Isolement et analyse structurale du collybolide,nouveau sesquiterpene extrait de Collybia maculata alb. et sch. ex fries (basidiomycetes) |
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Authors: | A-M Bui A Cavé M-M Janot J Parello P Potier U Scheidegger |
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Institution: | Institut de Chimie des Substances Naturelles du C.N.R.S., 91190—Gif-sur-Yvette, France Avec appendice: Etude RMN du carbone 13 de quelques lactones;Varian Research Laboratory, Zürich, Suisse UK |
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Abstract: | From Collybia maculata Alb. et Sch. ex. Fries two sesquiterpenes of a new type have been isolated, collybolide 1 and isocollybolide 2, artefacts resulting from carboxylic acid precursors as yet not isolated. The structure of collybolide is established by correlation with that of isocollybolide, already known, and their reactivity has been studied. NMR spectra allow the conformational analysis of all products isolated.A series of lactones (β-, γ-, σ- and ?-lactones) in various solvents has been studied through 13C NMR spectroscopy. The chemical shift of the carbonyl carbon appears characteristic of the type of lactone. The distinction is particularly clear between γ-lactones (+13·5 to +16 ppm/CS2) and σ-lactones (+20 to +22 ppm). |
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