Taxonomy and chemistry of a new fungus from bark beetle infested Pinus contorta var. latifolia. Part 2. Arthrographol, the metabolite inhibitory to Ophiostoma clavigerum

1990 ◽  
Vol 36 (2) ◽  
pp. 83-85 ◽  
Author(s):  
William A. Ayer ◽  
Koohei Nozawa
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Mass Spectrum ◽  
Magnetic Resonance ◽  
Pinus Contorta ◽  
Antifungal Compound ◽  
Compound Structure ◽  
Nuclear Magnetic Resonance Spectra ◽  
Blue Stain Fungi ◽  
Blue Stain

The isolation and structure determination of arthrographol (1) is described. This substituted dihydrobenzofuran is the compound responsible for the antagonism shown by the newly described fungus Arthrographis pinicola Sigler and Yamaoka towards some blue stain fungi. The 1H and 13C nuclear magnetic resonance spectra, infrared and ultraviolet spectra, and the mass spectrum of arthrographol and its diacetyl derivative are reported. The inhibitory activity of arthrographol against Ophiostoma clavigerum (≡Ceratocystis clavigera) is described. Arthrographol, a new natural product, appears to be a norheptaketide related to known benzofurans of fungal origin. Key words: antifungal compound, structure of arthrographol, norheptaketide, blue stain fungus, Arthrographis pinicola.

scholarly journals Spectrometric Study of the Nitrile-Ketenimine Tautomerism

2009 ◽  
Vol 2009 ◽  
pp. 1-18 ◽  
Author(s):  
Hebe Saraví Cisneros ◽  
Sergio Laurella ◽  
Danila L. Ruiz ◽  
Agustín Ponzinibbio ◽  
Patricia E. Allegretti ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
Mass Spectrum ◽  
Magnetic Resonance ◽  
Mass Spectra ◽  
Spectrometric Study ◽  
Mass Spectral ◽  
Ion Fragmentation ◽  
Nuclear Magnetic Resonance Spectra ◽  
Amination Product

Mass spectrometry is used to evaluate the occurrence of the nitrile-ketenimine tautomerism. Mass spectra of two differently substituted nitriles, ethyl-4,4-dicyano-3-methyl-3-butenoate and diethyl-2-cyano-3-methyl-2-pentenodiate are examined looking for common mass spectral behaviors. Ion fragmentation assignments for specific tautomers allow to predict the presence of the corresponding structures. Additionally, the mass spectrum and nuclear magnetic resonance spectra of ethyl-4,4-dicyano-2,2-diethyl-3-methyl-3-butenoate and that of the corresponding amination product support the occurrence of the ketenimine tautomer in the equilibrium.

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