Planta Med 2006; 72(1): 60-62
DOI: 10.1055/s-2005-873141
Letter
© Georg Thieme Verlag KG Stuttgart · New York

Cytotoxic Arylnaphthalide Lignan Glycosides from the Aerial Parts of Phyllanthus taxodiifolius

Patoomratana Tuchinda1 , Anawat Kumkao1 , Manat Pohmakotr1 , Samaisukh Sophasan2 , Thawatchai Santisuk3 , Vichai Reutrakul1
  • 1Department of Chemistry, Faculty of Science, Mahidol University, Bangkok, Thailand
  • 2Department of Physiology, Faculty of Science, Mahidol University, Bangkok, Thailand
  • 3The Forest Herbarium, Royal Forest Department, Bangkok, Thailand
Weitere Informationen

Publikationsverlauf

Received: March 16, 2005 Accepted: May 30, 2005

Publikationsdatum:
14. Oktober 2005 (online)

Abstract

The arylnaphthalide lignan glycosides, taxodiifoloside (1), cleistanthoside A (2), cleistanthin A (3) and cleistanthin A methyl ether (4), together with a triterpene, glochidone (5), have been isolated from the aerial parts of Phyllanthus taxodiifolius. The structures were established using spectral and chemical methods. Compounds 3 and 4, as well as the derivatives 2a and 3a exhibited potent cytotoxic activities with GI50 values in the range of 10-7 - 10-9 M in five cultured mammalian cancer cell lines while the new compound 1 showed moderate activity (GI50 in the order of 10-6 M). Compounds 2 and 5 were inactive in all tested cell lines.

References

  • 1 Smitinand T. Thai Plant Names. Revised Edition by the Forest Herbarium, Bangkok Pra Cha Chon Co Ltd 2001: p 412
  • 2 Sastry K V, Rao E V. Isolation and structure of cleistanthoside A.  Planta Med. 1983;  47 227-9
  • 3 Govindachari T R, Sathe S S, Viswanathan N, Pai B R, Srinivasan M. Chemical constituents of Cleistanthus collinus (Roxb.)  Tetrahedron. 1969;  25 2815-21
  • 4 Anjaneyulu A SR, Atchuta Ramaiah P, Ramachandra Row L, Venkateswarlu R. New lignans from the heartwood of Cleistanthus collinus .  Tetrahedron. 1981;  37 3641-52
  • 5 Ramesh C, Ravindranath N, Ram T S, Das B. Arylnaphthalide lignans from Cleistanthus collinus .  Chem Pharm Bull. 2003;  51 1299-300
  • 6 Ganguly A K, Govindachari T R, Mohamed P A, Rahimtulla A D, Viswanathan N. Chemical constituents of Glochidion hohemnackeri .  Tetrahedron. 1966;  22 1513-9
  • 7 Srivastava R, Kulshreshtha D K. Triterpenoids from Glochidion heyneanum .  Phytochemistry. 1988;  27 3575-8
  • 8 Copies of the original spectra are obtainable from the author of correspondence . . 
  • 9 Charlton J L, Oleschuk C J, Chee G -L. Hindered rotation in arylnaphthalene lignans.  J Org Chem. 1996;  61 3452-7
  • 10 Pradheepkumar C P, Shanmugam G. Anticancer potential of cleistanthin A isolated from the tropical plant Cleistanthus collinus .  Oncol Res. 1999;  11 225-32
  • 11 Pradheepkumar C P, Panneerselvam N, Shanmugam G. Cleistanthin A causes DNA strand breaks and induces apoptosis in cultured cells.  Mutat Res. 2000;  464 185-93
  • 12 Skehan P, Storeng R, Scudiero D, Monks A, McMahon J, Vistica D, Warren J T, Bokesch H, Kenney S, Boyd M R. New colorimetric cytotoxic assay for anticancer-drug screening.  J Natl Cancer Inst. 1990;  82 1107-12

Dr. Patoomratana Tuchinda

Department of Chemistry

Faculty of Science

Mahidol University

Rama 6 Road

Bangkok 10400

Thailand

Fax: +66-02-3547151

eMail: scptc@mahidol.ac.th

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