Studies On Synthesis, Structure And Biological Activities Of Rosin Derivatives

Rosin is a traditional Chinese medicine and many of its derivatives have been used in the synthesis of medicine. In order to search for new rosin derivative having higher and better biological activities , we designed and synthesized three new rosin derivatives from abietic acid and dehydroabietylalamine .The first part is the synthesis of N,N-bicarboxymethyl dehydroabietylamine.The first step is the reaction of choroacetic acid and KOH to obtain potassium choroacetate which was then react with dehydroabietylamine at 62℃for 18 hours to obtain the aimed compound which was characterized by IR,MS and 1H NMR. The primary bioactivity test showed that it had inhibiting effect on phamerochaete chrysosporium (PC), schisophyllum commune, coriolus versicolor (CV) and gloeophyllum erabeum.A new Schiff base was synthesized from dehydroabietylamine and 2,3,4-trihydroxyl benzaldehyde at 65℃in methanol, the structure was characterized by IR,MS and 1H NMR. The primary bioactivity test showed that it displayed no significant antibacterial activities towards whiterot fungus, microzyme.Because of the [60]fullerene's unusual structure and activity, we used it to react with abietic acid which also have bioactivity. We used ODCB as the solvent and ZnCl2 as the catalyst ,the reaction went under the N2 for 8 hours. The C60 adducts were isolated by silica column chromatography and characterized by FT-IR,¹³C NMR,1H NMR,MALDI-TOF-MS. The results showed that dehydrogenation and decarboxylation take placed and afford C60 adducts with aromatic group in this reaction.