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Studied on the Chemical Constituents and Bioactivities of Cortex Phellodendron Chinenseis AND Coptis Chinensis Franch

Author: WangMeng
Tutor: SuYaLun;ChenRuoYun;ZhangPeiCheng;QinHaiLin
School: Peking Union Medical College , China
Course: Medicinal Chemistry
Keywords: Monomer compounds Phellodendron chinense Ferulylquinic acid Alkaloids Chemical composition Coptisine Cork case Palmatine Alkaloid Jatrorrhizine
CLC: R284
Type: Master's thesis
Year: 2009
Downloads: 561
Quote: 6
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Abstract


Phellodendron chinense (Cortex Phellodendron Chinenseis), commonly used in Chinese medicine for the Rutaceae clausenamide tree (Phellodendron Chinense Schneid) dry bark. It has a variety of pharmacological activities, such as detoxify, lower blood pressure, treatment of peptic ulcer, against pathogenic microorganisms. Coptis alkaloids site the preliminary work of our group has good hypoglycemic effect, Protoberberine is the main component of the hypoglycemic effect. Phellodendron chinense main ingredient for Protoberberine, Coptis and Phellodendron chinense alkaloids, parts hypoglycemic effect of screening, preliminary results show Phellodendron chinense than coptis has better hypoglycemic activity, because over the past decade on Phellodendron chinense study of the chemical composition of small, in-depth study of the chemical composition of Phellodendron chinense significance. The from Phellodendron chinense 70% ethanol extract were isolated 40 compounds, 39 compounds were identified, namely: berberine (1), caffeic acid ethyl ester (2), isovanillin (3), A the Wei acid (4), (±) -5,5 '-Dimethoxylariciresinol (5), Methyl orsellinate (6), the the γ-Bluff pepper alkali (7), (±)-Lyoniresinol (8), β-sitosterol alcohol (9 ), (10), stigmasterol campesterol jatrorrhizine (11), palmatine (12), the African tetrandrine (13), cork base (14), (15), p-hydroxy benzoic acid (17), hydroxyphenyl ethanol (18), 1 - methoxy-2 - hydroxy-benzoic acid (19) ,5-O-feruloyl - quinic acid (20) ,3-O-feruloyl quinic acid (21), 4 -O-ferulylquinic acid (22) ,3-O-feruloyl quinic acid methyl ester (23), 5-O-feruloyl quinic acid methyl ester (24), 7R, 8S-4, 7,9,9 '-Trihydroxy-3, 3'-dimethoxy-8-O-4'-neoligan (25), 7S, 8R-4, 7,9,9'-Tetrohydroxy-3, 3'-dimethoxy-8-O-4 the '-neoligan (26), 3' ,4-Di-O-methoxyl-cadrusin (27), Syringin (28), caffeic acid (29), triethylamine (30), cinnamic acid (31), 2,4 - dihydroxy-3 ,5-methyl-benzoic acid (32), ferulic acid butyl ester (33), Table berberine (34) acetate, berberine (35), the Berberis kiosk (37), Synapylaldehyde ( 38) ,3,4,5-TRIMETHOXYPHENYL-β-D-glucopyranoside (39), Ethyl the orsellinate (40), 3-O-feruloyl - sticky - quinic acid (41). 20 of the compounds (2-4,6,17-19,22,25,26,27,29,30-32,35,37,39,40,41) found for the first time from the genus compounds. Resolve very representative of the structure of compound 35,25,27 resolve the structure of the three compounds were discussed in detail, and its signal attribution. Separation of alkaloids in Coptis parts, six compounds identified five compounds. Respectively: the Berberine Hydrochloride (1), jatrorrhizine (11), palmatine (12), Berberini (36), the tetrahydro Berberini (16). UV Coptis and Phellodendron alkaloids parts and compare HPLC mapping and LC-MS ~ n. Identified using LC-MS ~ n Phellodendron chinense five berberine alkaloids: berberine (1), jatrorrhizine (11), palmatine (12), Berberis Red alkali ( 42), Phellodendron A (43). LC-MS ~ n method identified berberine alkaloids in Coptis 6: coptisine (36), jatrorrhizine (11), palmatine (12), Table berberine (35) The Berberis the red alkali (42) and berberine (1). PTP1B enzyme model screening, were not found to have significant activity on the part of the compounds were obtained from Phellodendron chinense isolated. Phellodendron chinense isolated series ferulylquinic acids, phenolic acids of natural products for quinic acid and ferulic acid condensation of these compounds. Found that such compounds can inhibit the carboxyl and phenolic hydroxyl groups of the free acid with ammonium chloride buffer salts, to thereby obtain good separation in the separation process. These compounds measured at room temperature, the hydrogen spectrum splitting is not obvious, the carbon spectrum of high-field region signal is shorter, may be due to the conformational instability leads. Warmed to 70 ° C, the hydrogen spectral splitting improved. At the same time a summary of ferulic acid quinic acid different locations connected hydrogen spectrum splitting law, structural analysis of such compounds has guiding significance.

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