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Planta Med 2001; 67(6): 585-587
DOI: 10.1055/s-2001-16477
Letter

© Georg Thieme Verlag Stuttgart · New York

A New Guaianolide as Apoptosis Inhibitor from Chrysanthemum boreale

Jong Rok Lee1 , Min Suk Yang1 , Dae Sik Jang1 , Tae Joung Ha1 , Ki Min Park2 , Choong-Hwan Lee3 , Yung-Hee Kho3 , Ki Hun Park1,*
  • 1 Department of Agricultural Chemistry, Gyeongsang National University, Chinju, Korea
  • 2 The Research Institute of Natural Science, Gyeongsang National University, Chinju, Korea
  • 3 Korea Research Institute of Bioscience and Biotechnology, Yusong, Taejon, Korea
Further Information

Publication History

August 18, 2000

December 2, 2000

Publication Date:
17 August 2001 (online)

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Abstract

The 8-O-acetyl-3,10-dihydroxy-4(15),11(13)-guaiadien-12,6-olide, named borenolide, was isolated from Chrysanthemum boreale M. Borenolide inhibits the etoposide-induced apoptosis in U937 cell with an IC50 value of 6.2 μg/ml. Structural assignment was based on NMR-spectroscopic methods and X-ray crystallographic analysis.

References

  • 1 Nagata S. Apoptosis by death factor.  Cell. 1997;  88 355
    CrossrefPubMedGoogle Scholar
  • 2 Kinloch R A, Treherne J M, Furness L M, Hajimohamadreza I. The pharmacology of apoptosis.  Trends in Pharmacological Science. 1999;  20 35-42
    PubMedGoogle Scholar
  • 3 Burow M E, Tang Y, Collins-Burow B M, Krajewski S, Reed J C, Mclachlan J A,. et al . Effects of environmental estrogens on tumor necrosis factor alpha-mediated apoptosis in MCF-7 cells.  Carcinogenesis. 1999;  20 2057-61
    CrossrefPubMedGoogle Scholar
  • 4 Lee H J, Lee C H, Chung M C, Chun H K, Rhee J S, Kho Y H. Dykellic acid, a novel apoptosis inhibitor from Westerdykella multispora F50733.  Tetrahedron Letters. 1999;  40 6949-50
    CrossrefPubMedGoogle Scholar
  • 5 EI-Masry S, Abou-donia A HA, Darwish F AD, Abou-Karam M A, Grenz M, Bohlmann F. Sesquiterpene lactones from Chrysanthemum coronarium .  Phytochemistry. 1984;  23 2953-4
    CrossrefPubMedGoogle Scholar
  • 6 Romo J, Romo De Vivar A, Diaz E. The guaianolides of Ambrosia cumanensis HBK and the structures of cumambrins A and B.  Tetrahedron. 1968;  24 5625-6
    CrossrefPubMedGoogle Scholar
  • 7 Haruna M, Kato M, Ito K, Nikai T, Sugihara H, Murata H. Angeloylcumambrin-B, an antimicrobial sesquiterpene lactone from Chrysanthemum ornatum var. spontaneum .  Phytochemistry. 1981;  20 2583-6
    CrossrefPubMedGoogle Scholar
  • 8 Bohlmann F, Zdero C, Robert M K, Robinson H. Sesquiterpene lactones from Eremanthus species.  Phytochemistry. 1980;  19 2663-8
    CrossrefPubMedGoogle Scholar
  • 9 Encyclopedia of the Traditional Chinese Materia Medica,. People’s Press Shanghai; 1977: 2128
  • 10 Gurtu V, Kain S R, Zhang G. Flurometric and colorimetric detection of caspase activity associated with apoptosis.  Analytical Biochemistry. 1997;  251 98-102
    CrossrefPubMedGoogle Scholar
  • 11 Yamashita N, Harada K, Shin-Ya K, Seto H. 6-Hydroxytetrangulol, a new CPP32 protease inducer produced by Streptomyces sp.  Journal of Antibiotics. 1997;  51 79-81
    PubMedGoogle Scholar
  • 12 Hoffmann H MR, Rabe J. Synthesis and biological activity of α-methylene-γ-butyrolactones. Angewandte Chemie Int. Ed.  Engl.. 1985;  24 94-110
    CrossrefPubMedGoogle Scholar
  • 13 Skehan P, Storeng R, Scudiero D, Monks A, McMahon J, Vistica D ,. et al . New colorimetric cytotoxicity assay for anticancer-drug screening.  Journal National Cancer Institute. 1990;  82 1107-12
    CrossrefPubMedGoogle Scholar
  • 14 Siemens. Area Detector Control and Integration Software. Version 4.0, in SMART.  Siemens Analytical X-ray Instruments Inc Madison, Wisconsin; 1996

Prof. Ki Hun Park

Department of Agricultural Chemistry, Gyeongsang

National University

Chinju

Korea 660-701

Email: khpark@gshp.gsnu.ac.kr

Fax: +82-55-757-0178

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