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The Study On The Chemical Constitents And Biology Activity Of D. Angustifolium Hutch

Posted on:2009-07-29Degree:MasterType:Thesis
Country:ChinaCandidate:M F XuFull Text:PDF
GTID:2144360245486000Subject:Agricultural Products Processing and Storage Engineering
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The shrub Daphniphyllum is widely distributed in southern China, which has been used in folk medicine for the healing of wounds and as an antiinflammatory remedy.There were no deep study on the Daphniphytlum for a long time,because of its insufficient understanding. Daphniphyllum plants have been the subject of continued and growing interest,due to the range of biological activities shown by many members of this family.No any phytochemical investigation has been done on the species of D.angustifolium Hutch.previously.On our searching for plant-derived bioactivities compounds,the stems of D.angustifolium Hutch.were chemically studied.10 compounds were isolated,purified from this species.Their structures were determined by IR,UV,MS,1D and 2D NMR analysis,respectively,all of them are first isolated from this plants,and two of them are new compounds. 1.The chemical constituent in the ethyl acetate extract of D. angustifolium Hutch.was separated by chromatography on silica gel, RP-18,Sephadex LH-20 and Pre-HPLC to yield 5 compounds:5,7, 14-trihydroxyflavane(2→0→7,4→8)3',5',14'-trihydroxyflavonol(Ⅰ), 5,7,14-trihydroxyflavane(2→O→7,4→8)3',5',14'-trihydroxyflavonol (Ⅱ),20(29)-lupene-3β,24-diol(Ⅲ),luteolin(Ⅳ),apigenin(Ⅴ). CompoundsⅠandⅡwere new compounds.2.The chemical constituent in the n-butanol extract of D. angustifolium Hutch.was isolated by D101 macroporous adsorption resin eluted with water,25%,50%,75%and 95%ethanol to obtain the components with different polarity.The fraction of 25%ethanol was isolated by sephadex LH-20,Pre-HPLC to obtain compound 5,4'-dihydroxy-isofavone-7-O-β-D-Glc-2'-O-α-(L)-Rhamnoglucoside(Ⅵ) and 7,4'-Dihydroxy-isofavone-8-C-β-D-glucopyranoside(Ⅶ).The fraction of 75%ethanol was isolated by RP-18 to obtain compound p-Hydroxybenzoic acid(Ⅷ) and p-Hydroxycinnamic acid(Ⅸ).3.The chemical constituent in the petroleum ether extract of D. angustifolium Hutch.was separated by repeated chromatography on silica gel,to obstain compoundβ-Sitosterol(Ⅹ).4.Biological activity of daphniphyllum flavonoids.The research discovered the daphniphyllum flavonoids have strong antioxidant activity.Their antioxidant activity is stronger than BHT's. DPPH radical-scavenging appraisal indicated that the order of antioxidant activity of different daphniphyllum flavonoids was as follows:Ⅳ>Ⅴ>Ⅱ>Ⅰ>Ⅶ>Ⅵ.The structure-activity relationship of Flavonoids antioxidants was discussed.In vitro test(MTT method),new compounds(Ⅰ),and(Ⅱ) showed moderate anti-tumor activities against human mammary carcinoma (Bcap37),human hepatocellular carcinoma(SMMC7721).In addition,the advances in isolation and bioactivities of components from D.angustifolium Hutch.were reviewed.The results of present study will be useful to further phytochemical investigation on D. angustifolium Hutch.
Keywords/Search Tags:D. angustifolium Hutch., chemical constitents, separation and extraction, structure identification, biological activity
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