Studies On The Derivative Synthesis,Bioactivities Of Glaucocalyxin A And Chemical Constituents Of Schisandrae Chinensis From Henan

In natural products,there are many compounds regarded as leading compounds which have a special structural skeleton and potent biological activity.So it is an effective ways for development and research of new drugs to synthesize the more bioactive compounds by structural modification of promising leading compounds obtained from natural products.This thesis focuses on the studies of derivative synthesis and bioactivities of glaucocalyxin A(GLA)and chemical constituents of Schisandrae chinensis from Henan.1.GLA is an ent-kaurene diterpenoid isolated from the medicinal plant Isodon glaucocalyx(maxin)Hara.Starting from GLA,28 compounds were synthesized by condensation of 7,14-dihydroxy of GLA with carbonyl cormpounds without altering the pharmacophore a-methylene cyclopentanone.Total 28 derivatives were obtained,and 27 compounds were new except the one once reported as a new natural product in our previous studies,and 15 compounds of them were ordinary acetal derivatives of GLA,the others were acetal derivatives containing 1,2,3-triazole group of GLA.The structures of all compounds were characterized by morden spectra analysis including 1H-NMR,13C-NMR,DEPT,IR and HR-ESI-MS.2.The derivatives synthesized from GLA were evaluated for their antitumor activity in vitro against nine human tumor cell lines including HePG2,NCI-H460,KB,JEG-3,K562,HL-60,MCF-7,Hela and SGC7901 by MTT method.Twelve compounds showed the potent inhibitory activities against nine tumor cell lines,especially compounds 13,14,15(the derivatives containing diphenol aldehyde)and 16d,19d,23e,25e,26e,28e(the derivative containing 1,2,3-triazole group)exhibited stronger anti-tumor activitives than their parent compound GLA.Compounds 13 and 14 showed the significant inhibitory activity against JEG-3 tumor cell line with IC50 0.74 and 0.86 ?3 respectively,and closely approximates to the anti-tumor drug adriamycin(IC50 0.52 ?M);compounds 19d and 23e showed the significant inhibitory activity against HL-60 tumor cell line with IC501.98 and 1.97?M,respectively,and closely approximates to the anti-tumor drug adriamycin(IC50 1.73?M).3.Eighteen compounds were isolated from the stems of Schisandra chinensis(Turcz.)Baill and the sixteen of them were structurally elucidted by IR,UV,1H-NMR,13C-NMR,DEPT,EI-MS and ESI-MS-MS.Additonally,among them the compounds 29,30 were firstly isolated from the stems of Schisandra chinensis(Turcz.)Baill.