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Synthesis,Structure And Biological Activity Of The Transition Metal Complexes Based On The Chiral Salicylaldehyde Schiff-base Ligands

Posted on:2018-10-08Degree:MasterType:Thesis
Country:ChinaCandidate:Z LiFull Text:PDF
GTID:2311330536958074Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Chiral Schiff-base is an organic ligandwith chiral carbon atoms and-C=N-functional group.As the molecules contain nitrogen or other heteroatoms,the ligands possess good coordination ability,and obtained a series of similar structure of the compound with different transition metal salt.The series of compounds display unique structural features and excellent specific properties,and it has been causeed extensive and extensive research and application for people in various fields.In particular,the salicylaldehyde chiral Schiff-base complexes contain functional groups provided with a variety of life phenomena required by some physical and chemical properties and better sterilization,anti-tumor and other biological activity has been much attention of the researchers.Therefore,we designed and synthesized chiral Schiff-bases ligands types derived fromreplace salicylaldehyde and chiral amino-alcohols as raw materials,and a series ofcomplexes were formed by coordination with transition metal ions,for example manganese copper and nickel atoms.All of the compounds have been fully characterized using some methods,such as EA,UV-Vis,infrared spectrum,single crystal X-ray diffraction and so on.The crystal structure of 13 complexes was characterized by X-ray single crystal.The cytotoxicity effects of complexes against on three cancerous cell lines and ROS in the He La cell have also been reported here.In addition,the interaction between Schiff-base complex and CT-DNA(calf thymus DNA)and BSA(bovine serum albumin)was studied by various spectroscopic methods and molecular dock ing model calculation.The content of as follows:First,the chiral salicylaldehyde Schiff-base ligands were synthesized from salicylaldehyde derivatives with(R)/(S)-2-amino-1-butanol(including(S)/(R)-H2L1 condensing(R)/(S)-2-amino-1-butanol with 2-Hydroxy-4-methoxybenzaldehyde;(S)/(R)-H2L2 condensing(R)/(S)-2-amino-1-butanol with 5-Chlorosalicylaldehyde).The six transition metal complexes are characterized,and then the interaction between above complexes and biological molecule has been studied.Second,the chiral salicylaldehyde Schiff-base ligands were synthesized by using 5-chlorosalicylaldehyde and o-vanillin and chiral(R)/(S)-phenylglycine as raw materials(including(S)/(R)-H2L3 condensing(R)-2-Phenylglycinol with 5-Chlorosalicylaldehyde;(S)-H2L4 condensing(R)/(S)-2-Phenylglycinol with o-vanillin).The transition manganese and copper complexes are characterized,and then the interaction between above complexes and DNA/BSA has been studied.Third,the corresponding chiral ligands were obtained by(R)/(S)-phenylalanine and 2-hydroxy-4-methoxybenzaldehydeas raw material(including(S)/(R)-H2L5 condensing(R)/(S)-2-amino-3-phenyl-1-propanol with 2-Hydroxy-4-methoxybenzaldehyde)derived from salicylaldehyde kinds.The transition nickel,manganese and copper complexes are characterized,and then the interaction between above complexes and DNA/BSA has been studied.
Keywords/Search Tags:chiral Schiff base, transition metal complexes, structure, vitro anticancer activity, DNA-binding interaction, BSA-binding interaction
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