Rickenyls A-E, antioxidative terphenyls from the fungus Hypoxylon rickii (Xylariaceae, Ascomycota)

被引：43

作者：

Kuhnert, Eric ^{[1
,2
]}

Surup, Frank ^{[1
,2
]}

Herrmann, Jennifer ^{[2
,3
]}

Huch, Volker ^{[4
]}

Mueller, Rolf ^{[2
,3
]}

Stadler, Marc ^{[1
,2
]}

机构：

[1] Helmholtz Ctr Infect Res GmbH HZI, Dept Microbial Drugs, D-38124 Braunschweig, Germany

[2] German Ctr Infect Res Assoc DZIF, D-38124 Braunschweig, Germany

[3] Helmholtz Ctr Infect Res & Pharmaceut Biotechnol, Helmholtz Inst Pharmaceut Res Saarland HIPS, D-66123 Saarbrucken, Germany

[4] Univ Saarland, Inst Anorgan Chem, D-66123 Saarbrucken, Germany

来源：

PHYTOCHEMISTRY | 2015年 / 118卷

关键词：

Hypoxylon; Hypoxylon rickii; Xylariaceae; Xylariales; Secondary metabolites; Structure elucidation; Terphenyl; Terphenylquinone; Antioxidant; P-TERPHENYLS; INHIBITORY-ACTIVITY; DERIVATIVES; PIGMENTS; ACID;

D O I：

10.1016/j.phytochem.2015.08.004

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Our screening efforts for new natural products with interesting bioactivity have revealed the neotropical ascomycete Hypoxylon rickii as a prolific source. We isolated five secondary metabolites with a p-terphenyl backbone from the mycelial extract of a fermentation of this fungus in 701 scale by using RP-HPLC, which were named rickenyls A-E (1-5). Their structures were elucidated by X-ray crystallography and NMR spectroscopy, complemented by HRESIMS. Two of the compounds contained a quinone core structure in ortho (2) and para-position (5), respectively. We obtained 2 spontaneously and by lead tetraacetate oxidation from 1. All compounds were screened for antimicrobial, antioxidative and cytotoxic activities. Rickenyl A (1) exhibited strong antioxidative effects and moderate cytotoxic activity against various cancer cell lines. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：68 / 73

页数：6

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