Novel sesquiterpene ethers from liquid cultures of the wood-rotting fungus lentinus lepideus

1988 ◽  
Vol 43 (1-2) ◽  
pp. 24-28 ◽  
Author(s):  
Wolf-Rainer Abraham ◽  
Hans-Peter Hanssen ◽  
Claudius Möhringer
Keyword(s):  
Nmr Spectra ◽  
Brown Rot ◽  
Spectroscopic Methods ◽  
Chemical Shift Correlation ◽  
Mineral Salts ◽  
Liquid Cultures ◽  
H Nmr ◽  
Sesquiterpene Alcohol ◽  
Brown Rot Fungus ◽  
First Time

The brown-rot fungus Lentinus lepideus (Fr.: Fr.) Fr. FPRL 7B (Basidiomycotina) was cultivated on a defined synthetic liquid medium containing glucose (2%), isoleucine (0.15%), and mineral salts for 105 days. The steam distillate was separated by column chromatography. Three novel sesquiterpene ethers with muurolane skeleton (lentideusether, isolentideusether, and 10-hydroxylentideusether) were isolated and their structures elucidated by spectroscopic methods, in particular by 1H NMR spectra and by two-dimensional 1H/1H- and 13C/1H-chemical shift correlation. These compounds are described for the first time as natural products. As a further metabolite, the acyclic sesquiterpene alcohol terrestrol was identified

Volatiles from Liquid Cultures of Lentinellus cochleatus (Basidiomycotina)

1986 ◽  
Vol 41 (11-12) ◽  
pp. 959-962 ◽  
Author(s):  
Hans-Peter Hanssen ◽  
Wolf-Rainer Abraham
Keyword(s):  
Liquid Culture ◽  
Culture Medium ◽  
Malt Extract ◽  
Mineral Salts ◽  
Liquid Cultures ◽  
H Nmr ◽  
Liquid Culture Medium ◽  
Nmr Data ◽  
Sesquiterpene Hydrocarbons ◽  
First Time

Abstract The basidiomycete Lentinellus cochleatus CBS 201.47 was cultivated on a defined synthetic liquid culture medium containing glucose (2%), asparagine (0.15%), malt extract (0.2%), and mineral salts. 12 weeks old cultures produced a “sweet” odour with an anise-or cinnamon-like note. 3 major volatiles could be identified from the steam distillates by their GC/MS-and 1H NMR data. Predominant constituents were the acyclic sesquiterpene alcohols trans-nerolidol (41.4%) and fokienol (14.8%). 2,2-Dimethyl-6-formylchromene (6.1%) is described for the first time as a natural product. Besides these, 15 minor constituents could be identified or chemically charac­terized, respectively, the majority of them being sesquiterpene hydrocarbons and alcohols.

scholarly journals A Novel Sesquiterpene Alcohol from Fimetariella Rabenhorstii, an Endophytic Fungus of Aquilaria sinensis

2011 ◽  
Vol 6 (6) ◽  
pp. 1934578X1100600
Author(s):  
Mei-Hua Tao ◽  
Jian Yan ◽  
Xiao-Yi Wei ◽  
Dong-Li Li ◽  
Wei-Min Zhang ◽  
...  
Keyword(s):  
Endophytic Fungi ◽  
Endophytic Fungus ◽  
Spectroscopic Methods ◽  
Formation Processes ◽  
Aquilaria Sinensis ◽  
Liquid Cultures ◽  
Sesquiterpene Alcohol

A novel sesquiterpene alcohol, named frabenol (1), was isolated from liquid cultures of Fimetariella rabenhorstii A20, an endophytic fungus of the agarwood-forming plant Aquilaria sinensis (Lour.) Gilg. The structure of the new compound was elucidated on the basis of spectroscopic methods. The finding of a sesquiterpenoid compound in F. rabenhorstii A20 implied that endophytic fungi of agarwood-producing plants could also contribute to the generation of fragrant chemicals during the agarwood formation processes.

scholarly journals Phytochemicals Screening and Chromatographic Separation of Bio Active Compound from the Roots of Berberis Lyceum

2019 ◽  
pp. 1-5
Author(s):  
Shakir Ullah ◽  
◽  
Inam Ullah ◽  
Robeena Naz ◽  
◽  
...  
Keyword(s):  
Chromatographic Separation ◽  
Research Work ◽  
Ethanol Extract ◽  
Spectroscopic Methods ◽  
H Nmr ◽  
Phytochemical Investigation ◽  
Isolated Compound ◽  
First Time ◽  
Berberis Lycium

In the present research work the phytochemical and Chromatographic separation of bio active compounds Berberis lycium occurred. Phytochemical investigation of the CH2 Cl2 /CH3 OH (1:1) extract ethanol of root shown the presence of terpenoids, flavonoids, saponins, anthraquinones and alkaloids, steroids and tannins was absent. Chromatographic separation of CH2 Cl2 /CH3 OH (1:1) root ethanol extract yielded methyl 9, 10-dihydro-3, 8-hydroxy-6-methyl-9, 10-dioxoanthracene-2- carboxylate, isolated for the first time from the species of Berberis lycium. With the help of spectroscopic methods (IR, 1 H NMR, 13C NMR, and DEPT-135 and UV-Vis,) Partial characterization of the isolated compound was done.

