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Planta Med 2010; 76(5): 464-466
DOI: 10.1055/s-0029-1186227
Natural Product Chemistry
Letters
© Georg Thieme Verlag KG Stuttgart · New York

Antibacterial Compounds from Mushrooms II: Lanostane Triterpenoids and an Ergostane Steroid with Activity Against Bacillus cereus Isolated from Fomitopsis pinicola

Xue-Ting Liu1 , Abby L. Winkler2 , William R. Schwan2 , Thomas J. Volk3 , Marc Rott2 , Aaron Monte1
  • 1Department of Chemistry, University of Wisconsin – La Crosse, La Crosse, Wisconsin, USA
  • 2Department of Microbiology, University of Wisconsin – La Crosse, La Crosse, Wisconsin, USA
  • 3Department of Biology, University of Wisconsin – La Crosse, La Crosse, Wisconsin, USA
Further Information

Publication History

received August 25, 2009 revised September 14, 2009

accepted September 23, 2009

Publication Date:
21 October 2009 (online)

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Abstract

Anti−Bacillus cereus bioassay-guided fractionation of a crude extract of the American mushroom, Fomitopsis pinicola, was performed using thin-layer chromatography, Sephadex LH-20 column chromatography, and preparative-scale HPLC. Five lanostane triterpenoids (1–5) and one ergostane steroid (6) were isolated and identified. Compound 1 is a new lanostane triterpenoid, and its structure was determined using 1D and 2D NMR experiments, HR‐MS, and physical data. Each of the purified compounds (1–6) was tested for antibacterial activity against B. cereus using standard MIC assays. Compounds 1–6 had MIC values of 32, 16, 32, 32, 128, and 64 µg/mL, respectively.

Key words

antibacterial activity - Fomitopsis pinicola (Polyporaceae) - lanostane triterpenoid - ergostane steroid - Bacillus cereus

References

  • 1 Liu X T, Winkler A L, Volk T J, Rott M, Schwan W R, Monte A. Antibacterial compounds from mushrooms. I: A lanostane-type triterpene and prenylphenol derivatives from Jahnoporus hirtus and Albatrellus flettii and their activities against Bacillus cereus and Enterococcus faecalis.  Planta Med. 2009;  75 1-4
    Article in Thieme ConnectPubMedGoogle Scholar
  • 2 Yoshikawa K, Inoue M, Matsumoto Y, Sakakibara C, Miyataka H, Matsumoto H, Arihara S. Lanostane triterpenoids and triterpene glycosides from the fruit body of Fomitopsis pinicola and their inhibitory activity against COX-1 and COX-2.  J Nat Prod. 2005;  68 69-73
    CrossrefPubMedGoogle Scholar
  • 3 Choi D, Park S S, Ding J L, Cha W S. Effects of Fomitopsis pinicola extracts on antioxidant and antitumor activities.  Biotechnol Bioprocess Eng. 2007;  12 516-524
    CrossrefPubMedGoogle Scholar
  • 4 Lee S I, Oh S H, Kim S D, Lee H G. Extract with high antioxidant ability from Fomitopsis pinicola and its application. KR Patent 2007078911. 2007
    PubMedGoogle Scholar
  • 5 Li C, Lee D, McGivney R J, Navarro H A, Warner K, Patel N, Mena E E, Wani M C, Oberlies N H. New CNS active lanostane-type triterpenoids from Fomitopsis pinicola. 56th Southeast Regional Meeting of the American Chemical Society, Research Triangle Park, NC. 2004
    PubMedGoogle Scholar
  • 6 Keller A C, Maillard M P, Hostettmann K. Antimicrobial steroids from the fungus Fomitopsis pinicola.  Phytochemistry. 1996;  41 1041-1046
    CrossrefPubMedGoogle Scholar
  • 7 Rösecke J, König W A. Constituents of the fungi Daedalea quercina and Daedaleopsis confragosa var. tricolor.  Phytochemistry. 2000;  54 757-762
    CrossrefPubMedGoogle Scholar
  • 8 Abraham R J, Monasterios J R. 13C nuclear magnetic resonance spectra of some ergosta-dienes and -trienes.  J Chem Soc [Perkin 2]. 1974;  662-665
    PubMedGoogle Scholar
  • 9 Lin C N, Fann Y F, Chung M I. Steroids of Formosan Ganoderma tsugae.  Phytochemistry. 1997;  46 1143-1146
    CrossrefPubMedGoogle Scholar
  • 10 Kuroyanagi M, Sugiyama K, Kanazawa M, Kawahara N. Novel A-seco-rearranged lanostane triterpenoids from Abies sachalinensis.  Chem Pharm Bull. 2000;  48 1917-1920
    PubMedGoogle Scholar
  • 11 Popova M, Trusheva B, Gyosheva M, Tsvetkova I, Bankova V. Antibacterial triterpenes from the threatened wood-decay fungus Fomitopsis rosea.  Fitoterapia. 2009;  80 263-266
    CrossrefPubMedGoogle Scholar
  • 12 Clinical and Laboratory Standards Institute .Performance standards for antimicrobial susceptibility testing; 16th informational supplement. M100-S16. Wayne, PA; Clinical and Laboratory Standards Institute 2006
    PubMedGoogle Scholar
  • 13 Hathaway W E, Newby L A, Githens J H. The acridine orange viability test applied to bone marrow cells. I. Correlation with trypan blue and eosin dye exclusion and tissue culture transformation.  Blood. 1964;  23 517-525
    CrossrefPubMedGoogle Scholar

Prof. Aaron Monte

Department of Chemistry
University of Wisconsin – La Crosse

1725 State Street

La Crosse, WI 54601

USA

Phone: + 1 60 87 85 82 60

Fax: + 1 60 87 85 82 81

Email: monte.aaro@uwlax.edu

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