A survey of some chemical constituents of the lycopods was carried out in order to determine whether the chemistry of these plants is correlated with their taxonomy. One approach to this problem was to study the products of photosynthesis of species of Lycopodium. Selaginella and Isoetes. Radioactive C¹⁴O₂ was to fed these plants and the distribution of radioactivity in sugars and amino acids was examined by means of paper chromatography. The distribution of radioactivity in sugars was characteristic for each genus, but the distribution of radioactivity in amino acids was not. In Selaginella 80% or more of the radioactivity was incorporated into trehalose while most of the rest of the radioactivity was found in sucrose. There was one exception to this: in S. kraussiana 40% of radioactivity was incorporated into trehalose while most of the rest was incorporated into an unidentified sugar. In Isoetes 4% to 8% of the radioactivity was found in trehalose with most of the rest in sucrose. In Lycopodiurn 95% or more of the radioactivity was found in sucrose and none was found in trehalose. Radioactive trehalose was administered to species of these genera and it was shown that they are all able to metabolize trehalose to some degree. Species of Selaginella, Isoetes and Phylloglossum were examined to determine whether they contain alkaloids. Phylloglossum extracts contained compounds with the chromatographic properties of Lycopodiurn alkaloids, but Selaginella and Isoetes species did not contain detectable amounts of these compounds. / Science, Faculty of / Botany, Department of / Graduate

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published_or_final_version / Chemistry / Master / Master of Science

toc / Chemistry / Master / Master of Science

Wong Man-po. / Thesis (M. Phil.)--Chinese University of Hong Kong, 1980. / Bibliography: leaves 88-91.

Forty-six constituents have been identified from an ethanol extract prepared from the aerial parts of Desmodium styracifolium, including seven triterpenes: lupeol (15), lupeone (16), olean-12-ene-3beta, 22beta-diol (sophoradiol) (19), olean-12-ene-3beta, 22beta, 24-triol (soyasapogenol B) (20), (23Z)-9, 19-cycloart-23-ene-3beta, 25-diol (21), (24R)-cycloart-25-ene-3beta, 24-diol (24a), and (24S)-cycloart-25-ene-3beta, 24-diol (24b); one triterpene saponin: 3-O-[alpha-rhamnopyranosyl (1→2)-beta-galactopyranosyl (1→2)-beta-glucuronopyranosyl] soyasapogenol B (soyasaponin I) (53); three phytosterols: beta-sitosterol (17), stigmasterol (18), and daucosterol (47); sixteen isoflavanones and O-glycosides: 5, 7-dihydroxy-2', 4'-dimethoxy-isofavanone (homoferreirin) (22), 5, 7, 4'-trihydroxy-2'-methoxy-isofavanone (isoferreirin) (23), (3R)-5, 7-dihydroxy-2', 3', 4'-trimethoxy-isoflavanone (25a), (3S)-5, 7-dihydroxy-2', 3', 4'-trimethoxy-isoflavanone (25b), (3R)-5, 7-dihydroxy-2'-methoxy-3', 4'-methylenedioxy-isoflavanone (26a), (3S)-5, 7-dihydroxy-2'-methoxy-3, 4'-methylenedioxy-isoflavanone (26b), 5, 7, 3'-trihydroxy-2', 4'-dimethoxy-isoflavanone (secundiflorol H) (40), 5, 7, 2', 4'-tetrahydroxy-isoflavanone (dalbergiodin) (41), 3, 5, 7, 4'-tetrahydroxy-2, 2'-epoxyisoflavanone (42), (3R)-5, 7-dihydroxy-2', 3', 4'-trimethoxy-isoflavanone 7-O-beta-glucopyranoside (48a), (3S)-5, 7-dihydroxy-2, 3', 4'-trimethoxy-isoflavanone 7-O-beta-glucopyranoside (48b), (3R)-5, 7-dihydroxy-2'-methoxy-3', 4'-methylenedioxy-isofavanone 7-O-beta-(glucopyranoside (49a). (Abstract shortened by UMI.) / In the present study, two medicinal plants were investigated for their organic constituents. Plant samples were extracted and purified by chromatographic separation using a combination of methods. Each compound isolated was characterized by spectroscopic and physical data. A number of new chemical structures were found. / The investigation has led to the isolation and structural elucidation of fourteen pure compounds from an ethanol extract prepared from the dried rhizomes of Alisa orientale, including three types of skeletons: protostane triterpene, guaiane sesquiterpene and phytosterol. They were identified to be beta-sitosterol (1), (17S)-3, 11-dioxo-23-nor protost-12-en-23 (17)-olide (2), alisol B 23-acetate (3), alismol ( 4), alismoxide (5), alisol B (6), alisol A (7), 25-O-methylalisol A (8), 25-anhydroalisol A 24-acetate (9), 25-anhydroalisol A (10), alisol E 23-acetate (11), daucosterol 6'-stearate (12), (20R, 23S, 24R)-23, 24, 25-trihydroxy-2, 3-seco protost-13 (17)-en-3-oic acid 2, 11beta-lactone (13), and 13beta, 17beta-epoxyalisol A (14). Among them, compound 2 was a new naturally occurring skeleton of 23-nor protostane triterpene, and compound 13 a new 2, 3-seco-protostane triterpene. / Zhao Ming. / "September 2005." / Adviser: Chun-Tao Che. / Source: Dissertation Abstracts International, Volume: 67-07, Section: B, page: 3812. / Thesis (Ph.D.)--Chinese University of Hong Kong, 2005. / Includes bibliographical references (p. 179-187). / Electronic reproduction. Hong Kong : Chinese University of Hong Kong, [2012] System requirements: Adobe Acrobat Reader. Available via World Wide Web. / Electronic reproduction. [Ann Arbor, MI] : ProQuest Information and Learning, [200-] System requirements: Adobe Acrobat Reader. Available via World Wide Web. / Abstract in English and Chinese. / School code: 1307.

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