Lepistirones, Major Volatile Metabolites from Liquid Cultures of Lepista irina (Basidiomycotina)

1991 ◽  
Vol 46 (3-4) ◽  
pp. 169-171 ◽  
Author(s):  
Wolf-Rainer Abraham ◽  
Hans-Peter Hanssen ◽  
Irene Urbasch
Keyword(s):  
Liquid Medium ◽  
Natural Product ◽  
Structure Elucidation ◽  
Spectroscopic Methods ◽  
Liquid Cultures ◽  
Volatile Metabolites ◽  
Nuclear Overhauser Enhancement ◽  
Steam Distillate ◽  
Nuclear Overhauser ◽  
First Time

The basidiomycete Lepista irina (F r.) Bigelow (strains CBS 366.47 and CBS 458.79) was cultivated on a biomalt (2% )-liquid medium for 28 days. The steam distillate was analyzed by GLC and GLC-S. The structure elucidation of the predominant constituent resulted from spectroscopic methods, particularly from its 13CNMR spectrum, nuclear Overhauser enhancement 1HNMR data, and from 2d 1H homonuclear shift correlation. The bisabolane derivative was nam ed lepistirone and is described for the first time as a natural product. Two minor related com pounds could be characterized by their MS data.

Isolierungen und 11C-NMR-Spektroskopie von Indoleninalkaloiden / Isolation and 13C NMR Spectroscopy of Indolenine Alkaloids

1982 ◽  
Vol 37 (4) ◽  
pp. 494-498 ◽  
Author(s):  
Mohammad Ataullah Khan ◽  
Hans Horn ◽  
Wolfgang Voelter
Keyword(s):  
Nmr Spectroscopy ◽  
13C Nmr ◽  
Nmr Spectra ◽  
13C Nmr Spectroscopy ◽  
H Nmr ◽  
First Time

The indolenine alkaloids raucaffricine and perakine were isolated from Rauwolfia caffra Sonder and their PFT 13C{1H}-NMR spectra studied for the first time. The interpretations of their spectra were accomplished in correlating with those of quinuclidine, indole, methyl-α-D-galactopyranoside, methyl-β-D-galactopyranoside, methyl-2,6-di-O-methyl-α-D-galactopyranoside and methyl-3-O-methyl-β-D-galactopyranoside.

scholarly journals Notizen: High-field (500 MHz) 1H NMR Spectra of Retinoic Acids and Arotinoids by Two-dimensional Chemical Shift Correlation (2D) Spectroscopy

1988 ◽  
Vol 43 (8) ◽  
pp. 1072-1074 ◽  
Author(s):  
Bruno Perly ◽  
Giuseppe C. Pappalardo ◽  
Michael Klaus ◽  
Enzo Montoneri
Keyword(s):  
Chemical Shift ◽  
Nmr Spectra ◽  
Chair Conformation ◽  
Two Dimensional ◽  
Trans Isomers ◽  
Chemical Shift Correlation ◽  
H Nmr ◽  
Retinoic Acids ◽  
Cis And Trans Isomers ◽  
Cis And Trans

AbstractThe 1H NMR spectra (in DMSO solution at 300 K) of retinoic acids (cis- and trans-isomers) and new arotinoids were run at 500 MHz and assigned by using homo- and heteronuclear two-dimensional (2D) chemical shift correlation experiments. Spectral analysis was indicating, on the basis of 7 values, that the ring C(l)-C(2)-C(3)-C(4)-C(5)-C(6) adopts, in all compounds, a chair conformation.

