A:Study On The Highly Selective Synthesis Of N-acylureas And Imides Based On N-Bn-N-Boc Aromatic Amides B:Study On The Second Metabolites And Bioactivities Of Penicillium Janthinellum

In this dissertation the following three sections are included.The first part introduces a selective synthesis of N-acylureas and imides based on N-Bn-N-Boc aromatic amides.Part 2 introduces the phytochemistry study of Penicillium janthinellum.Part 3 surveies recent developments in the synthesis and pharmacological activities of N-acylurea derivatives.N-acylureas and imides are important functional groups in medicinal chemistry and agricultural chemistry.Traditionally,the preparation of N-acylureas were largely based on two approaches:(1)acylation of ureas with activated carboxylic acids and(2)coupling of isocyanates with amides or acyl isocyanates with amines.The preparation of imides mainly includes Mumm rearrangement and the condensation of amides with activated acylating reagents.Recently,based on transition metal catalysis,great progress has been made in the synthesis of these two types of compounds.Despite the widely utilities of these methods,they still have shortcomings.The acylation approach usually suffered from limited substrate scope due to the high reactivity of the activated carboxylic acid derivatives.The transition metals employed was environmentally unfreindly and expensive.Additionally,some reactions require harsh reaction conditions.Therefore,development of efficient and greener methods for the synthesis of N-acylureas and imides are in highly desirable.This d includes three parts:1.Synthesis of imides with N-acylpyrroles:N-acylpyrroles reacted with amides under metal-free conditions and 30 representative target compounds were prepared in good yields.2.Selective synthesis of imides with N-Bn-N-Boc aromatic amides:N-Bn-N-Boc aromatic amides reacted with amides under transition metal-free conditions,and 25 representative target compounds were prepared in satisfied yields.3.Selective synthesis of N-acylureas with N-R-N-Boc aromatic amides:N-R-N-Boc benzamides reacted with amides under transition metal-free conditions and 29 representative N-acylureas were synthesized in satisfied yields.Penicillium janthinellum belongs to the family of Penicillium.The secondary metabolites of this species are rich and their structures are diverse.More importantly,many of them have interesting biological activities.Through chromatographic separation and purification,seven natural products were isolated,including one new compound and six known compounds.After screening the pharmacological activities of these compounds,we found that compounds 1,2 could resist the damage of glutamate in HT22 cells.