Some constituents of Alyxia olivaeformis Gaud
Date
1965
Authors
Contributor
Advisor
Department
Instructor
Depositor
Speaker
Researcher
Consultant
Interviewer
Narrator
Transcriber
Annotator
Journal Title
Journal ISSN
Volume Title
Publisher
[Honolulu]
Volume
Number/Issue
Starting Page
Ending Page
Alternative Title
Abstract
The endemic Hawaiian plant Alyxia olivaeformis Gaud. (Apocynaceae) had given an apparently satisfactory response to screening tests for the presence of alkaloids. Since earlier studies of Hawaiian Apocynaceae had yielded a number of new alkaloids, an exhaustive attempt was made to isolate alkaloids from A. olivaeformis. Repeated attempts to obtain alkaloids from this plant, employing different isolation procedures, were unsuccessful, and it was concluded that in A. olivaeformis alkaloids are either absent, or present in only trace quantities. During the course of these investigations, however, two non-nitrogenous compounds were obtained. One compound was shown to be coumarin (I) by comparison with an authentic sample. An examination of the volatile extract from fresh A. olivaeformis showed that coumarin is also the major volatile principle of this plant. The second compound, m. p. 143-145°C., [α]^27.5 + 33.7° was soluble in sodium hydroxide and in pyridine. Functional group analysis showed l1.94% methoxyl and 1.06% C-methy1. There was 1.53% active hydrogen. No uptake of hydrogen was observed under conditions Which would result in reduction of olefinic centers. Two empirical formulas were obtained from elemental analyses of the compound: C16H20O8 from samples which were dried under mild conditions, and C16H18O7 from those dried in vacuo at l00°C. Color tests and spectral data indicated that the compound is a catechin or flavan-3-ol (II). This catechin is a trihydroxymonomethoxyflavan-3-ol crystallizing with either one or two molecules of water of hydration, depending on the method of drying the solid. Interpretation of spectral and rotation data and of chemical evidence allows the proposal of a tentative structure III. This structure represents a naturally occurring methoxylated catechin, which is a type of compound not previously reported. The name mailein is proposed for III.
Description
Typescript.
Thesis (Ph. D.)--University of Hawaii, 1965.
Bibliography: leaves [88]-92.
xii, 92 l illus., mounted photos., tables
Thesis (Ph. D.)--University of Hawaii, 1965.
Bibliography: leaves [88]-92.
xii, 92 l illus., mounted photos., tables
Keywords
Alyxia olivaeformis, Plants -- Analysis
Citation
Extent
Format
Geographic Location
Time Period
Related To
Theses for the degree of Doctor of Philosophy (University of Hawaii (Honolulu)). Chemistry; no. 73
Related To (URI)
Table of Contents
Rights
All UHM dissertations and theses are protected by copyright. They may be viewed from this source for any purpose, but reproduction or distribution in any format is prohibited without written permission from the copyright owner.
Rights Holder
Local Contexts
Collections
Email libraryada-l@lists.hawaii.edu if you need this content in ADA-compliant format.