First Total Synthesis Of Three 6-geranyrated Flavanoes And Study On Chiral Synthesis Of Flavanones

This thesis focuses on the study of the total synthesis of three 6-geranylated flavanoes,three 6-geranylated flavanoes antitumor activity of study and synthesis of chiral flavanone research.The thesis includes four parts as follows:1.The first chapter reviews the classification,biological activity and synthetic methods of chiral flavanone briefly.Flavanone on organism has a resistance to free radicals,inhibit enzyme activity,antibacterial,anti-inflammatory,anti-tumor,antivirus,anti-aging,allergy,pharmacological effects,such as cardiovascuLar disease and its non-toxic harmLess.The synthesis of chiral flavanone method is mainly introduced the asymmetric hydrogen transfer Aldol Aldol condensation reaction,Michael addition reaction,Friedel Crafts reaction,Mannich reaction,Aza-Diels-Alder reaction,Aza-ene-type reaction,Pictet-Spengler and asymmetric epoxidation reaction.2.First total synthesis of three 6-geranylated flavanoesThree compounds were first synthesized from hydroxyl acetophenone and hydroxyl benzene formaldehyde via substitution,protection of phenolic hydroxyl group,aldol condensation,cyclization and deportation rection.The structure was confirmed by 1H NMR,13C NMR and HRMS.3.Antitumor activity of three 6-geranylated flavanoesThree 6-geranylated flavanoes inhibiting effects on A459 cell and HELF cell were evaluated with MTT protocol.And comparison with staurosporine inhibiting effects on A549 cells and HELF cells,flavanone compounds to study the biological activity and its pharmacological effects and the relationship between the structure,providing a reference for the clinical tratment of diseases and the development of medicinal.4.Synthesis of chiral flavanone researchIn the experiment we screened various chiral amine catalyst,which was used to work with chalcone role under a series of optimized reaction condition.Enantioselectivity was measured by HPLC method.All structure of new compounds were confirmed by 1H NMR,13C NMR and HRMS...