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The Synthesization, Characterization And Anticancer Activity Of Organic Fluorous Tin

Posted on:2012-06-27Degree:MasterType:Thesis
Country:ChinaCandidate:J G PanFull Text:PDF
GTID:2231330374491556Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
The author have found that organotin compounds have many important significance in different fields especially anticancer activities based on reading a number of literatures. More and more organometallic scientists paid attention to the anticancer activities of organotin compounds since the scientists Crown and his coworks found organotin compounds exhibited better anticaneer activity in the early1980s. So the series of di-n-butyltin carboxylates(3a-3d,4a-4d)were synthesized by the reaction of di-n-butyltin oxide with corresponding aromatic carbexylic acids. The author also have found that retinoids play an essential role in vertebrate growth anddevelopment, supporting cell differentiation,embryonic development, vision,the inllnune response and reproduction especially anticancer activities. Therefore in order to enhance the activities of organotin compounds, we synthesized a series of di-butyltin retinoates by the reaction of di-n-butyltinoxide withcorresponding retinoids in1:2(3a-3d)and1:1(4a-4d)molar ratio. Study of their biological activity in Hela、Liver Cancer CelI(LCC)、As49cancer cell showed that compound3a had better anticancer activity.With(’H,13C,119Sn) NMR and IR characterization of the structure of these compounds, compounds3a-3d are coordinated by a single tooth form and a combination with the type of trigonal bipyramidal, While the compounds4a-4d exist with the structure of a Sn oxide four-ring in the ester group as bidentate ligands, theSn atoms are six-coordinated distorted octahedral geometry. Anticancer activity in vitro testing showed that these compounds showed good activity.In order to reveal the anticancer mechanism of organotin compounds, di-trideca-fluorooctayltin dichloride[(C6Fi3CH2CH2)2SnCl2]was synthesized and the cyclic voltammetrie and spectropbotometric methods were used to study the interaction of (C6F13CH2CH2)2SnCl2and DNA. The results suggested that compound(C6F13CH2CH2)2SnCl2mainly reacts electrostatically with the phosphate backbone of DNA.
Keywords/Search Tags:Retinoate, Trigonal bipyramidal, Tin compounds, Fluoroalky tin complex, Anticancer activity
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