Marilines A-C: Novel Phthalimidines from the Sponge-Derived Fungus Stachylidium sp.

被引：45

作者：

Almeida, Celso ^{[1
]}

Hemberger, Yasmin ^{[2
]}

Schmitt, Sven Marcel ^{[1
]}

Bouhired, Sarah ^{[1
]}

Natesan, Lavanya ^{[1
]}

Kehraus, Stefan ^{[1
]}

Dimas, Konstantinos ^{[3
]}

Guetschow, Michael ^{[4
]}

Bringmann, Gerhard ^{[2
]}

Koenig, Gabriele M. ^{[1
]}

机构：

[1] Univ Bonn, Inst Pharmaceut Biol, D-53115 Bonn, Germany

[2] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany

[3] Univ Thessaly, Pharmacol Lab, Fac Med, Biopolis 41110, Larissa, Greece

[4] Univ Bonn, Inst Pharmaceut, D-53121 Bonn, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2012年 / 18卷 / 28期

关键词：

CD spectroscopy; human leukocyte elastase; marine fungus; phthalimidine; Stachylidium; PESTALOTIOPSIS-MICROSPORA; STACHYBOTRYS SP; METABOLITES; INHIBITORS; ACID; BIOSYNTHESIS; ANTIOXIDANT; PORRITOXIN; PRODUCTS; FERMENTATION;

D O I：

10.1002/chem.201103278

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A marine-derived fungus of the genus Stachylidium was isolated from the sponge Callyspongia cf. C. flammea. Chemical investigation of the bioactive fungal extract led to the isolation of the novel phthalimidine derivatives marilines A1 (1?a), A2 (1?b), B (2), and C (3). The absolute configurations of the enantiomeric compounds 1?a and 1?b were assigned by a combination of experimental circular dichroism (CD) investigations and quantum chemical CD calculations. The skeleton of marilines is most unusual, and its biosynthesis is suggested to require uncommon biochemical reactions in fungal secondary metabolism. Both enantiomers, marilines A1 (1?a) and A2 (1?b), inhibited human leukocyte elastase (HLE) with an IC50 value of 0.86 mu M.

引用

页码：8827 / 8834

页数：8

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