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Chemical Constituents Of The Ethyl Acetate Extract From The Fruits Of Illicium Verum Hook. F.

Posted on:2013-01-01Degree:MasterType:Thesis
Country:ChinaCandidate:Z Z ChenFull Text:PDF
GTID:2234330371988705Subject:Organic Chemistry
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Illicium verum Hook. F. is the fruit of Illiciaceae plant. Star anise can be used as medicinal and edible, mainly distributes in Guangxi, Guizhou, Yunnan and so on. The main producing area of the star anise in Guangxi which the yield is85percent of China and70percent of the world production. Currently, star anise is a raw material for spices and drug synthetic, therefore, star anise has a wide range of applications in the pharmaceutical industry and chemical food industry. Star anise can be used as traditional Chinese medicine, it has a lot of bio-pharmacological activities, including anti-inflammatory, anti-tumor, etc. Up to date, many researchers have been reported on the biological activity and chemical composition of star anise. In order to further investigate the chemical constituents of this plant, the ethyl acetate fraction from star anise was separated in this dissertation.The dissertation is mainly composed of three sections. The first part was a review on the research progress of star anise, which mainly included its chemical constituents and pharmacology activities. In the second part, the chemical constituents of ethyl acetate fraction of75%EtOH extract of star anise was isolated. The third part was identified of the structure of the compounds from the ethyl acetate extract of star anise.In this dissertation,17compounds were obtained from ethyl acetate fraction of star anise, they were purified mainly by column chromatograph on silical gel, Sephadex LH-20, RP-C18, preparing TLC and recrystallization, respectively. The dry star anise was extracted by75%ethanol, after removal of the solvent in vacuo, the extract was partitioned into petrol ether extract, chloroform extract, ethyl acetate extract and water soluble fraction. The ethyl acetate extract was subjected to column chromatograph on silical gel to give eight fractions. Compounds were isolated and purified by silica gel column chromatography, sephadex LH-20column chromatography, recrystallization, and so on, finally, they were identified by nuclear magnetic resonance spectrometer, electrospray mass spectrometry and other modern technological means. Combination by reference, the ultimate identified16compounds of the structure, they were3,7,4’-trihydroxy-8-methoxy-6-flavane acid (1),(E)-1,2-bis(4-methoxyphenyl)ethane (2), quercetin (3),3’-O-methyl quercetin (4), quercetin-3’,4’-dimethylether (5),4-methoxycinnamic acid (6),1-(4’-methoxyphenyl)-(1R,2S)-propane diol (7),1-(4’-methoxyphenyl)-(1R,2R)-propane-1-ol-2-O-β-D-glucopyranoside (8),(E)-1’-(2-hydroxy-5-methoxyphenyl)propene β-D-glucopyranoside (9),3-hydroxy-4-methoxybenzoic acid (10) and p-hydroxybenzoic acid (11),2,4-dehydroxy-benzoic acid (12), gallic acid (13), methoxybenzoic acid (14), succinic acid (15), shikimic acid (17). Compound1was identified as the new compound by searching data-base of SciFinder Scholar, compounds4,5,10were isolated from the plant for the first time by searching data-base of SciFinder Scholar.
Keywords/Search Tags:star anise, chemical constituent, identification, (E)-1’-(2-hydroxy-5-methoxyphenyl)propane-β-D-glucopyrano-side
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