Isolation and identification of antifungal polyesters from the marine fungus Hypoxylon oceanicum LL-15G256

被引：64

作者：

Schlingmann, G ^{[1
]}

Milne, L ^{[1
]}

Carter, GT ^{[1
]}

机构：

[1] Wyeth Res, Chem Sci, Nat Prod Chem, Pearl River, NY 10965 USA

来源：

TETRAHEDRON | 2002年 / 58卷 / 34期

关键词：

marine fungus; antifungal metabolites; macrolides; lactide biosynthesis; polyesters; isolation; natural product; circular dichroism; NMR;

D O I：

10.1016/S0040-4020(02)00746-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cultures of the marine fungus Hypoxylon oceanicum (LL-15G256) were found to have potent antifungal activity in assays designed to detect inhibitors of fungal cell wall biosynthesis. Bio-activity guided isolation provided the macrocyclic polyesters 15G256alpha (1), 15G256alpha-1 (2) and 15G256beta (3) that were partially responsible for the antifungal activity. In addition, fermentation beers contained a series of related, but unreported metabolites designated 15G256nu. (4), 15G256omega (5), 15G256o (6), 15G256alpha-2 (7), 15G256beta-2 (8), 15G256nu (9) and 15G256pi (10). Their isolation, characterization and structures are described here and a biosynthetic sequence is proposed. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：6825 / 6835

页数：11

共 16 条

[1] Cell wall active antifungal compounds produced by the marine fungus Hypoxylon oceanicum LL-15G256 [J].

Abbanat, D ;

Leighton, M ;

Maiese, W ;

Jones, EBG ;

Pearce, C ;

Greestein, M .

JOURNAL OF ANTIBIOTICS, 1998, 51 (03) :296-302

[2] ENANTIODIVERGENT SYNTHESES OF (+)-NONACTIC AND (-)-NONACTIC ACID AND THE TOTAL SYNTHESIS OF NONACTIN [J].

BARTLETT, PA ;

MEADOWS, JD ;

OTTOW, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (18) :5304-5311

[3] CASSIADININE, A CHROMONE ALKALOID AND (+)-6-HYDROXYMELLEIN, A DIHYDROISOCOUMARIN FROM CASSIA-SIAMEA [J].

BISWAS, KM ;

MALLIK, H .

PHYTOCHEMISTRY, 1986, 25 (07) :1727-1730

[4] ANTIFUNGAL MACROCYCLIC POLYLACTONES FROM PENICILLIUM-VERRUCULOSUM [J].

BREINHOLT, J ;

JENSEN, GW ;

NIELSEN, RI ;

OLSEN, CE ;

FRISVAD, JC .

JOURNAL OF ANTIBIOTICS, 1993, 46 (07) :1101-1108

[5] New members of the macrosphelides from Microsphaeropsis sp FO-5050IV [J].

Fukami, A ;

Taniguchi, Y ;

Nakamura, T ;

Rho, MC ;

Kawaguchi, K ;

Hayashi, M ;

Komiyama, K ;

Omura, S .

JOURNAL OF ANTIBIOTICS, 1999, 52 (05) :501-504

[6] SYNTHESIS OF NONACTIN [J].

GERLACH, H ;

OERTLE, K ;

THALMANN, A ;

SERVI, S .

HELVETICA CHIMICA ACTA, 1975, 58 (07) :2036-2043

[7]

HAMILL RL, 1969, TETRAHEDRON LETT, P4255

[8] Synthesis of a chiral phospholipase-C and D insensitive membrane probe with excimer emission properties. [J].

Huang, GF ;

Hollingsworth, RI .

TETRAHEDRON, 1998, 54 (08) :1355-1360

[9] NG-011 AND NG-012, NOVEL POTENTIATORS OF NERVE GROWTH-FACTOR .1. TAXONOMY, ISOLATION, AND PHYSICOCHEMICAL AND BIOLOGICAL PROPERTIES [J].

ITO, M ;

MARUHASHI, M ;

SAKAI, N ;

MIZOUE, K ;

HANADA, K .

JOURNAL OF ANTIBIOTICS, 1992, 45 (10) :1559-1565

[10] A MODIFIED SCREEN FOR THE DETECTION OF CELL WALL-ACTING ANTIFUNGAL COMPOUNDS [J].

KIRSCH, DR ;

LAI, MH .

JOURNAL OF ANTIBIOTICS, 1986, 39 (11) :1620-1622

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