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Synthesis And Application Of Carboline Catalysts And Anticancer Activity Of Carboline Derivatives

Posted on:2019-06-04Degree:MasterType:Thesis
Country:ChinaCandidate:Y Y MaFull Text:PDF
GTID:2404330569479243Subject:Medicinal chemistry
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Chiral compounds are intermediates of many compounds and have a very important significance in the fields of chemistry and medicine.The chiral amine compounds in which the chiral carbon atoms are connected with the nitrogen atoms are intermediates for synthesizing antibiotics,foods,pesticides,medicines and many other compounds.From an industrial production point of view,using asymmetric catalytic reactions as a means of controlling optical purity is the most atomic economy and the most challenging method.In this paper,the synthesis of the chiral amine compounds and the control of the enantioselectivity have been studied.At the same time,the anticancer activity of carboline derivatives was studied.The content is mainly divided into three chapters.The first chapter summarizes the research status of imine compounds and their application in the field of medicine.In the second chapter,we introduced the frameworks needed to obtain catalysts by reaction of esterification,Pictet-Spengler reaction,dehydrogenation,hydrolysis,methylation from L-tryptophan.And then connected with Chiral phenylglycinolfrom from natural amino acids were subjected to a series of reactions.And the catalytic effect of the asymmetric catalytic ketimine reduction reaction was examined using these compounds as catalysts.The experimental results show that the bis-carboline-amide alcohol catalysts formed at the C-3 and C-3? positions with prolinol have good stereoselectivity.The catalysts can be catalyzed within 24 hours under mild conditions at 10°C.In the reaction,the catalytic yield rate was about 89%,and the stereoselectivity was 65.3%.In the third chapter,the research on the anticancer activity of the carboline derivatives.L-tryptophan was used as a raw material to obtain 6-position substituted by chlorine atom and a carboline derivative substituted by a different substituent through reactions such as esterification,Pictet-Spengler,and dehydrogenation,and the anti-cancer activity of the carboline derivatives were obtained.
Keywords/Search Tags:biscarboline amide alcohol, asymmetric reduction, Ketimines, carboline derivatives, anticancer activity
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