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Substituted L-tryptophan-L-phenyllactic acid conjugates produced by an endophytic fungus Aspergillus aculeatus using an OSMAC approach

文献类型： 外文期刊

作者： Wang, Hao 1 ; Eze, Peter M. 2 ; Hoefert, Simon-Patrick 3 ; Janiak, Christoph 3 ; Hartmann, Rudolf 4 ; Okoye, Festus 1 ;

作者机构： 1.Heinrich Heine Univ Dusseldorf, Inst Pharmaceut Biol & Biotechnol, Univ Str 1, D-40225 Dusseldorf, Germany

2.Nnamdi Azikiwe Univ, Dept Pharmaceut Microbiol & Biotechnol, Fac Pharmaceut Sci, Awka, Nigeria

3.Heinrich Heine Univ Dusseldorf, Inst Inorgan & Struct Chem, Univ Str 1, D-40225 Dusseldorf, Germany

4.Forschungszentrum Juelich, Inst Complex Syst Struct Biochem, Wilhelm Johnen Str, D-52428 Julich, Germany

5.Nnamdi Azikiwe Univ, Fac Pharmaceut Sci, Dept Pharmaceut & Med Chem, Awka, Nigeria

6.King Saud Univ, Fac Pharm, Dept Pharmacognosy, Riyadh, Saudi Arabia

7.Chinese Acad Trop Agr Sci, Key Lab Biol & Genet

期刊名称：RSC ADVANCES （ 影响因子：3.361； 五年影响因子：3.39 ）

ISSN： 2046-2069

年卷期： 2018 年 8 卷 14 期

页码：

收录情况： SCI

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% NaNO3 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 IC50 values of 3.4, 1.4, 7.3 and 23.7 mu M, respectively.

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