Studies on the Chemical Constituents and Cytotoxicity of Artabotrys uncinatus (Lam.) Merr.

碩士 === 高雄醫學大學 === 天然藥物研究所碩士班 === 93 === Artabotrys uncinatus (Lam.) Merr. (Annonaceae) is a landscape plant (known as Eagle’s Claw) and an excellent resource of fragrant flowers. In this study, the stems of this plant were collected and extracted by MeOH. In DPPH antioxidant assay, it showed that th...

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Main Authors: Hsin-Yu Wang, 王心榆
Other Authors: Yang-Chang Wu
Format: Others
Language:zh-TW
Published: 2005
Online Access:http://ndltd.ncl.edu.tw/handle/78516951897880179147
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spelling ndltd-TW-093KMC050680022015-12-23T04:07:59Z http://ndltd.ncl.edu.tw/handle/78516951897880179147 Studies on the Chemical Constituents and Cytotoxicity of Artabotrys uncinatus (Lam.) Merr. 鷹爪桃化學成分及生物活性之研究 Hsin-Yu Wang 王心榆 碩士 高雄醫學大學 天然藥物研究所碩士班 93 Artabotrys uncinatus (Lam.) Merr. (Annonaceae) is a landscape plant (known as Eagle’s Claw) and an excellent resource of fragrant flowers. In this study, the stems of this plant were collected and extracted by MeOH. In DPPH antioxidant assay, it showed that the MeOH extract was active. The extract was then partitioned between H2O-MeOH/n-Hexane, H2O-MeOH/EtOAc to give three layers (n-Hexane, EtOAc, MeOH/H2O). Chromatographic separation of the n-Hexane and EtOAc layers yielded 33 compounds, including 7 sesquiterpenes: clovan-2β,9α-diol (1), caryolane-1,9β-diol (2), spathulenol (3), β-caryophyllene- 8R,9R-oxide (4), (-)-ent-4β-hydroxy-10α-methoxyaromadendrane (5), 4β-hydroxy-10α-methoxyaromadendrane (6), and 1-methoxy-9-caryolanol (7), 2 triterpenes: 24-methylene-lanosta-7,9(11)-dien-3β-ol (8) and 24-methylenelanosta-7,9(11)-diene-3-one (9)*, 6 flavonoids: artabotryside A (10), artabotryside B (11), apigenin (12), luteolin (13), 5-hydroxy-7,4’-dimethoxyflavone (14), and catechin (15), 7 alkaloids: liriodenine (16), atherospermidine (17), artacinatine (18), aisimilobine (19), artavenustine (20), 4,5-dioxoartacinatine (21)*, and N-P-coumaroyltyramine (22), 1 lignan: (+)-syringaresinol (23), 2 butyrolactones: (2R,3R)-3-hydroxyl-2-methylbutyrolactone (24) and tetrahydrofuran-4-methylidene-3-ol (25), 1 diterpene : phytol (26), 1 glyceryl ester : phosphoric acid mono-(1-hydroxy-3- palmitoyloxypropyl) ester (27), 6 steroids: (24R)-stigmasta-5-en- 3β,7α-diol (28), (22E,24S)-stigmasta-5,22-dien-3β,7α- diol (29), β-sitostery-3-O-β-D-glucoside (30), stigmasteryl-3-O-β-D- glucoside (31), β-stigmasterol (32), and β-sitosterol (33). Besides, compounds 34 - 48 were identified by GC-MS. The structures of these compounds were identified by spectral and mass data. Among them, 9 & 21 ars new compounds. 1-3、5-7、14-15、22、25-29 are isolated for the first time from genus Artabotrys. In addition, compounds 13, 16, 17, 23 had different cytotoxicity in MTT assay. Compounds 10, 11, 13, 15 showed different anti-oxidant ability in DPPH , SOD, and Hydroxy radical scavenging assays. Yang-Chang Wu 吳永昌 2005 學位論文 ; thesis 202 zh-TW
