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Co-culture of the fungus Fusarium tricinctum with Streptomyces lividans induces production of cryptic naphthoquinone dimers

机译:真菌镰刀菌的共同培养型与链霉菌瘤菌丝瘤诱导萘醌二聚体的生产

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摘要

Co-cultivation of the endophytic fungus Fusarium tricinctum with Streptomyces lividans on solid rice medium led to the production of four new naphthoquinone dimers, fusatricinones A-D (1-4), and a new lateropyrone derivative, dihydrolateropyrone (5), that were not detected in axenic fungal controls. In addition, four known cryptic compounds, zearalenone (7), (-)-citreoisocoumarin (8), macrocarpon C (9) and 7-hydroxy-2-(2-hydroxypropyl)-5-methylchromone (10), that were likewise undetectable in extracts from fungal controls, were obtained from the co-culture extracts. The known antibiotically active compound lateropyrone (6), the depsipeptides enniatins B (11), B1 (12) and A1 (13), and the lipopeptide fusaristatin A (14), that were present in axenic fungal controls and in co-culture extracts, were upregulated in the latter. The structures of the new compounds were elucidated by 1D and 2D NMR spectra as well as by HRESIMS data. The relative and absolute configuration of dihydrolateropyrone (5) was elucidated by TDDFT-ECD calculations.
机译:的内生真菌镰刀tricinctum用链霉菌的共培养变青链霉菌导致生产的四个新的萘醌二聚物,fusatricinones AD(1-4),和一个新的lateropyrone衍生物,dihydrolateropyrone(5)固体大米培养基,在未检测到的上无菌真菌的控制。此外,四个已知隐蔽化合物,玉米赤霉烯酮(7),( - ) - citreoisocoumarin(8),macrocarpon C(9)和7-羟基-2-(2-羟丙基)-5- methylchromone(10),即分别为同样在从真菌中提取的控制不可检测,从该共培养提取物中得到。已知antibiotically活性化合物lateropyrone(6),所述缩肽恩镰孢素B(11),B1(12)和A1(13),和脂肽fusaristatin A(14),即存在于无菌真菌控制和在共培养提取物在后者被上调。新化合物的结构是由一维和二维NMR谱鉴定为以及由HRESIMS数据。 dihydrolateropyrone的(5)的相对和绝对构型由TDDFT-ECD计算阐明。

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  • 来源
    《RSC Advances》 |2019年第3期|共10页
  • 作者单位

    Heinrich Heine Univ Dusseldorf Inst Pharmaceut Biol &

    Biotechnol Univ Str 1 D-40225 Dusseldorf Germany;

    Heinrich Heine Univ Dusseldorf Inst Pharmaceut Biol &

    Biotechnol Univ Str 1 D-40225 Dusseldorf Germany;

    Heinrich Heine Univ Dusseldorf Inst Pharmaceut &

    Med Chem Univ Str 1 D-40225 Dusseldorf Germany;

    Heinrich Heine Univ Dusseldorf Inst Pharmaceut &

    Med Chem Univ Str 1 D-40225 Dusseldorf Germany;

    Univ Debrecen Dept Organ Chem Egyet Ter 1 H-4032 Debrecen Hungary;

    Univ Debrecen Dept Organ Chem Egyet Ter 1 H-4032 Debrecen Hungary;

    Forschungszentrum Julich Inst Complex Syst Struct Biochem Wilhelm Johnen Str D-52428 Julich Germany;

    Heinrich Heine Univ Dusseldorf Inst Pharmaceut Biol &

    Biotechnol Univ Str 1 D-40225 Dusseldorf Germany;

    Peking Univ State Key Lab Nat &

    Biomimet Drugs Beijing 100191 Peoples R China;

    Heinrich Heine Univ Dusseldorf Inst Pharmaceut Biol &

    Biotechnol Univ Str 1 D-40225 Dusseldorf Germany;

    Heinrich Heine Univ Dusseldorf Inst Pharmaceut Biol &

    Biotechnol Univ Str 1 D-40225 Dusseldorf Germany;

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  • 正文语种 eng
  • 中图分类 化学;
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