Biosynthetic studies of novel polyketides from the marine sponge-derived fungus Stachylidium sp. 293K04

被引：11

作者：

El Maddah, Fayrouz ^{[1
,2
]}

Eguereva, Ekaterina ^{[1
]}

Kehraus, Stefan ^{[1
]}

Koenig, Gabriele M. ^{[1
]}

机构：

[1] Univ Bonn, Inst Pharmaceut Biol, Nussallee 6, D-53115 Bonn, Germany

[2] Natl Org Drug Control & Res, Dept Pharmacognosy & Tissue Culture, Cairo, Egypt

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2019年 / 17卷 / 10期

关键词：

A-C; METABOLITES; ACID; PROPIONATE; PRODUCTS; PHTHALIDES; PATHWAY; ORIGIN;

D O I：

10.1039/c9ob00198k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The marilones and marilines are a new family of polyketide metabolites recently isolated from the marine-derived fungus Stachylidium sp. 293K04. They are characterized by a phthalide and phthalimidine skeleton, respectively. From a series of feeding experiments using C-13-labeled precursors we could outline the biogenetic origin of the basic carbon skeleton of marilone A and mariline B. Results established the tetraketide nature of the phthalide/phthalimidine nucleus including the involvement of a methylated acetate starter unit in polyketide biosynthesis, which is unique amongst fungal metabolites.

引用

页码：2747 / 2752

页数：6

共 50 条

[1] METABOLIC PRODUCTS OF MICROORGANISMS .31. DURICAULIC ACID, A NEW NATURAL PRODUCT OF THE PHTHALIMIDINE TYPE FROM ASPERGILLUS-DURICAULIS [J].

ACHENBACH, H ;

MUHLENFELD, A ;

KOHL, W ;

BRILLINGER, GU .

ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1985, 40 (09) :1219-1225

[2]

Almeida C, 2017, FERMENTATION-BASEL, V3, DOI 10.3390/fermentation3030045

[3] Unprecedented Polyketides from a Marine Sponge-Associated Stachylidium sp. [J].

Almeida, Celso ;

Eguereva, Ekaterina ;

Kehraus, Stefan ;

Koenig, Gabriele M. .

JOURNAL OF NATURAL PRODUCTS, 2013, 76 (03) :322-326

[4] Marilines A-C: Novel Phthalimidines from the Sponge-Derived Fungus Stachylidium sp. [J].

Almeida, Celso ;

Hemberger, Yasmin ;

Schmitt, Sven Marcel ;

Bouhired, Sarah ;

Natesan, Lavanya ;

Kehraus, Stefan ;

Dimas, Konstantinos ;

Guetschow, Michael ;

Bringmann, Gerhard ;

Koenig, Gabriele M. .

CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (28) :8827-8834

[5] Marilones A-C, phthalides from the sponge-derived fungus Stachylidium sp. [J].

Almeida, Celso ;

Kehraus, Stefan ;

Prudencio, Miguel ;

Koenig, Gabriele M. .

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2011, 7 :1636-1642

[6] Biomimetic Synthesis of Isoindolinones Related to the Marilines [J].

Augner, Daniel ;

Schmalz, Hans-Guenther .

SYNLETT, 2015, 26 (10) :1395-1397

[7] THE METABOLITES OF TALAROMYCES-FLAVUS .2. BIOLOGICAL-ACTIVITY AND BIOSYNTHETIC-STUDIES [J].

AYER, WA ;

RACOK, JS .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1990, 68 (11) :2095-2101

[8] SECONDARY METABOLITES OF THE ASPEN FUNGUS STACHYBOTRYS-CYLINDROSPORA [J].

AYER, WA ;

MIAO, S .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1993, 71 (04) :487-493

[9] BIOSYNTHESIS OF MYCOPHENOLIC ACID [J].

BEDFORD, CT ;

KNITTEL, P ;

MONEY, T ;

PHILLIPS, GT ;

SALISBURY, P .

CANADIAN JOURNAL OF CHEMISTRY, 1973, 51 (05) :694-697

[10]

Bhakuni D. S., 2005, BIOACTIVE MARINE NAT, P125

← 1 2 3 4 5 →