Active Structure Modification Of Solasodine With Potential Anti-tumor Activities

Steroidal saponins have many kinds of physio-activity. It reported cytostatic activities of solasodine glycosides against cancer cells, such as HL-60.Therefore, thesis is to explore the active structure modification of solasodine glycosides with potential anti-tumor activities. It's divided into two parts as follows:The first part:The study of solasodine glycosides. Starting from D-Glucose,D-Galactose and L-Rhammose, which reacted with Benzoyl Chloride,HBr/HOAc to get 3 glycosyl donors-compounds 2,4,6.A series of monoglycosides(target compounds 7,8,10,12)have been synthesized based on Koenigs-Knorr Reaction at yield of above 85%.Then we get compounds 9,11,13 with Benzoyl Deprotection. To characterize the anti-tumor activity on A549,Colo205,MDA-MB-435,QGY7703,HL-60 were studied. Our results demonstrate compounds 8,9,11 and 13 have anti-cancer activity(in vitro) against that 5 human cancer cells.The second part:Study the syntheses of 3,16-dihydric-pregnene-5-alkene-22-aldehyde. There are 4 designed synthetic routes.3,16-dihydric-pregnene-5-alkene-22-aldehyde were prepared from DHEA or 16-dehydropregnenolone acetate via Wittig reaction. We select four phosphonates- Ph3P+EtBr,Ph3P+CH2OCH3Cl-,C23H24BrO2P to get that compound but we don't get it.So It isn't an ideal method.