Research On The Chemical Constituents And Anti-inflammatory Effects Of Tripterospermum Chinense

Tripterospermum Chinense（Miao）H.Smith,also known as the Fei Xing Cao and Huang Jin Xian.The Tripterospermum Chinense is bitter,sweet,and belongs to the lung and kidney.It has the effects of clearing away heat and detoxifying,relieving cough.It is suitable for the treatment of bronchitis,pneumonia,nephritis,pulmonary hemoptysis et al.In this thesis,the chemical constituents of ethyl acetate and butanol extracts in the Tripterospermum Chinense were studied.The chemical constituents were separated and purified through recrystallisation,chromatography of silica gel,RP C₁₈ silica gel,Sephadex LH-20 and PHPLC,and their structures were elucidated with physical and chemical constant,MS,1D and 2D NMR.A total of 20 compounds were obtained,in which 7 were iridoids and 4 xanthones,2 lignins,1 amide alkaloid and 7 other compounds.They were respectively identified as:tripterospermumcin I（1）,tripterospermumcinB（2）,4’-m-hydroxybenzoylloganin（3）,（7R）-7-caffeoyloxysweroside（4）,morroniside（5）,lancerin（6）,（-）-loliolide（7）,1,7-dihydroxy-3,8-dimethoxy-xanthone（8）,1,3,8-trihydroxy xanthone（9）,1,3,5-trihydroxy-xanthone（10）,4,8-Dihydvoxyeudesmi（11）,（+）-Pinoresinol（12）,2’-acetamido-3’-phenylpropyl-2-benzamido-3-phenyl propionate（13）,methyl 3-hydroxy-4-methoxybenzoate（14）,caffeic acid ethyl ester（15）,dibutyl phthalate（16）,ethyl 4-hydroxy-3-methoxybenzoate（17）,9,12-octadecadienoic acid（z,z）-2,3-di-hydroxypropyl ester（18）,vanillic acid（19）,benzoic acid（20）.Compound 1 is a dimeric iridoid glycoside.Compounds 3,4,and 9-13 were isolated from the Tripterospermum Chinense for the first time.Molecular docking studies of major compounds in the Tripterospermum Chinense were carried out for eight targets related to inflammation.Among them,the tripterospermumcin I（1）binds well with the target proteins JNK1,JAK1,IL-6,MIF and SIRT1;4’-m-hydroxybenzoyl loganin（2）binds well with the target proteins JNK1,JAK1,MIF and SIRT1;（7R）-7-caffeoyloxysweroside（3）better binding to target proteins MKK6,PPAR-γ,MIF,SIRT1;morroniside（4）binds better to target protein MKK6;lancerin（5）binds better to target proteins JNK1,JAK1,MKK6,PPAR-γ;1,7-dihydroxy-3,8-dimethoxyfluorenone（7）binds better to target proteins JAK1,PPAR-γ,MIF,ERK1;1,3,8-Trihydroxyxanthone（8）and 1,3,5 trihydroxy fluorenone（9）are better combined with the target protein SIRT1.In addition,the anti-inflammatory effect of the compound in Tripterospermum Chinense was tested by the Gress method to detect the concentration of NO.These compounds include tripterospermumcin I,4’-m-hydroxybenzoyl loganin,（7R）-7-caffeoyloxysweroside,morroniside,lancerin,1,7-dihydroxy-3,8-dimethoxyfluorenone,1,3,8-trihydroxyxanthone,1,3,5-trihydroxyxanthone.The results showed that the compounds tripterospermumcin I（1）,（7R）-7-caffeoyloxysweroside（3）,1,3,8-trihydroxyxanthone（7）had a certain inhibitory effect on the release of NO.