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description 碩士 === 高雄醫學大學 === 天然藥物研究所碩士班 === 93 === Artabotrys uncinatus (Lam.) Merr. (Annonaceae) is a landscape plant (known as Eagle’s Claw) and an excellent resource of fragrant flowers. In this study, the stems of this plant were collected and extracted by MeOH. In DPPH antioxidant assay, it showed that the MeOH extract was active. The extract was then partitioned between H2O-MeOH/n-Hexane, H2O-MeOH/EtOAc to give three layers (n-Hexane, EtOAc, MeOH/H2O). Chromatographic separation of the n-Hexane and EtOAc layers yielded 33 compounds, including 7 sesquiterpenes: clovan-2β,9α-diol (1), caryolane-1,9β-diol (2), spathulenol (3), β-caryophyllene- 8R,9R-oxide (4), (-)-ent-4β-hydroxy-10α-methoxyaromadendrane (5), 4β-hydroxy-10α-methoxyaromadendrane (6), and 1-methoxy-9-caryolanol (7), 2 triterpenes: 24-methylene-lanosta-7,9(11)-dien-3β-ol (8) and 24-methylenelanosta-7,9(11)-diene-3-one (9)*, 6 flavonoids: artabotryside A (10), artabotryside B (11), apigenin (12), luteolin (13), 5-hydroxy-7,4’-dimethoxyflavone (14), and catechin (15), 7 alkaloids: liriodenine (16), atherospermidine (17), artacinatine (18), aisimilobine (19), artavenustine (20), 4,5-dioxoartacinatine (21)*, and N-P-coumaroyltyramine (22), 1 lignan: (+)-syringaresinol (23), 2 butyrolactones: (2R,3R)-3-hydroxyl-2-methylbutyrolactone (24) and tetrahydrofuran-4-methylidene-3-ol (25), 1 diterpene : phytol (26), 1 glyceryl ester : phosphoric acid mono-(1-hydroxy-3- palmitoyloxypropyl) ester (27), 6 steroids: (24R)-stigmasta-5-en- 3β,7α-diol (28), (22E,24S)-stigmasta-5,22-dien-3β,7α- diol (29), β-sitostery-3-O-β-D-glucoside (30), stigmasteryl-3-O-β-D- glucoside (31), β-stigmasterol (32), and β-sitosterol (33). Besides, compounds 34 - 48 were identified by GC-MS. The structures of these compounds were identified by spectral and mass data. Among them, 9 & 21 ars new compounds. 1-3、5-7、14-15、22、25-29 are isolated for the first time from genus Artabotrys. In addition, compounds 13, 16, 17, 23 had different cytotoxicity in MTT assay. Compounds 10, 11, 13, 15 showed different anti-oxidant ability in DPPH , SOD, and Hydroxy radical scavenging assays.
author2 Yang-Chang Wu
author_facet Yang-Chang Wu
Hsin-Yu Wang
王心榆
author Hsin-Yu Wang
王心榆
spellingShingle Hsin-Yu Wang
王心榆
Studies on the Chemical Constituents and Cytotoxicity of Artabotrys uncinatus (Lam.) Merr.
author_sort Hsin-Yu Wang
title Studies on the Chemical Constituents and Cytotoxicity of Artabotrys uncinatus (Lam.) Merr.
title_short Studies on the Chemical Constituents and Cytotoxicity of Artabotrys uncinatus (Lam.) Merr.
title_full Studies on the Chemical Constituents and Cytotoxicity of Artabotrys uncinatus (Lam.) Merr.
title_fullStr Studies on the Chemical Constituents and Cytotoxicity of Artabotrys uncinatus (Lam.) Merr.
title_full_unstemmed Studies on the Chemical Constituents and Cytotoxicity of Artabotrys uncinatus (Lam.) Merr.
title_sort studies on the chemical constituents and cytotoxicity of artabotrys uncinatus (lam.) merr.
publishDate 2005
url http://ndltd.ncl.edu.tw/handle/78516951897880179147
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