Chemical Compositions From The Leaves And Branches Of Wikstroemia Chamaedaphne Meisn

Wikstroemia chamaedaphne Meisn.,a member of the genus Wikstroemia(Thymelaeaceae),whose flower were used as medicine.The chemical composition and biological activity of W.chamaedaphne has been systematically studied by our group.Not only did we find a series of diterpenes with latent HIV-activating effects,but we also obtained sesquiterpene components with novel structures.Therefore,this thesis continues the study of the chemical compositions and biological activities of the leaves of the branch of W.chamaedaphne,which is further investigated in two parts as follows:1.Chemical constituents of the leaves of W.chamaedaphne: 27 compounds were isolated and purified from the leaves of W.chamaedaphne by macroporous resin,Sephadex LH-20 gel,silica gel and high performance liquid chromatography,and their structures were identified by NMR,high resolution mass spectrometry and circular dichroism spectroscopy.The 27 compounds include 4 steroids(1-4),10phenylpropanoids(5-14),1 sesquiterpenoid(15),1 triterpenoid(16),5 flavonoids(17-21)and 6 other compounds(22-27): 2,20-dihydroxyspregna-1,4-diene-3-one(1),2-hydroxypregna-1,4-diene-3,20-dione(2),β-sitosterol-3-O-β-D-glucopyranoside(3),β-sitosterol(4),coniferin B(5),trans-coniferin(6),syringing(7),2,6,2’,6’-tetramethoxy-4,4’-bis-(2,3-epoxy-1-hydroxypropyl)biphenyl(8),(+)-syringaresinol(9),(+)-pinoresinol(10),(+)-piperitol(11),matairesinol(12),3-(4-hydroxy-3-methoxybenzyl)-4-[(7’R),5’-dihydroxy-3’-methoxybenzyl] tetrahydrofuran(13),4’-carbomethoxy-2’-hydroxyphenyl ferulate(14),4-epi-15-hydroxyacorenone(15),lup-20(29)-en-3β,30-diol(16),diosmetin-7-O-β-D-glucopyranoside(17),apigenin-7-O-β-D-glucoside(18),(2R)-eriodictyol-7-O-β-D-glucopyranoside(19),coccinoside A(20),luteolin(21),icariside B5(22),(3E)-5-(cyclopropyloxy)-2,2,4-trimethyl-3-penten-1-ol stellatol(23),glycerol 1-hexadecanoate(24),α-linolenic acid(25),12,15-octadecadienoic acid(26),n-octacosanol(27).Compounds 1 and 5 are new compounds.Compound 2 is a new natural product and its NMR data were obtained comprehensively for the first time herein.Compounds 3,6-7,11-14,16-18,20,22-23,25-27 were isolated for the first time from this plant.2.Biological activity of 27 compounds: 1)The cytotoxicity of 27 compounds was tested in HeLa-NH2 and 4T1 cells using the CCK-8 method and the results showed that none of the 27 compounds exhibited cytotoxicity to either cell at a concentration of 10.0μM.2)Activation of latent HIV activity: 27 compounds were tested for activation of latent HIV activity on HeLa-NH2 cells using the firefly luciferase reporter gene kit,and the results showed that only compounds 5,14,18,19 and 20 showed weak activation of latent HIV activity at a concentration of 10.0 μM,with activation folds of 4.88,5.58,7.17,5.30 and 6.47 respectively,compared to 51.11 for the equivalent positive prostratin concentration.