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Studies On The Synthesis, Crystal Structure And Anticancer Activity Of A Series Of Schiff Bases Compounds

Posted on:2012-03-12Degree:MasterType:Thesis
Country:ChinaCandidate:Y L HuangFull Text:PDF
GTID:2181330467967384Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Schiff-bases compounds and their metal complexes have been studied extensively attributed to their biological properties, such as antibacterial, antiviral and anticancer activities. They have been widely used in the fields of biological application, analysis, catalysis and functional materials.Some reportes manifest that the properties and functions of chemical subtances are dependent on not only the component molecules, but also the structure beyond the molecular level.A orderly molecular aggregate will perfom some special properties which a single molecule doesn’t have.In this paper,27compounds were synthesized, including methylhydrazinecarbodithioate, thiosemicarbaz-ones, dithiocarbazateand acylhydrazones Schiff bases. Some of them are characterized by IR, MS and1HNMR. Five Schiff bases crystal structures were determined by single crystal X-ray diffraction analysis. Antitumor activity of some compounds have also been investigated.Following valuable results obtained from our reasearch:1. All the five compounds crystallize in the E configuration for the C=N double bond.2. Intermolecular hydrogen bonds exist in crystal structures, Besides classical bonding of N-H…S、N-H…O,the C-H…O weak hydrogen bond exist in TX4molecule, the schiff-bases molecules are linked together via the intermolecular hydrogen bonds to generate inversion dimers. Hydrogen bonds play big roles in formation of supramolecular structures3. The shorter N-N and C-S bond distance suggest they had partial double bonds. In the crystal structures,the C=S is appreciably longer than normal C=S bond distances, It is presumably due to the overlap of the nonbonding orbital of the N、S with the π orbital of the C=S,C=N, thus contributing to the conjugated delocalized system4. Antitumor activity of some compounds have also been investigated. The results show that JH9have good anticancer activity to inhabit SMMC7721、COLO205、HL-60、PC3cells growth, the IC50values (72h) of JH9on the cells are less than10μmol/L; JH8、JH11、JH12have excellent activity to inhabit HL-60and PC3cells growth, the IC50values (72h) of JH8,JH11,JH12on these cells are less than10μmol/L Study on the applications and bioactivities of other compounds are being carried on.
Keywords/Search Tags:synthesis, Schiff bases, crystal structures, antitumoractivity
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