Download PDF
Planta Med 2002; 68(3): 286-288
DOI: 10.1055/s-2002-23137
Letter

© Georg Thieme Verlag Stuttgart · New York

Four Highly Oxygenated Isopimarane-Type Diterpenes of Orthosiphon stamineus

Suresh Awale1 , Yasuhiro Tezuka1 , Arjun H. Banskota1 , Kyoji Kouda1 , Kyaw Myint Tun2 , Shigetoshi Kadota1
  • 1Institute of Natural Medicine, Toyama Medical and Pharmaceutical University, Japan
  • 2Department of Traditional Medicine, Ministry of Health, Union of Myanmar
Further Information

Publication History

May 18, 2001

August 19, 2001

Publication Date:
25 March 2002 (online)

    Permissions and Reprints

Abstract

Four highly oxygenated isopimarane-type diterpenes, named orthosiphols O, P and Q and nororthosiphonolide A, have been isolated from the aerial parts of Orthosiphon stamineus from Myanmar, together with three known diterpenes, orthosiphols D and E and orthosiphonone A. Their structures were determined on the basis of extensive spectral analysis. All the isolated compounds displayed mild antiproliferative activities against highly liver metastatic colon 26-L5 carcinoma and human HT-1080 fibrosarcoma cell lines.

References

  • 1 Bwin D M, Gwan U S (ed). Burmese indigenous medicinal plants: 1. Plants with reputed hypoglycemic action. Burma Medical Research Institute Yangon; 1967: 126-8
    Google Scholar
  • 2 Tezuka Y, Stampoulis P, Banskota A H, Awale S, Tran K Q, Saiki I, Kadota S. Constituents of the Vietnamese medical plant Orthosiphon stamineus .  Chemical and Pharmaceutical Bulletin. 2000;  48 1711-9
    PubMedGoogle Scholar
  • 3 Awale S, Tezuka Y, Banskota A H, Kouda K, Tun K M, Kadota S. Five novel highly oxygenated diterpenes of Orthosiphon stamineus from Myanmar.  Journal of Natural Products. 2001;  64 592-6
    CrossrefPubMedGoogle Scholar
  • 4 Takeda Y, Matsumoto T, Terao H, Shingu T, Futatsushi Y, Nohara T. Orthosiphol D and E, minor diterpenes from Orthosiphon stamineus .  Phytochemistry. 1993;  33 411-5
    CrossrefPubMedGoogle Scholar
  • 5 Shibuya H, Bohgami T, Matsubara T, Watarai M, Ohashi K, Kitagawa I. Indonesian medicinal plants XXII. Chemical structures of two new isopimarane-type diterpenes, orthosiphonones A and B, and a new benzochromene, orthochromene A from the leaves of Orthosiphon aristatus (Lamiaceae).  Chemical and Pharmaceutical Bulletin. 1999;  47 695-8
    PubMedGoogle Scholar
  • 6 Masuda T, Masuda K, Shiragami S, Jitoe A, Nakatani N. Orthosiphol A and B, novel diterpenoid inhibitors of TPA (12-O-tetradecanoylphorbol-13-acetate)-induced inflammation, from Orthosiphon stamineus .  Tetrahedron. 1992;  48 6786-92
    PubMedGoogle Scholar
  • 7 Ohnishi Y, Sakamoto T, Fujii H, Kimura F, Murata J, Tazawa K, Fujimaki M, Sato Y, Kondo M, Une Y, Uchino J, Saiki I. Characterization of a liver metastatic variant of murine colon 26 carcinoma cells.  Tumor Biology. 1997;  18 113-22
    PubMedGoogle Scholar
  • 8 Rasheed S, Nelson-Rees W A, Thot E M, Arnstein P, Gardner M B. Characterization of a newly derived human sarcoma cell line (HT-1080).  Cancer. 1974;  33 1027-33
    PubMedGoogle Scholar
  • 9 Rubinstein L V, Shoemaker R H, Paull K D, Simon R M, Tosini S, Skehan P, Scudiero D A, Monks A, Boyd M R. Comparision of in vitro anticancer drug-screening data generated with a protein assay against a diverse panel of human tumor cell lines.  Journal of National Cancer Institute. 1990;  82 1113-8
    CrossrefPubMedGoogle Scholar

Prof. Dr. Shigetoshi Kadota

Department of Natural Products Chemistry

Institute of Natural Medicine

Toyama Medical and Pharmaceutical University

2630 Sugitani, toyama 930-0194

Japan

Phone: +81-76-434-7625

Fax: +81-76-434-5059

Email: kadota@ms.toyama.mpu.ac.jp

      >