ABSTRACT
The structure of fibrauretin made by our lab was modified. Fibrauretin was demethylated at 9-site under high temperature pyrolysis at 160℃-180℃ and was reacted with a series of acid chlorides. Twele derivatives of fibrauretin were obtained. The structure of each derivative was determined by1H-NMR and13C-NMR. The derivatives were 9-O-benzoyl-fibrauretin, 9-O-( 2-methylbenzoyl)-fibrauretin, 9-O-( 4-methylbenzoyl)-fibrauretin, 9-O-(3, 5-dimethylbenzoyl)-fibrauretin, 9-O-(4-(chloromethyl) benzoyl)-fibrauretin and other derivatives. The 12 derivatives are all new chemical compounds. Taking ATCI as substrate,the inhibitory activity on acetylcholinesterase (AChE) from the head of flies of the fibrauretin and its derivatives were screened. The results showed that most of the derivatives had improved their inhibitory activity on AChE through esterification reaction. Compounds 9-O-(4-methylbenzoyl)-fibrauretin, 9-O-(3,5-dimethylbenzoyl)-fibrauretinand 9-O-(4-(chloromethyl)benzoyl)-fibrauretin had significant inhibitory effect on AChE,and the inhibitory activity was stronger than the that of donepezil.
ABSTRACT
Objective: To search antithrombotic substances from diosgenin derivatives by structure modification. Methods: The target compounds were synthesized by esterification reaction with diosgenin as the leading compound. Antithrombotic activity of these compounds was examined using the thrombogenesis model of arterio-veinous bypass in rats. Results: Nine compounds were prepared and their structures were confirmed by spectral methods (NMR and MS). Two compounds (Di-8 and Di-9) containing salicyl group in structure showed promising antithrombotic activity in screening experiment. Conclusion: The group of the proper active moiety in structure could improve the antithrombotic activity of diosgenin.