Author

Gary A. Flynn

Publication Date

1973

Document Type

Dissertation/Thesis

First Advisor

Piatak, David M.

Degree Name

M.S. (Master of Science)

Department

Department of Chemistry

LCSH

Amorpha canescens||Plants--Analysis

Abstract

The hexane extract of Amornha canes cens. roots has been studied. Pour substances were isolated and characterized. The first substance was isolated by various chromatography techniques and recrystallization. It was unresolvable by chromatographic means and resembled β-sitosterol in physical properties. It is believed to be a mixture of β-sitosterol and stigmasterol. A pentacyclic triterpene, acetylursolic acid, was isolated via recrystallization of crude chromatography fractions. Identification was made on the basis of infrared and nuclear magnetic resonance spectrometry, mass spectroscopy, and melting point values. A new rotenoid, termed amorpholone, was isolated by column and thin layer chromatography along with a known related compound called rotenonone. This latter substance was prepared from amorpholone via oxidation, Amorpholone was assigned the structure, l,2-dihydro-12-hydroxy-2-isopropeny1-8,9-dimethoxy-(1)benzopyrano(3,4-b)furo(2,3-h)-(1)benzopyran-6-one, from its physical and spectroscopic data. The synthesis of amorpholone was also accomplished from commercially available rotenone using dehydrorotenone as the key intermediate.

Comments

Includes bibliographical references.||Includes illustrations.

Extent

vii, 49 pages

Language

eng

Publisher

Northern Illinois University

Rights Statement

In Copyright

Rights Statement 2

NIU theses are protected by copyright. They may be viewed from Huskie Commons for any purpose, but reproduction or distribution in any format is prohibited without the written permission of the authors.

Media Type

Text

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