Modern NMR Methods in the Structural Elucidation of Natural Products

Tahid., (1993) Modern NMR Methods in the Structural Elucidation of Natural Products. MSc(R) thesis, University of Glasgow.

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The thesis consists of a General Introduction, dealing briefly with the biogenesis of terpenoids and five chapters. Chapter I is concerned with a review of the tetranortriterpenoids, a group of modified triterpenoids from the Meliaceae and Rutaceae families. This is followed by discussion of the results of investigations into the tetranortriterpenoid constituents of the wood of Vavaea amicorum in Chapter II. The isolation of the protolimonoids bourjotinolone A and a new epoxide related to bourjotinolone C is described. Their structures were elucidated mainly using 1H and 13C NMR spectroscopy. Chapter III describes the investigation of some sesquiterpenes from Turraea brownii. Humulene, a mixture of humulene epoxide and caryophyllene epoxide and three other unknown sesquiterpenoids belonging to the guaiane, bisabolene and germacrane series, were obtained. Guaiaol, bisabolone and hydroxy germacrene structures are proposed for these sesquiterpenoids. Computer assisted structure elucidation based on correlations from HMBC and HMQC experiments was used to resolve the problem of the mixture of humulene epoxide and caryophyllene epoxide. The investigation of cedrelone and others limonoids in the species Toona australis is discussed in Chapter IV. In the final Chapter V, the isolation of an interesting compound from the Indonesian traditional medicinal plant, Hemigraphis alternata, is described. Unfortunately this compound is still a mixture. The spectroscopic properties of the mixture are presented. The components of the mixture may well be diterpenoid in character.

Item Type: Thesis (MSc(R))
Qualification Level: Masters
Additional Information: Adviser: Joseph D Connolly
Keywords: Organic chemistry
Date of Award: 1993
Depositing User: Enlighten Team
Unique ID: glathesis:1993-75444
Copyright: Copyright of this thesis is held by the author.
Date Deposited: 19 Nov 2019 20:06
Last Modified: 19 Nov 2019 20:06

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