Arugosins G and H:: Prenylated polyketides from the marine-derived fungus Emericella nidulans var. acristata

被引:66
作者
Kralj, Ana
Kehraus, Stefan
Krick, Anja
Eguereva, Ekaterina
Kelter, Gerhard
Maurer, Martina
Wortmann, Andreas
Fiebig, Heinz-Herbert
Koenig, Gabriele M.
机构
[1] Univ Bonn, Inst Pharmaceut Biol, D-53115 Bonn, Germany
[2] Oncotest GmbH, Inst Expt Oncol, D-79108 Freiburg, Germany
来源
JOURNAL OF NATURAL PRODUCTS | 2006年 / 69卷 / 07期
关键词
D O I
10.1021/np050454f
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
The fungus Emericella nidulans var. acristata was isolated as an endophyte from a Mediterranean green alga. Cultivation of this fungus yielded two new compounds, arugosins G ( 1) and H ( 2), together with the known metabolites 3-9. Arugosins (1-4) are benzophenone derivatives, biosynthetically related to the xanthones 5, 6, and 9. The indole alkaloid 7 displayed antitumor activity in a panel of 36 human tumor cell lines, exhibiting a mean IC50 value of 5.5 mu g/mL in an in vitro survival and proliferation assay. Furthermore, compounds 3 and 4 showed moderate antitumor activity toward individual tumor cell lines. None of compounds 1-8 exhibited any immunostimulatory activity assessed as the capacity to induce cytokines in PBMCs from healthy donors.
引用
收藏
页码:995 / 1000
页数:6
相关论文
共 32 条
  • [1] BIOSYNTHESIS OF PHENOLS .21. MOLECULAR STRUCTURE OF ARUGOSIN, A METABOLITE OF A WILD-TYPE STRAIN OF ASPERGILLUS-RUGULOSUS
    BALLANTINE, JA
    FRANCIS, DJ
    HASSALL, CH
    WRIGHT, JLC
    [J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1970, (09): : 1175 - +
  • [2] BIOSYNTHESIS OF PHENOLS .24. ARUGOSIN-C, A METABOLITE OF A MUTANT STRAIN OF ASPERGILLUS-RUGULOSUS
    BALLANTINE, JA
    FERRITO, V
    HASSALL, CH
    JENKINS, ML
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (17): : 1825 - 1836
  • [3] Marine natural products
    Blunt, JW
    Copp, BR
    Munro, MHG
    Northcote, PT
    Prinsep, MR
    [J]. NATURAL PRODUCT REPORTS, 2005, 22 (01) : 15 - 61
  • [4] Novel marine natural products.: Part 5 -: Evariquinone, isoemericellin, and stromemycin from a sponge derived strain of the fungus Emericella variecolor
    Bringmann, G
    Lang, G
    Steffens, S
    Günther, E
    Schaumann, K
    [J]. PHYTOCHEMISTRY, 2003, 63 (04) : 437 - 443
  • [5] Marine-derived fungi: a chemically and biologically diverse group of microorganisms
    Bugni, TS
    Ireland, CM
    [J]. NATURAL PRODUCT REPORTS, 2004, 21 (01) : 143 - 163
  • [6] Cytotoxicity of occupationally and environmentally relevant mycotoxins
    Bünger, J
    Westphal, G
    Mönnich, A
    Hinnendahl, B
    Hallier, E
    Müller, M
    [J]. TOXICOLOGY, 2004, 202 (03) : 199 - 211
  • [7] Butler MS, 2005, NAT PROD REP, V22, P162, DOI 10.1039/b402985m
  • [8] BIOSYNTHESIS OF FUNGAL METABOLITES .3. STRUCTURE OF SHAMIXANTHONE AND TAJIXANTHONE, METABOLITES OF ASPERGILLUS-VARIECOLOR
    CHEXAL, KK
    FOUWEATHER, C
    HOLKER, JSE
    SIMPSON, TJ
    YOUNG, K
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (13): : 1584 - 1593
  • [9] BIOSYNTHESIS OF FUNGAL METABOLITES .6. STRUCTURES AND BIOSYNTHESIS OF SOME MINOR METABOLITES FROM VARIANT STRAINS OF ASPERGILLUS-VARIECOLOR
    CHEXAL, KK
    HOLKER, JSE
    SIMPSON, TJ
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (06): : 549 - 554
  • [10] C-13 NUCLEAR MAGNETIC-RESONANCE STUDIES OF FUNGAL METABOLITES, AFLATOXINS, AND STERIGMATOCYSTINS
    COX, RH
    COLE, RJ
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (01) : 112 - 114