.1. Total Synthesis Of Annonaceous Amide 2.c-acylation Reaction

Annon squamosa (Annonaceae) is a plant which has antibiotic and anticancer activities. Squamosamide, a potentially bioactive new compound, was isolated from annona squamosa. The first total synthesis of squamosamide was achieved in seven steps by us, with an over- all yield of 14%. - We have investigated the reaction condition of Knoevenagel condensation and Perkin condensation in the process of total synthesis. The target compound squamosamide was obtained by means of mixed anhydride as the last step. The structure was established by ¹H,^1aCNMR and MS spectra. The data are the same as the natural squamosamide. The result of pharmacological test has shown the squamosamide having some obvious bioactivity. Therefore, we have synthesized more than twenty derivatives of squamosamide and intermediate.Pharmacological effect and MS fragmentation were studied. And we have also modified the structure of a 6 -lactone, the by-product obtained during the total synthesis. The pharmacological effect was also determined.Apart from the above work, we have studied C-acetylation and C-formylation of some tertiary alcohols and C-C double bound compounds which contain olefinic hydrogen. The result has shown that under conditions of HOAc-HClO_?-Ac_?O and HCOOH-HClO_?-Ac_?O, the C-acetylation is limited in scope and C-formylation is almost impossible.In this doctoral dissertation, fifty compounds were synthesized and most of them are new. Some of them were screened with part of them having evident biological activity. Further study is being carried out in our laboratory.