Biosynthesis of cladospirone bisepoxide, a member of the spirobisnaphthalene family

被引：26

作者：

Bode, HB ^{[1
]}

Wegner, B ^{[1
]}

Zeeck, A ^{[1
]}

机构：

[1] Univ Gottingen, Inst Organ Chem, D-37077 Gottingen, Germany

来源：

JOURNAL OF ANTIBIOTICS | 2000年 / 53卷 / 02期

关键词：

D O I：

10.7164/antibiotics.53.153

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

摘要：

The biosynthesis of cladospirone bisepoxide (1) was investigated by feeding C-13-labeled acetate to growing cultures of the fungus Sphaeropsidales sp. (strain F-24'707). C-13 NMR spectral analysis demonstrated the polyketide origin of both naphthalene units. The origin of two epoxide oxygens was confirmed as from air by cultivation of the strain in an O-18(2)-enriched atmosphere. The [O-18]incorporation pattern into palmarumycin C-12 (11), the putative precursor of 1 led to the hypothesis that the carbonyl oxygen of 1 is derived from water by exchange of an oxygen atom. inhibition of the biosynthesis of 1 with tricyclazole, an inhibitor of the 1,8-dihydroxynaphthalene (DHN) melanin biosynthesis, confirmed the connection of both biosynthetic pathways.

引用

页码：153 / 157

页数：5

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