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Cytotoxic 14-Membered Macrolides from a Mangrove-Derived Endophytic Fungus, Pestalotiopsis microspora

文献类型： 外文期刊

作者： Liu, Shuai 1 ; Dai, Haofu 4 ; Makhloufi, Gamall 2 ; Heering, Christian 2 ; Janiak, Christoph 2 ; Hartmann, Rudolf 5 ;

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

2.Univ Dusseldorf, Inst Inorgan & Struct Chem, Univ Str 1, D-40225 Dusseldorf, Germany

3.Univ Dusseldorf, Inst Pharmaceut & Med Chem, Univ Str 1, D-40225 Dusseldorf, Germany

4.Chinese Acad Trop Agr Sci, Inst Trop Biosci & Biotechnol, Key Lab Biol & Genet Resources Trop Crops, Minist Agr, Haikou 571101, Peoples R China

5.Forschungszentrum Julich, Inst Complex Syst Strukturbiochem, Wilhelm Johnen Str, D-52428 Julich, Germany

6.Univ Debrecen, Dept Organ Chem, POB 400, H-4002 Debrecen, Hungary

7.Johannes Gutenbe

期刊名称：JOURNAL OF NATURAL PRODUCTS （ 影响因子：4.05； 五年影响因子：4.603 ）

ISSN：

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收录情况： SCI

摘要： Seven new 14-membered macrolides, pestalotioprolides C (2), D-H (4-8), and 7-O-methylnigrosporolide (3), together with four known analogues, pestalotioprolide B ( 1), seiricuprolide (9), nigrosporolide (10), and 4,7-dihydroxy-13-tetradeca-2,5,8-trienolide (11), were isolated from the mangrove-derived endophytic fungus Pestalotiopsis microspora. Their structures were elucidated by analysis of NMR and MS data and by comparison with literature data. Single-crystal X-ray diffraction analysis was used to confirm the absolute configurations of 1, 2, and 10, while Mosher's method and the TDDFT-ECD approach were applied to determine the absolute configurations of 5 and 6. Compounds 3-6 showed significant cytotoxicity against the murine lymphoma cell line L5178Y with IC50 values of 0.7, 5.6, 3.4, and 3.9 mu M, respectively, while compound 5 showed potent activity against the human ovarian cancer cell line A2780 with an IC50 value of 1.2 mu M. Structure-activity relationships are discussed. Coculture of P. microspora with Streptomyces lividans caused a roughly 10-fold enhanced accumulation of compounds 5 and 6 compared to axenic fungal control.

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