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Xanthate Gordonia Chemical Composition And Biological Activity Study

Posted on:2009-01-01Degree:MasterType:Thesis
Country:ChinaCandidate:K WangFull Text:PDF
GTID:2204360272981903Subject:Medicinal chemistry
Abstract/Summary:PDF Full Text Request
Polyspora chrysandra Cowan.belongs to the family Theaceae,which consists of approximately 520 species categorized under 25 different genera.Although the chemistry and bioactivity of the genus Polyspora has seldom been previously reported, the other species of the family Theaceae have been extensively demonstrated.Theaceae species are widely distributed in tropical and warm temperate areas of the world. Bioactive studies on some members of Theaceae family have shown a wide range of activity,including antitumor,anti-HIV,antibacterial and antifungal.In addition,various plants of this family are used as remedies for rheumatism,swelling,traumatic bleeding, tropical ulcers and sores.A series of pharmacological experiments and systematic analyses of chemical constitutions in the roots of Polyspora chrysandra Cowan have been conducted in this thesis,which placed a foundation for the further exploiture of Polyspora.The dried roots of Polyspora chrysandra Cowan were refluxed by 95%ethanol and concentrated under reduced pressure,then the residue was extracted with petrol ether,CHCl3,EtOAc and n-BuOH in sequence.The CHCl3,EtOAc and water portions showed significant inhibitory effect on GalN-induced liver lesion;The CHCl3,n-BuOH and water portions showed inhibitory effect on HIV integrase.Based on these results,we studied each extract portion and tried to find some chemical compounds related to above bioactivities.In this thesis,eighteen compounds were isolated from the EtOAc and n-BuOH portions of the 95%ethanolic extract.And their structures were elucidated by spectroscopic methods including IR,MS,HR-MS,1D and 2D-NMR and chemical experiments.These compounds were determined as:(2R,3R)-3,5,7,4'-tetrahydroxy flavanonol-3-O-α-L-rhamnopyranosyl(1â†'2)-β-D-glucopyranosyl(1â†'2)-α-L-rhamno pyranoside(1),(2R,3S)-3,5,7,4'-tetrahydroxyflavanonol-3-O-α-L-rhamnopyranosyl (1â†'2)-β-D-glucopyranosyl(1â†'2)-α-L-rhamnopyranoside(2),(2S,3S)-3,5,7,4'-tetra hydroxyflavanonol-3-O-α-L-rhamnopyranosyl(1â†'2)-β-D-glucopyranosyl(1â†'2)-α-L-rhamnopyranoside (3),(2S,3S)-3,5,7,3',5'-penthydroxy flavanonol-3-O-α-L-rham nopyranosyl(1â†'2)-β-D-glucopyranosyl(1â†'2)-α-L-rhamnopyranoside(4),16α,28-diol-15α-acetyloxy-22α-angeloyloxy theasapogenol B 3β-O-β-D-galactopyranosyl(1â†'2)[-β-D-xylopyranosyl(1â†'2)-α-L-arabinopyranosyl(1â†'3)]-β-D-glucopyranosid uronic acid(5),16α,28-diol-21β-acetyloxy-22α-angeloyloxy theasapogenol B 3β-O-β-D-galactopyranosyl (1â†'2)[-β-D-xylopyranosyl(1â†'2)-α-L-arabinopyranosyl(1â†'3)]-β-D-glucopyranosiduronic acid(6),16α,28-diol-22α-angeloyloxy theasapogenol B 3β-O-β-D -galactopyranosyl(1â†'2)[-β-D-xylopyranosyl(1â†'2)-α-L-arabinopyranosyl(1â†'3)]-β-D -glucopyranosiduronic acid(7),16α-hydroxy-28-O-glucopyranosyl-theasapogenol B 3-O-α-L-rhamnopyranoside(1â†'2)-α-L-arabinopyranosyl(1â†'3)-β-D-glucopyranosiduronic acid(8),3-O-glucopyranosyl-epi-lyoniresinol(9),(-)-lyoniresinol 3-O-β-D-glucopyranoside(10),(+)-lyoniresinol 3-O-β-D-glucopy ranoside(11), leonuriside A(12),fraxin(13) and daucosterin(14).Among them,compounds 1-8 are new compounds,9-11 were isolated from this genus for the frist time.Compounds 1-3 showed remarkable hepatoprotective activity,5-7 showed potent antitumor activity.
Keywords/Search Tags:Polyspora chrysandra Cowan., flavanonol, theasapogenol B
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