Sphaerolone and dihydrosphaerolone, two bisnaphthyl-pigments from the fungus Sphaeropsidales sp F-24′707

被引：21

作者：

Bode, HB ^{[1
]}

Zeeck, A ^{[1
]}

机构：

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

来源：

PHYTOCHEMISTRY | 2000年 / 54卷 / 06期

关键词：

fungal metabolite; DHN biosynthesis; Sphaeropsidales sp; sphaerolone; dihydrosphaerolone;

D O I：

10.1016/S0031-9422(00)00145-X

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：

Two new bisnaphthslene compounds, sphaerolone (1) and dihydrosphaerolone (2), together with 2-hydroxyjuglone (9), were isolated fi um the culture broth of a Sphaeropsidales sp. (strain F-24'707) after inhibition of the regular proceeding 1,8-dihydroxynayhthalene (DHN) biosynthesis with tricyclazole. The structures of 1 and 2 were established by detailed spectroscopic analysis and present novel bisnaphthalenes. The biosynthetic origin of 1 and 2 as dimerization products of 1,3,8-trihydroxynaphthalene, an intermediate of the DHN biosynthesis, is discussed. (C) 2000 Elsevier Science Ltd. Ail rights reserved.

引用

页码：597 / 601

页数：5

共 17 条

[1] SECONDARY MOLD METABOLITES .16. STEMPHYLTOXINS, NEW REDUCED PERYLENEQUINONE METABOLITES FROM STEMPHYLIUM-BOTRYOSUM VAR LACTUCUM [J].

ARNONE, A ;

NASINI, G ;

MERLINI, L ;

ASSANTE, G .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (03) :525-530

[2] BIOSYNTHESIS AND FUNCTIONS OF FUNGAL MELANINS [J].

BELL, AA ;

WHEELER, MH .

ANNUAL REVIEW OF PHYTOPATHOLOGY, 1986, 24 :411-451

[3]

Bode HB, 2000, EUR J ORG CHEM, V2000, P1451

[4] Biosynthesis of cladospirone bisepoxide, a member of the spirobisnaphthalene family [J].

Bode, HB ;

Wegner, B ;

Zeeck, A .

JOURNAL OF ANTIBIOTICS, 2000, 53 (02) :153-157

[5]

BODE HB, 2000, UNPUB EUR J ORG CHEM

[6] Biologically active metabolites from fungi 13 Stemphytriol, a new perylene derivative from Monodictys fluctuata [J].

Krohn, K ;

John, M ;

Aust, HJ ;

Draeger, S ;

Schulz, B .

NATURAL PRODUCT LETTERS, 1999, 14 (01) :31-34

[7]

KROHN K, 1994, LIEBIGS ANN CHEM, P1099

[8]

Kubo Y., 1991, The fungal spore and disease initiation in plants and animals., P205

[9] Spiroxins, DNA cleaving antitumor antibiotics from a marine-derived fungus [J].

McDonald, LA ;

Abbanat, DR ;

Barbieri, LR ;

Bernan, VS ;

Discafani, CM ;

Greenstein, M ;

Janota, K ;

Korshalla, JD ;

Lassota, P ;

Tischler, M ;

Carter, GT .

TETRAHEDRON LETTERS, 1999, 40 (13) :2489-2492

[10] PRODUCTION OF CLADOSPIRONE BISEPOXIDE, A NEW FUNGAL METABOLITE [J].

PETERSEN, F ;

MOERKER, T ;

VANZANELLA, F ;

PETER, HH .

JOURNAL OF ANTIBIOTICS, 1994, 47 (10) :1098-1103

← 1 2 →