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Synthesis Of Schiff Bases Containing Selenium And The Fluorescence Spectroscopic Study On Their Interaction With Protein

Posted on:2008-01-13Degree:MasterType:Thesis
Country:ChinaCandidate:W J LiuFull Text:PDF
GTID:2144360215956531Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Organic selenium compounds have many kinds of chemical reactive capabilities, which act as oxidants, reducers, necleophilic reagents and electriphilic reagents. Their reactions involve those such as carbon-carbon double bond formation, allyl selenium oxide [2,3] a rearrangement and ring function and so on. Meanwhile, Organic selenium compounds also have good biological activities involving anti-infection, anticancer and anti-radiation. Besides, Schiff bases have many biological activities such as antibacterial, sterilization, antitumor and antivirus. In this thesis, two kinds of Schiff bases containing selenium were designed and synthesized first. And their interaction with protein was studied by the fluorescence spectral analysis. This thesis is divided into three parts as follows:1.5,5'-selenobis(2-hydroxybenzaldehyde) (I), which was prepared by reaction of salicylaldehyde, SeO2 and concentrated HC1, reacted with five primary amines to give five schiff bases containing selenium IIa-e in good yield. The structures of I and IIa-IIe were charactered by IR,1H NMR,MS analyses .The X-ray crystal structure analysis of I show that the coupling reaction mainly carried out in the para position of hydroxyl in benzene, the hydrogen bond interaction exists between the H atom of hydroxyl in benzenze and O atom of carbonyl.2. 2,2'-diselanediylbis (methylane)dibenzaldehyde(IV) was obtained by oxidation of 2-methylbenzylchlorid with H2SO4, CrO3, followed by hydrolysis and reaction with the Na2Se2. Schiff bases containing selenium Va-Vc were obtained via IV reacted three amines. The structures of target compounds were charactered by means of IR,1H NMR,MS.3. Two kinds of 5 schiff bases containing selenium were reacted with bovine serum albumin (BSA) by the fluorescence spectral analysis. Their spectral character was studied and the the parameters were obtained such as the binding constant with BSA, the thermodynamic functon change during the process of combining, and the number of binding sites, etc. The binding distance between donor (BSA) and acceptor was calculated by the theory of non-radiatively energy transfer of Forster .The comfirmation of BSA was discussed by synchronous fluorescence spectrometry.
Keywords/Search Tags:selenium, Schiff bases, synthesis, bovine serum albumin, fluorescence
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