Planta Med 2005; 71(11): 1063-1065
DOI: 10.1055/s-2005-864190
Letter
© Georg Thieme Verlag KG Stuttgart · New York

New and Cytotoxic Anthraquinones from Pleospora sp. IFB-E006, an Endophytic Fungus in Imperata cylindrical

H. M. Ge1 , Y. C. Song1 , C. Y. Shan1 , Y. H. Ye1 , R. X. Tan1
  • 1Institute of Functional Biomolecules, State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing, People’s Republic of China
Further Information

Publication History

Received: December 17, 2004

Accepted: March 4, 2005

Publication Date:
19 August 2005 (online)

Abstract

In addition to 7-methoxy-2-methyl-3,4,5-trihydroxyanthraquinone (1), physcion (2), macrosporin (3), deoxybostrycin (4), altersolanol B (5) and dactylariol (6), a new hexahydroanthraquinone named pleospdione (7) was isolated from the culture of Pleospora sp. IFB-E006, an endophytic fungus residing in the normal stem of Imperata cylindrical (Gramineae). Structure determination of pleospdione was accomplished using IR, HR-ESI-MS, 1D and 2D NMR spectral analysis. Compounds 4 - 6 exhibited significant cytotoxic activity against human colon cancer (SW1116) and leukemia (K562) cell lines while compounds 1, 2 and 7 were only weakly or moderately active.

References

  • 1 Tan R X, Zou W X. Endophytes: a rich source of functional metabolites.  Nat Prod Rep. 2001;  18 448-59
  • 2 Strobel G A. Endophytes as sources of bioactive products.  Microbes Infect. 2003;  5 535-44
  • 3 Liu J Y, Song Y C, Zhang Z, Wang L, Guo Z J, Tan R X. Aspergillus fumigatus, CY018, an endophytic fungus in Cynodon dactylon as a versatile producer of new and bioactive metabolites.  J Biotechnol. 2004;  114 279-87
  • 4 Liu J Y, Liu C H, Zou W X, Tan R X. Leptosphaeric acid, a metabolite with a novel skeleton from Leptosphaeria sp. IV403, an endophytic fungus in Artemisia annua .  Helv Chim Acta. 2003;  86 657-60
  • 5 Stoessl A. Some metabolites of Alternalia solani .  Can J Chem. 1969;  47 767-76
  • 6 Yang X W, Gu Z M, Ma C M, Hatton M, Namba T. A new indole derivative isolated from the root of tuber fleeceflower (Polygonum multiforum).  Chin Tradit Herb Drugs. 1998;  29 5-11
  • 7 Noda T, Take T, Otani W, Miyanchi K, Watanabe T, Abe J. Structure of bostrycin. Tetrahedron Lett 1968: 6087-90
  • 8 Stoessl A, Unwin C H. Metabolites of Alter aria solani part V. - Biosynthesis of altersolanol A and incorporation of altersolanol A-13Cx into altersolanol B and macrosporin.  Tetrahedron Lett. 1979;  27 2481-4
  • 9 Yogi A, Okamura N, Barouche H, Abu T, Hashimoto K. Antimicrobial tetrahydroanthraquinones from a strain of Alternalia solani .  Phytochemistry. 1993;  33 87-91
  • 10 Stoessl A, Unwin C H, Stothers J B. On the biosynthesis of some polyketide metabolites in Alternaria solani: 13C and 2H NMR studies.  Can J Chem. 1983;  61 372-7
  • 11 Sturdik E, Drobnica L. Interaction of cytotoxic antibiotic dactylarin with glycolytic thiol enzymes in Ehrlich ascites carcinoma cells.  J Antibiot. 1981;  34 708-12
  • 12 Suemitsu R, Yamada Y, Sano T, Kitayama M. Analysis of naturally occurring reduced anthraquinones obtained from Alternaria porri (Ellis) Ciferri by high-performance liquid chromatography.  J Chromatogr. 1985;  318 139-43
  • 13 Lu H, Zou W X, Meng J C, Hu J, Tan R X. New bioactive metabolites produced by Colletotrichum sp., an endophytic fungus in Artemisia annua .  Plant Sci. 1999;  151 69-73
  • 14 Tweentyman P R, Luscombe M. A Study of some variables in a tetrazolium dye (MTT) based assay for cell growth and chemosensitivity.  Brit J Cancer. 1987;  56 279-85

R. X. Tan

Institute of Functional Biomolecules

State Key Laboratory of Pharmaceutical Biotechnology

Nanjing University

Nanjing 210093

People’s Republic of China

Phone: +86-25-8359 2945

Fax: +86-25-8330 2728

Email: rxtan@nju.edu.cn