RSS-Feed abonnieren
DOI: 10.1055/s-2005-864190
New and Cytotoxic Anthraquinones from Pleospora sp. IFB-E006, an Endophytic Fungus in Imperata cylindrical
Publikationsverlauf
Received: December 17, 2004
Accepted: March 4, 2005
Publikationsdatum:
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.
- Supporting Information for this article is available online at
- Supporting Information .
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
Telefon: +86-25-8359 2945
Fax: +86-25-8330 2728
eMail: rxtan@nju.edu.cn
- www.thieme-connect.de/ejournals/toc/plantamedica