Sesquiterpenes and Flavonoid Aglycones from a Hungarian Taxon of the Achillea millefolium Group

2002 ◽  
Vol 57 (11-12) ◽  
pp. 976-982 ◽  
Author(s):  
Sabine Glasl ◽  
Pavel Mucaji ◽  
Ingrid Werner ◽  
Armin Presser ◽  
Johann Jurenitsch
Keyword(s):  
2D Nmr ◽  
The Other ◽  
Achillea Millefolium ◽  
Spectroscopic Methods ◽  
Nmr Studies ◽  
Flavonoid Aglycones ◽  
H Nmr ◽  
Nmr Data ◽  
First Time ◽  
C Nmr

The investigation of a dichloromethane extract of flower heads of a Hungarian taxon of the Achillea millefolium group led to the isolation of three flavonoid aglycones, one triterpene, one germacranolide and five guaianolides. Their structures were elucidated by UV-VIS, EI- and CI-MS, 1H NMR and 13C NMR spectroscopic methods as well as by 2D-NMR studies and by selective 1D-NOE experiments. Besides apigenin, luteolin and centaureidin, β-sitosterol, 3β-hydroxy-11α,13-dihydro-costunolide, desacetylmatricarin, leucodin, achillin, 8α-angeloxy-leucodin and 8α-angeloxy-achillin were isolated. Both latter substances are reported here for the first time. Their NMR data were compared with those of the other guaianolides. The stereochemistry of 3β-hydroxy-11α,13-dihydro-costunolide was discussed and compared with data of the literature.

Antioxidant Metabolites from Limonium brasiliense (Boiss.) Kuntze

2004 ◽  
Vol 59 (7-8) ◽  
pp. 477-480 ◽  
Author(s):  
Ana P. Murray ◽  
Silvana Rodriguez ◽  
María A. Frontera ◽  
María A. Tomas ◽  
María C. Mulet
Keyword(s):  
Chemical Constituents ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Free Radical Scavenging ◽  
Spectroscopic Methods ◽  
H Nmr ◽  
Antioxidant Metabolites ◽  
First Time ◽  
C Nmr

Abstract A free radical scavenging activity guided fractionation of the polar extract from roots of Limonium brasiliense (Plumbaginaceae) led to the isolation of five active compounds including: myricetin 3-O-α-rhamnopyranoside (1), (-)-epigallocatechin 3-O-gallate (2), (-)-epigallocatechin (3), (+)-gallocatechin (4) and gallic acid (5). These and other chemical constituents are reported for the first time for this species. The characterization of these compounds was achieved by spectroscopic methods (1H NMR, 13C NMR and UV).

Conformational structure of ethylene glycol dibenzoate. Vibrational and NMR spectra

1981 ◽  
Vol 46 (8) ◽  
pp. 1913-1929 ◽  
Author(s):  
Bohdan Schneider ◽  
Pavel Sedláček ◽  
Jan Štokr ◽  
Danica Doskočilová ◽  
Jan Lövy
Keyword(s):  
Ethylene Glycol ◽  
Vibrational Spectra ◽  
Nmr Spectra ◽  
Coupling Constants ◽  
Conformational Structure ◽  
Infrared And Raman Spectra ◽  
H Nmr ◽  
Liquid States ◽  
Crystalline Forms ◽  
C Nmr

It was found that three crystalline forms of ethylene glycol dibenzoate can be prepared. Infrared and Raman spectra of these three forms, as well as of the glassy and liquid states, were measured. From 3JHH coupling constants obtained by analysis of the 13C satellite band of the -CH2- group in 1H NMR spectra, and from the 3JCH coupling constants of the -CO.O.CH2- fragment obtained by analysis of the carbonyl band in 13C NMR spectra it was found that in the liquid state the -CH2-CH2- group exists predominantly in the gauche conformational structure, and the bonds C-O-C-C assume predominantly a trans orientation. The results of the analysis of NMR and vibrational spectra were used for the structural interpretation of conformationally sensitive bands in vibrational spectra of ethylene glycol dibenzoate.

Preparation and absolute configuration at C(20) of 21-nor-5α-chol-22-en-24→20-olide derivatives

1981 ◽  
Vol 46 (4) ◽  
pp. 917-925 ◽  
Author(s):  
Vladimír Pouzar ◽  
Miroslav Havel
Keyword(s):  
Absolute Configuration ◽  
Nmr Spectra ◽  
Lithium Salt ◽  
H Nmr ◽  
Chemical Correlation ◽  
Unsaturated Lactones

Reaction of the aldehyde I with the lithium salt of 1-(2-tetrahydropyranyloxy)-2-propyne yielded the compounds II and IV. From the compound II the lactone XII was prepared via the intermediates III and X, the lactone XVIII was prepared from the substance IV via the intermediates V and XVI. The unsaturated lactones XII and XVIII were also prepared by sulfenylation and dehydrosulfenylation of the saturated lactones XIII and XIX. Based on chemical correlation and 1H-NMR spectra analyses of the compounds II and IV, the lactone XII was assigned the 20R-configuration whereas the lactone XVIII was allotted the 20S-configuration.

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