Studies in Natural Products

Akinniyi, John Akin (1980) Studies in Natural Products. PhD thesis, University of Glasgow.

Abstract

This thesis consists of a General Introduction dealing briefly with the biogenesis of terpenoids and ten chapters. Chapters I to VI are concerned with the chemistry of tetranortriterpenoids, a group of modified triterpenoids from the Meliaceae and Rutaceae families. The present state of knowledge of these compounds is reviewed in Chapter I. This is followed by discussions of the result of an investigation into the attempted conversion of the tetranortriterpenoid gedunin, to a simple decanortriterpenoid related to quassin (Chapter II), Although the desired compound was not obtained some success was achieved in the introduction of an oxygen in ring C (C-12). Chapter III describes the structural elucidation of two new 3,4-secotirucallane derivatives and 2'-hydroxyrohitukin from the bark of Guarea cedrata. A partial synthesis of the seco-acids from elemonic acid is also described. The structures of four complex tetranortriterpenoids from Trichilia dregeana form the subject matter of Chapter IV. This is followed by a discussion of an investigation into the tetranortriterpenoid constituents of the bark of Turrea floribunda. Two new compounds were isolated from this source (Chapter V). A reexamination of a rearrangement of mexicanolide is the subject matter of Chapter VI. Chapter VII is concerned with the structure of roxburghilin and compound (13), both bis-amides of 2-aminopyrrolidine, from the leaves of Aglaia roxburghiana and Chapter VIII with the structure of a labdane dialdehyde from Afromomum daniellii (Zingiberaceae). Detailed consideration of spectroscopic properties of these compounds and correlation with synthetic derivatives led to the structures indicated.

• Item Type: Thesis (PhD)
• Qualification Level: Doctoral
• Keywords: Organic chemistry
• Date of Award: 1980
• Depositing User: Enlighten Team
• Unique ID: glathesis:1980-77238
• Copyright: Copyright of this thesis is held by the author.
• Date Deposited: 14 Jan 2020 09:14
• Last Modified: 14 Jan 2020 09:14
• URI: https://theses.gla.ac.uk/id/eprint/77238