Synthesis And Biological Activities Of LongistyleC Derivatives

longistyleC belongs to a stilbenes, which is defense compound and produced by plants in response to fungal infection, ultraviolet radiation or other stress conditions. longistyleC has numerous biological activities, such as in the treatment of diabetes, cardioascular disease, malaria, osteoporosis, antioxidant, stable period,Another report that longistyleC is used to in treatment of osteonecrosis of the femoral head. LongistyleC was be found to have antitumor activity in the first by us.In this paper, the natural extract of longistyleC as the raw material,11 derivatives of longistyleC compounds are synthesized. The structures are confirmed by 1H NMR, MS and element analysis. Biological activity of synthetic compounds are investigated and the relationship between the chemical structure and antitumor activity on the basis is discussed. The main content are as follows:First,The recent progress of the biological activities, synthesis and strueture-activity relationship of longistyleC and their derivatives were reviewed extensively based on the detailed investigation of related literatures.Second, longistyleC as the raw material, according to longistyleC function group, 11 kinds of derivatives of longistyleC were designed and synthesized. LongistyleC has one hydroxyl group that has a strong capacity for electronic, so longistyleC has a strong antioxidant activity, DT-3～DT-9 were obtained by modifing the hydroxyl group of longistyleC.Then,DT-10 was obtained by modifing the unsaturated double bond of longistyleC.The last one,DT-11 was obtained by modifing the methyl oxide of longistyleC.The structure of all Compounds were confirmed by 1H NMR, MS and element analysis.Third, As contrast by adriamycin and tamoxifen, a primary anticancer activity of longistyleC and derivatives of longistyleC was tested by MTT method in the first, and the structure-activity relationship was discussed.The compounds DT-7 and DT-10 have the best anti-tumor activity than others of derivatives of longistyleC against the A549 cell line and their IC50 were 7.67 umol/L and 5.61umol/L,which were slightly better than longistyleC'IC50 which was 7.87umol/L;The compounds DT-7 and DT-10 have the best anti-tumor activity against the HepG2 cell line and their IC50 were 6.20 umol/L and 6.98umol/L, which were 2 times higher longistyleC IC50 which was 11.83umol/L; The compound DT-10 has the best anti-tumor activity against the MCF-7 cell line and its IC50 is 7.32umol/L, which was 2 times higher longistyleC IC50, DT-7 has the better anti-tumor activity against the MCF-7 cell line, which was the same as longistyleC'IC50.The structure-acvitity relationship show that the reservation of hydroxyl group of longistyleC and diphenyl ethyl skeleton could help to enhance anti-cancer acvitity.