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首页> 外文期刊>RSC Advances >Substituted l-tryptophan-l-phenyllactic acid conjugates produced by an endophytic fungus Aspergillus aculeatus using an OSMAC approach
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Substituted l-tryptophan-l-phenyllactic acid conjugates produced by an endophytic fungus Aspergillus aculeatus using an OSMAC approach

机译：内生真菌棘孢曲霉使用OSMAC方法生产的取代的L-色氨酸-1-苯基乳酸缀合物

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摘要

The endophytic fungus Aspergillus aculeatus isolated from leaves of the papaya plant Carica papaya was fermented on solid rice medium, yielding a new L -tryptophan- L -phenyllactic acid conjugate ( 1 ) and thirteen known compounds ( 11 , 14–25 ). In addition, an OSMAC approach was employed by adding eight different sodium or ammonium salts to the rice medium. Addition of 3.5% NaNO _(3) caused a significant change of the metabolite pattern of the fungus as indicated by HPLC analysis. Subsequent isolation yielded several new substituted L -tryptophan- L -phenyllactic acid conjugates ( 1–10 ) in addition to three known compounds ( 11–13 ), among which compounds 2–10 , 12–13 were not detected in the rice control culture. All structures were unambiguously elucidated by one and two dimensional NMR spectroscopy and by mass spectrometry. The absolute configuration of the new compounds was determined by Marfey's reaction and X-ray single crystal diffraction. Compounds 19–22 showed cytotoxicity against the L5178Y mouse lymphoma cell line with IC _(50) values of 3.4, 1.4, 7.3 and 23.7 μM, respectively.
机译：从木瓜植物番木瓜的叶子中分离出的内生真菌刺曲霉在固体水稻培养基上发酵，产生了新的L-色氨酸-L-苯基乳酸结合物（1）和13种已知化合物（11，14–25）。另外，通过向稻米培养基中添加八种不同的钠盐或铵盐来使用OSMAC方法。如HPLC分析所示，添加3.5％的NaNO 3（-）引起真菌的代谢产物模式的显着变化。随后的分离除三个已知化合物（11-13）外，还产生了几种新的取代的L-色氨酸-L-苯基乳酸共轭物（1-10），其中在水稻对照培养物中未检测到化合物2-10、12-13 。通过一维和二维NMR光谱法以及通过质谱法清楚地阐明了所有结构。新化合物的绝对构型由Marfey反应和X射线单晶衍射确定。化合物19-22对L5178Y小鼠淋巴瘤细胞系表现出细胞毒性，IC_（50）值分别为3.4、1.4、7.3和23.7μM。

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