Studies On The Design And Synthesis Of The Tanshinone ⅡA Derivatives

Structure modification to bioactive natural product is one of the most importantways for new drugs research and development. This paper focuses on a class ofmolecules targeted against prostate cancer and hormone compounds----tanshinone IIA,and makes some structural modifications on it, in order to get the better anti-prostatecancer compounds which have higher activity, less side effects and betterpharmacokinetic properties. A series of derivatives were designed and synthesized,13derivates of tanshinone IIA were synthesized, and eight of them were fistly reported.The structures of the synthesized compounds were all characterized (including: MS、HRMS and NMR).1、The synthesis of tanshinone IIA derivatives was investgated: we hope increase thepolarity, water-solubility and bioavailability of the tanshinone IIA through makingstructural modification on it. By oxidation reaction, under the effect of seleniumdioxide, we oxidate the allyl of18-position and get18-OH Tanshinone IIA. In thispaper, from the18-OH tanshinone IIA, via amino protection, esterificationcondensation, deprotection, we synthesized four tanshinone IIA amino acidderivatives;2、We use18-OH Tanshinone IIA as a starting material, and trichloromethyl imidateof sugar as glycosyl donor, TMSOTF as the catalyst, three acetylated glycosidederivatives of Tanshinone IIA were synthesized.3、The synthesized compounds for anti-prostate cancer bioassay is taking.