Ramariolides A-D, Antimycobacterial Butenolides Isolated from the Mushroom Ramaria cystidiophora

被引:39
作者
Centko, Ryan M. [1 ,2 ]
Ramon-Garcia, Santiago [3 ,4 ]
Taylor, Terry [3 ]
Patrick, Brian O. [1 ,2 ]
Thompson, Charles J. [3 ,4 ]
Miao, Vivian P. [3 ]
Andersen, Raymond J. [1 ,2 ]
机构
[1] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada
[2] Univ British Columbia, Dept Earth Ocean & Atmospher Sci, Vancouver, BC V6T 1Z1, Canada
[3] Univ British Columbia, Dept Microbiol & Immunol, Vancouver, BC V6T 1Z3, Canada
[4] Univ British Columbia, Ctr TB Res, Vancouver, BC V6T 1Z3, Canada
来源
JOURNAL OF NATURAL PRODUCTS | 2012年 / 75卷 / 12期
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1021/np3006277
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Four butenolides, ramariolides A-D (1-4), have been isolated from the fruiting bodies of the coral mushroom Ramaria cystidiophora. Their structures were elucidated by analysis of ID and 2D NMR data and a single-crystal X-ray diffraction analysis of 1, and their absolute configurations were established using Mosher's method. The major metabolite, ramariolide A (1), which contains an unusual spiro oxiranebutenolide moiety, showed in vitro antimicrobial activity against Mycobacterium smegmatis and Mycobacterium tuberculosis.
引用
收藏
页码:2178 / 2182
页数:5
相关论文
共 15 条
  • [1] [Anonymous], 2011, Global Health and Aging
  • [2] Species richness and community composition of mat-forming ectomycorrhizal fungi in old- and second-growth Douglas-fir forests of the HJ Andrews Experimental Forest, Oregon, USA
    Dunham, Susie M.
    Larsson, Karl-Henrik
    Spatafora, Joseph W.
    [J]. MYCORRHIZA, 2007, 17 (08) : 633 - 645
  • [3] Exeter R. L., 2006, RAMARIA OF THE PACIF
  • [4] Recent advances in antitubercular natural products
    Garcia, Abraham
    Bocanegra-Garcia, Virgilio
    Prisco Palma-Nicolas, Jose
    Rivera, Gildardo
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2012, 49 : 1 - 23
  • [5] Molecular phylogenetics of Ramaria and related genera:: evidence from nuclear large subunit and mitochondrial small subunit rDNA sequences
    Humpert, AJ
    Muench, EL
    Giachini, AJ
    Castellano, MA
    Spatafora, JW
    [J]. MYCOLOGIA, 2001, 93 (03) : 465 - 477
  • [6] Hygrophorones A-G:: fungicidal cyclopentenones from Hygrophorus species (basidiomycetes)
    Lübken, T
    Schmidt, J
    Porzel, A
    Arnold, N
    Wessjohann, L
    [J]. PHYTOCHEMISTRY, 2004, 65 (08) : 1061 - 1071
  • [7] Comparative evaluation of the nitrate reduction assay, the MTT test, and the resazurin microtitre assay for drug susceptibility testing of clinical isolates of Mycobacterium tuberculosis
    Montoro, E
    Lemus, D
    Echemendia, M
    Martin, A
    Portaels, F
    Palomino, JC
    [J]. JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY, 2005, 55 (04) : 500 - 505
  • [8] THE BIALAPHOS BIOSYNTHETIC GENES OF STREPTOMYCES-HYGROSCOPICUS - MOLECULAR-CLONING AND CHARACTERIZATION OF THE GENE-CLUSTER
    MURAKAMI, T
    ANZAI, H
    IMAI, S
    SATOH, A
    NAGAOKA, K
    THOMPSON, CJ
    [J]. MOLECULAR & GENERAL GENETICS, 1986, 205 (01): : 42 - 50
  • [9] Morphological and molecular characterization of selected Ramaria mycorrhizae
    Nouhra, ER
    Horton, TR
    Cazares, E
    Castellano, M
    [J]. MYCORRHIZA, 2005, 15 (01) : 55 - 59
  • [10] HIGH-FIELD FT NMR APPLICATION OF MOSHER METHOD - THE ABSOLUTE-CONFIGURATIONS OF MARINE TERPENOIDS
    OHTANI, I
    KUSUMI, T
    KASHMAN, Y
    KAKISAWA, H
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (11) : 4092 - 4096