ISOLATION AND CHARACTERIZATION OF A SECONDARY METABOLITE PRODUCED BY FUSARIUM-GRAMINEARUM - 2,6,6,9-TETRAMETHYLTRICYCLO[5.4.0.0]UNDECANE-5,8,11-TRIOL (5-HYDROXYCULMORIN)

被引：6

作者：

COHEN, H

CHARRIER, C

RICARD, L

PERREAU, M

机构：

[1] ECOLE POLYTECH,LAB DCPH,F-91128 PALAISEAU,FRANCE

[2] OFF NATL ETUD & RECH AEROSP,OM,CNRS,ETUD MICROSTRUCT LAB,F-92322 CHATILLON,FRANCE

来源：

JOURNAL OF NATURAL PRODUCTS | 1992年 / 55卷 / 03期

关键词：

D O I：

10.1021/np50081a008

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

5-Hydroxyculmorin [1], a sesquiterpene, was isolated from corn contaminated by Fusarium graminearum, and its structure was determined by spectroscopic and single-crystal X-ray crystallography procedures. High resolution H-1-nmr (400 MHz) spectroscopy allowed the assignment of all protons. The latter, combined with C-13 nmr and the data obtained from X-ray crystallography, enabled a complete elucidation and confirmation of structure for the isolated compound.

引用

收藏

页码：326 / 332

页数：7

相关论文

共 15 条

[1] COUPLING CONSTANTS IN RIGID 5-MEMBERED RINGS - NMR SPECTRA OF CAMPHANE-2,3-DIOLS [J].

ANET, FA .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1961, 39 (04) :789-&

[2] SESQUITERPENOIDS .14. CONSTITUTION AND STEREOCHEMISTRY OF CULMORIN [J].

BARTON, DHR ;

WERSTIUK, NH .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (02) :148-&

[3] NEW METABOLIC PRODUCTS OF FUSARIUM-CULMORUM - TOXIC TRICHOTHEC-9-EN-8-ONES AND 2-ACETYLQUINAZOLIN-4(3H)-ONE [J].

BLIGHT, MM ;

GROVE, JF .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (14) :1691-1693

[4] PRODUCTION AND CHARACTERIZATION OF DEOXYNIVALENOL AND OTHER SECONDARY METABOLITES OF FUSARIUM-CULMORUM (CMI-14764, HLX-1503) [J].

GREENHALGH, R ;

LEVANDIER, D ;

ADAMS, W ;

MILLER, JD ;

BLACKWELL, BA ;

MCALEES, AJ ;

TAYLOR, A .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1986, 34 (01) :98-102

[5]

GRUTZNER JB, 1970, J AM CHEM SOC, V92, P7107, DOI 10.1021/ja00727a016

[6] CARBON-HYDROGEN SPIN-SPIN COUPLING-CONSTANTS [J].

HANSEN, PE .

PROGRESS IN NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY, 1981, 14 :175-296

[7] STEREOCHEMISTRY OF CULMORIN BIOSYNTHESIS [J].

HANSON, JR ;

NYFELER, R .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1975, (20) :824-825

[8] TRICHOTHECENES PRODUCED BY FUSARIUM-CROOKWELLENSE DAOM 193611 [J].

LAUREN, DR ;

ASHLEY, A ;

BLACKWELL, BA ;

GREENHALGH, R ;

MILLER, JD ;

NEISH, GA .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1987, 35 (06) :884-889

[9]

MARASAS WFO, 1984, TOXIGENIC FUSARIUM S, P328

[10]

MARSHALL JL, 1983, CARBON CARBON CARBON, P20