Heliconols A-C:: Antimicrobial hemiketals from the freshwater aquatic fungus Helicodendron giganteum

被引：21

作者：

Mudur, Sanjay V. ^{[1
]}

Swenson, Dale C.

Gloer, James B.

Campbell, Jinx

Shearer, Carol A.

机构：

[1] Univ Iowa, Dept Chem, Iowa City, IA 52242 USA

[2] Univ Illinois, Dept Plant Biol, Urbana, IL 61801 USA

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 15期

关键词：

D O I：

10.1021/ol060916w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cultures of the freshwater aquatic fungus Helicodendron giganteum afforded three new compounds, heliconols A-C (1-3), that contain an unusual reduced furanocyclopentane unit. The structures of these metabolites were assigned by analysis of 1D and 2D NMR data. The absolute configuration of heliconol A ( 1) was assigned by single-crystal X-ray crystallographic analysis of its dibromobenzoate derivative. Heliconol A showed antifungal and antibacterial activities in disk diffusion assays.

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页码：3191 / 3194

页数：4

相关论文

共 12 条

[1]

BAUER AW, 1966, AM J CLIN PATHOL, V45, P493

[2] Communiols E-H:: New polyketide metabolites from the coprophilous fungus Podospora communis [J].

Che, YS ;

Araujo, AR ;

Gloer, JB ;

Scott, JA ;

Malloch, D .

JOURNAL OF NATURAL PRODUCTS, 2005, 68 (03) :435-438

[3] OPHIOBOLIN-G AND OPHIOBOLIN-H - NEW FUNGAL METABOLITES FROM A NOVEL SOURCE, ASPERGILLUS-USTUS [J].

CUTLER, HG ;

CRUMLEY, FG ;

COX, RH ;

SPRINGER, JP ;

ARRENDALE, RF ;

COLE, RJ ;

COLE, PD .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1984, 32 (04) :778-782

[4] Freshwater ascomycetes: new or noteworthy species from north temperate lakes in Wisconsin [J].

Fallah, PM ;

Shearer, CA .

MYCOLOGIA, 2001, 93 (03) :566-602

[5] John Webster: a personal perspective [J].

Fisher, PJ .

MYCOLOGICAL RESEARCH, 2005, 109 :519-524

[6] Annularins A-H:: New polyketide metabolites from the freshwater aquatic fungus Annulatascus triseptatus [J].

Li, C ;

Nitka, MV ;

Gloer, JB ;

Campbell, J ;

Shearer, CA .

JOURNAL OF NATURAL PRODUCTS, 2003, 66 (10) :1302-1306

[7] New bioactive rosigenin analogues and aromatic polyketide metabolites from the freshwater aquatic fungus Massarina tunicata [J].

Oh, H ;

Swenson, DC ;

Gloer, JB ;

Shearer, CA .

JOURNAL OF NATURAL PRODUCTS, 2003, 66 (01) :73-79

[8] Massarilactones A and B:: novel secondary metabolites from the freshwater aquatic fungus Massarina tunicata [J].

Oh, H ;

Swenson, DC ;

Gloer, JB ;

Shearer, CA .

TETRAHEDRON LETTERS, 2001, 42 (06) :975-977

[9] Ophiocerins A-D and ophioceric acid:: Tetrahydropyran derivatives and an africane sesquiterpenoid from the freshwater aquatic fungus Ophioceras venezuelense [J].

Reátegui, RF ;

Gloer, JB ;

Campbell, J ;

Shearer, CA .

JOURNAL OF NATURAL PRODUCTS, 2005, 68 (05) :701-705

[10] Two new sesterterpenes from the ascomycetous fungus Emericella purpurea [J].

Takahashi, H ;

Hosoe, T ;

Nozawa, K ;

Kawai, K .

JOURNAL OF NATURAL PRODUCTS, 1999, 62 (12) :1712-1713