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Title: Fungal triterpenes
Author: Adam, Hugh Kane
Awarding Body: University of Glasgow
Current Institution: University of Glasgow
Date of Award: 1967
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Structural studies on the methyl esters of the triterpene acids from the polypore Daedalea quercina have established the structure of the major component, methyl carbomethoxyacetyl-. quercinate. In common with this compound, three other esters from this fungus are 23-keto-27-carboxylic esters. The first and second of these are methyl 16-hydroxycarbomethoxyacetylquercinate and methyl 16-hydroxyquercinate respectively. The third ester, methyl carbomethoxyacetyldaedaleate, which is the first recorded triterpene based on a skeleton, is highly reactive and has not, as yet, yielded recognisable transformation products. The structure advanced for this compound is based on spectroscopic examination. A minor constituent of Daedalea quercina is thought to be methyl 25-hydroxypolyporenate C. The synthesis and properties of carbomethoxyacetyl and carboxyacetyl derivatives of triterpenes have been studied. Examination of the methyl esters of the triterpene acids from Leptoporus stipticus has established that the major component, methyl tyromycate, is methyl 3-oxolanosta-7,9(11),24-trien-26-oate. Four other compounds from this fungus have been studied. Three of these have been shown to be triterpene glucosides, the first from a fungal source, whose basic nuclei are similar to that of methyl tyromycate. The last ester from Leptoporus stipticus, methyl leptoporate, is the second example of a C32 triterpene. Leptoporus stipticus (Pers.) Quel. , when cultured on malt agar medium, produces eburicoic acid and tumulosic acid. Attempts to influence the metabolite production of this latter fungus are described.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available