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Studies On The Synthesis And Property Of Curcumin Analogues

Posted on:2012-04-04Degree:MasterType:Thesis
Country:ChinaCandidate:Z S XiaoFull Text:PDF
GTID:2214330338458076Subject:Medicinal chemistry
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In recent years,curcumin and their analogues have become a research focus for their biological activities and detection of various metal ions. In this paper we synthesized some curcumin analogues and dealt with three of them with LB Film,obtained the sketch of surface pressure-arerage areaper molecule.The ultrasonic technology with the assistance of PTC was used to synthesize Curcumin ether A. We obtained product through curcumin and sulfonate in 22% yield.In the synthesis of curcumin ether B, we first obtained vanillin ethers with the hexadecane bromide and vanillin as raw materials, then get the product using vanillin ethers and acetylacetone complexes of boron through Claisen-Schmidt reaction with n-butylamine as catalyst. The yield is 39%.The indoles compounds using indole aldehyde in the same approach to get. The yied is 50%.The product by the reaction of lauric acid and thionyl chloride with curcumin to get curcumin esters in room temperature, with the pyridine as catalyst, in 40% yield.Nitroxides is widely used as catalysts in organic synthesis. In this work we use copper acetate and curcumin as raw materials to get curcumin copper complex. The reaction is simple and easily operated. As Curcumin itself has the function of capturing free radicals and the introduction of copper, we try to use TEMPO as a catalyst in the oxidation reaction. with 2.0g (0.014mol) chloro benzyl alcohol,10ml of toluene,5%mol of TEMPO, and 5%mol of curcumin copper complex, at 80℃for 5h.It is found that the conversion rate of benzyl chloride alcohol is 98% and the yield of curcumin itself is 8%.A nitroxide radical compound was designed to synthesize in the experiment. Used dicarboxylic acid as raw materials through cyclization, introduced nitrogen and oxygen free radicals to become the catalyst. then we used cumin copper complex as a asistant catalyst for catalytic chloro benzyl alcohol. The conversion rate reached 31% in maximum.In summary, it is proved that curcumin ether B can be filmed well, the establishment of TEMPO/curcumin copper catalyst system efficiently promote the oxidation of chloro benzyl alcohol into aldehydes. Dicarboxylic acid nitroxide also has a catalytic effect.
Keywords/Search Tags:curcumin analogues, curcumin copper complex, LB film, oxidation, nitroxyl radical
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