Tetrahydroanthraquinone derivatives from the mangrove-derived endophytic fungus Stemphylium globuliferum

TETRAHEDRON LETTERS

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Article

Moussa, Mariam¹  Ebrahim, Weaam^1,2  El-Neketi, Mona²  Mandi, Attila³  Kurtan, Tibor³  Hartmann, Rudolf⁴  Lin, Wenhan⁵  Liu, Zhen¹  Proksch, Peter¹ 

[1] Univ Dusseldorf, Inst Pharmaceut Biol & Biotechnol, Univ Str 1, D-40225 Dusseldorf, Germany

[2] Mansoura Univ, Fac Pharm, Dept Pharmacognosy, Mansoura 35516, Egypt

[3] Univ Debrecen, Dept Organ Chem, Egyet Ter 1, H-4032 Debrecen, Hungary

[4] Forschungszentrum Juelich, Inst Complex Syst Strukturbiochem, Wilhelm Johnen Str, D-52428 Julich, Germany

[5] Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China

关键词: Stemphylium globuliferum;    Tetrahydroanthraquinone;    ECD calculations;   

DOI  :  10.1016/j.tetlet.2016.07.091

来源: Elsevier

【 摘 要 】

Two new tetrahydroanthraquinone derivatives, altersolanol Q (1) and 10-methylaltersolanol Q (2), and the new dimer alterporriol X (3), together with 13 known analogues were isolated from white bean solid culture media of the endophytic fungus, Stemphylium globuliferum, obtained from the Egyptian mangrove plant Avicennia marina. The present study resulted in the production of a large diversity of secondary metabolites including new derivatives. Their structures were elucidated using one- and two-dimensional NMR spectroscopy as well as HRESIMS. The absolute configurations of the new compounds 1-3 were determined by TDDFT-ECD calculations or by comparing ECD data with those of known analogues. Compounds 1-3 were tested against the L5178Y mouse lymphoma cell line but proved to be inactive in contrast to some of the known compounds such as altersolanol A (6) that were likewise isolated in this study. (C) 2016 Elsevier Ltd. All rights reserved.

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