Inclusion Behaviors Of Chrysin With ?-Cyclodextrin Derivatives And The Synthesis Of Chiral Tetraaminophosphonium Salts

The main work of this dissertation consists of two parts:1.Inclusion behaviors of chrysin with ?-cyclodextrin derivatives:Chrysin is a natural flavonoid,and has a variety of biological activities,such as antioxidant,anti-inflammatory,antiviral,anti-tumor,antihypertension,lower blood sugar and so on.As the poor water solubility,intestinal absorption,how to develop the highly efficient,low toxicity chrysin as a novel drug candidate for clinical applications,has become an important research topic in the prevention and treatment of tumor.We use four kinds of amine beta cyclodextrin derivatives as the hosts,through the inclusion with chrysin,to improve the water solubility and promote its application in the medicine.The research strategies are as follow:1.6-OTs-CD from ?-CD was further substituted to get 4 derivatives of 6 single amine,EN,DETA and TETA cyclodextrins.2.The amine CDs and chrysin were formed 4 kinds of host guest inclusion complexes.The UV spectroscopy,NMR,XRD and other methods had confirmed the formations,inclusion model and inclusion ratio.3.The tesets of phase solubility and cytotoxicity in vitro confirmed that the water solubility and inhibition of cancer proliferation are improved through the inclusion with these amine CDs.2.The synthesis of chiral tetraaminophosphonium salts:How to get the stereoselectivity target compounds by asymmetric synthesis is a hot research topic in organic synthesis.Chiral catalyst with high efficiency and selectivity has become the key of asymmetric synthesis.Especially,the chiral Bronsted acid catalysts are widely used in asymmetric reaction,the optical activity Bronsted acid TADDOL chiral ligand derivatives tetraaminophosphonium salt is an effective catalyst.Because of its properties of axial asymmetry,the molecular structure of rigid stereochemical,and can active the substrates by hydrogen bonds or transfer protons,it makes the catalysts can adapt to changes in temperature and the transition state in the reaction,and thus they can be widely used in asymmetric reactions with high stereo selectivity.This article has focused on the synthesis of tetraaminophosphonium salts from L-tartaric as raw material,through the constructing of TADDOL skeleton and synthesis of two amine ligands,finally we get the chiral quaternary phosphonium salt catalyst.The major contents are as follow:1.Preparation of 6 kinds of ?,?,?',?'-tetraaryl-2,2-dimethyl-1,3-dioxolan-4,5-dimethanol(TADDOL)skelton ligands from L-tartaric.All the products were charactered by 1H NMR spectra and mass spectroscopy.2.Using TADDOL which is from phenyl Grignard reagent as the basic skeleton,to synthesis the two amine ligands,and react with PCl5 to obtain the chiral quaternary phosphonium salt catalyst.3.The catalyst was then applied in asymmetric reaction.All the products were charactered by 1H NMR and high resolution mass spectrometry racterize the structures.