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Design,Synthetize And Antimicrobial Activity Research Of The Chalcone With Pentenyl Or Geranyl

Posted on:2016-05-20Degree:MasterType:Thesis
Country:ChinaCandidate:H L ChenFull Text:PDF
GTID:2381330464966343Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
The chalcone containing isopentenyl and geranyl structural unit is mainly distributed in Moraceae,Fabaceae,Asteraceae,Fabaceae,Apiaceae`s plant roots,stems,and leaves.With Spleen Qi,detoxification,cough expectorant leguminous Glycyrrhiza is a well-known traditional Chinese medicine.According to reports,these compounds have good antibacterial,anticancer,antimalarial activity.This paper refer to the synthetic methods of the compounds,designed a natural product Butein as the matrix,the unit of isopentenyl and geranyl are introduced in different positon of the Butein.Better antibacterial activity,antitumor activity of biologically active compounds,expect to be obtained.The paper including five chapters:The first chapter,the research situation of the chalcone with the structure unit of isopentenyl and geranyl structure unit of chalconeThis chapter briefly outlines the chalcone with the structure unit of isopentenyl and geranyl be distributed in plants,activity and synthesis.Clarifies the background and significance of the study.The second chapter,the chalcone A ring with the structure unit of isopentenyl and geranyl are designed and synthesized.In this chapter,2,4-dihydroxy acetophenone,2,6-dihydroxy acetophenone as raw materials,C-and O-geranylation,O-prenylation methods are used,isopentenyl and geranyl structure element is selective introduced into the acetophenone?chalcone A ring?.And then with the protection of the 3,4-dihydroxy benzaldehyde aldol condensation is used to get the chalcone.Then removing the protecting group,the final product is obtained.Containing isopentenyl and geranyl structure unit of chalcone analogues were synthesized.The third chapter,the design and synthesis of chalcone B ring into isopentenyl and geranyl structure unit3,4-dihydroxy benzaldehyde,2,4-dihydroxy benzaldehyde,vanillin as raw material,O-prenylation,O-geranylation methods are used,isopentenyl and geranyl structure element is selective introduced into benzaldehyde?chalcone B ring?.And then with the protection of the 2,4-dihydroxy acetophenone aldol condensation was used to get the chalcone.Then removing the protecting group,the final product was obtained.Containing isopentenyl and geranyl structure unit of chalcone analogues were synthesized.The fourth chapter,the dihydrochalcone with the structure unit of isopentenyl and geranyl be designed and synthesized.In this section,the chalcone be synthesized in second and third chaper as raw material,using NiCl2·6H2O as catalyst,the?,?unsaturated double bond be selective reduced,while retaining the isopentenyl and geranyl.Containing isopentenyl and geranyl structure unit of dihydrochalcone was synthesized.The fifth chapter,the antibacterial activity of the synthesized compounds be studiedThe method of the diameter of inhibition zone size are used.The antibacterial activity of different synthetic compounds are determined by this way.
Keywords/Search Tags:isopentenyl, geranyl, chalcone, dihydrochalcone, antibacterial activity
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