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Isolation And Identification And Acaricidal Activity Assay Of Chemical Composition Of Polygonum Orientale L. Seed

Posted on:2015-12-07Degree:MasterType:Thesis
Country:ChinaCandidate:X H WangFull Text:PDF
GTID:2283330452960743Subject:Pesticides
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Polygonum orientale L. is an annual herbs belonging to the family polygonum. Themature seeds of the Polygonum orientale L. have been used in Chinese folk medicine forthe treatment of stomach-ache, intumescene, inflammation, bad stomach digest. Scholarshave taken the attention of the Polygonum orientale L. since the twentieth century. But fewchemical constituents and bioactivities in the seeds of Polygonum orientale L. have beenreported. In order to clear the acaricidal active substances in seed of Polygonum orientale L.and provide a theoretical basis for the development and utilization of Polygonum, the studyuse activity tracking method to isolate and purifie ethanol extracts of Polygonum. Theethanol extracts of Polygonum seed were extracted with ethyl acetate and then petroleumether: ethyl acetate, chloroform: methanol system and petroleum ether: acetone system wasapartly used to separate ethyl acetate extracts. The results were as follows:Firstly, we get15kinds of components with petroleum ether: ethyl acetate andchloroform: methanol system eluting and screen A3, B1-5, C1-4, C7, D1, D11-12, D14, E4,E6-12, F4, F6-8, G1-3and H2of the active ingredient by activity evaluation.12compounds were isolated by means of column chromatography, preparative thin layerchromatography, and recrystallization etc. They are A1, A2, A3, A4, A5, A6, A7, A8, A9,A10, A11and A12. In combination with the spectroscopic data from literature, thestructures of these compounds have been elucidated on the basis of comprehensivespectroscopic methods, including UV,1H-NMR and13C-NMR etc. They are:2,3-hydroxypalmitic acid ester,1,3-linolenic acid glycerol esters, linoleic acid,3-hydroxy-12-eneoleanolic alkoxy, stigmasterol-3α,23-triol, β-sitosterol, pentadecanoic acid ethyl ester,6-hydroxy-7-methoxy-cinnamic acid ethylester,2-methoxy-5-ethylacrylate-2’-methoxy-5’-etheracrylate (new compound) and ketones,1-nonanol、palm alcohol.Secondly, the components A-H were obtained with petroleum ether: acetone as eluentgradient and the active ingredients of A3, B1-5, C1-4, C7, D1, D11-12, D14, E4, E6-12, F4,F6-8, G1-3and H2were screened by activity evaluation.13compounds were isolated bymeans of column chromatography, preparative thin layer chromatography, andrecrystallization etc. They are B1, B2, B3, B4, B5, B6, B7, B8, B9, B10, B11, B12and B13. In combination with the spectroscopic data from literature, the structures of thesecompounds have been elucidated on the basis of comprehensive spectroscopic methods,including UV,1H-NMR and13C-NMR etc. They are:2-(3-hydroxy-4-methoxyphenyl)-7-hydroxy chromone,5,7-dihydroxy-color one,5-hydroxy-7-acetoxy-chromone,4-hydroxyacetophe none,5-methoxy-1,2,4-phloroglucinol,2,6-hydroxy-4-methoxybenzaldehyde,4-hydroxy acetophenone,(E)-3-(3-hydroxy-4-methoxyphenyl) acrylate (new compound),2-methyl-benzoic acid-(2-methyl butyl) ester, acetic acid-2,3-dihydroxy-propyl,4-methoxy benzoic acid, methyl palmitate,10,13-twenty (carbon)-dienoate,10,13-twenty (carbon)dienoic acid.Monomer compounds isolated from Polygonum seed (A4, A9, B1, B2, B3, B4, B5, B6,B7, B10) were used to measure cinnabarinus acaricidal activity. It can be seen monomericcompounds isolated from Polygonum seeds have variouse degrees of contact action oncinnabarinus. Among these compounds, two new compounds B7and A9had highestcontact activity against T. cinnabarinus, the corrected mortality of B7at1.33,1.00and0.67mg/mL concentration were82.35%,56.77%and74.41%, virulence regression equationwas Y=-2.4805+4.0333X (correlation coefficient was0.98, F value was64.36, standarddeviation was0.22), LC50was0.72mg/mL (95%confidence limits:0.63~0.81mg/mL).The corrected mortality of A9at1.33,1.00,0.80mg/mL concentration were81.17%,50.58%,28.23%, the virulence of the regression equation was Y=-4.7341+4.9129X(correlation coefficient was0.98, F value was60.41, standard deviation was0.21), LC50was0.96mg/mL (95%confidence limits:0.87~1.06mg/mL). The relative virulence of B7and A9were1.81and1.35compared to B4. Monomeric compounds of B1, B2, B3, B4have some acaricidal activity, and their LC50were1.02,1.15,1.06,1.3,(mg/mL). Therelative toxicity of monomeric compound B1, B2, B3were1.28,1.13,1.23compared to B4.Other compounds A4, B5, B6and B10had no contact activity on cinnabarinus.
Keywords/Search Tags:Seeds of Polygonum orientale L., Insecticidal activity, Active components, Separation and identification, Tetranychus cinnabarinus (Boiduval)
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