  • 6 Guo Y W, Cheng P Y, Xu G Y. The structure of parvifolinoic acid isolated from leaves of Isodon parvifolia .  Acta Bot Sin. 1990;  32 707-10
  • 7 Guo Y W, Cheng P Y, Xu G Y, Zheng Q T. Study on the chemical constituents of Isodon parvifolia .  Zhongguo Zhongyao Zazhi. 1990;  15 37-9
  • 8 Huang S X, Zhao Q S, Xu G, Xiao W L, Li R T, Hou A J. et al . Ent-kaurane diterpenoids from Isodon albopilosus .  J Nat Prod. 2005;  68 1758-62
  • 9 Monks A, Scudiero D, Skehan P, Shoemaker R, Paull K, Vistica D. et al . Feasibility of a high-flux anticancer drug screen using a diverse panel of cultured human tumor cell lines.  J Natl Cancer Inst. 1991;  83 757-66
  • 10 Takeda Y, Fujita T, Chen C C. Structures of lasiocarpanin, rabdolaional, and carpalasionin: new diterpenoids from Rabdosia lasiocarpa. Chem Lett 1982: 833-6
  • 11 Li G Y, W Y L. Studies on the diterpenoids of Rabdosia rosthornii (Diels) Hara.  Acta Pharm Sin. 1984;  19 590-2
  • 12 Fujita T, Takeda Y, Shingu T. Longikaurin C, D, E and F: new antibacterial diterpenoids from Rabdosia longituba .  Heterocycles. 1981;  16 227-30
  • 13 Zhang R P, Zhang H J, Lin Z W, Zhen Y L, Sun H D. Diterpenoids from Isodon adenoloma .  Phytochemistry. 1992;  31 4237-40
  • 14 Fujita T, Takeda Y, Shingu T. Longikaurin A and B: new biologically active diterpenoids from Rabdosia longituba. Chem Commun 1980: 205-7
  • 15 Fujita T, Takeda Y, Shingu T. Structure elucidation of longikaurin A and longikaurin B, new biologically active diterpenoids from Rabdosia longituba and chemical conversion of oridonin into dihydrolongikaurin A.  J Chem Soc Perkin Trans. 1988;  1 379-84

Prof. Dr. Han-Dong Sun

State Key Laboratory of Phytochemistry and Plant Resources in West China

Kumming Institute of Botany

Chinese Academy of Sciences

Heilongtan

Kunming 650204

People’s Republic of China

Fax: +86-871-521-6343

Email: hdsun@mail.kib.ac.cn

    >