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Studies On Chemical Constituents And Bioactivity Of Ixeris Sonchifolia(Bge.) Hance And Xanthium Mongolicum Kitag.

Posted on:2011-02-09Degree:DoctorType:Dissertation
Country:ChinaCandidate:W Z ZhangFull Text:PDF
GTID:1114360305955632Subject:Applied Chemistry
Abstract/Summary:PDF Full Text Request
The air-dried roots and aerial parts ofⅠ. sonchifolia and the air-dried fruits and aerial parts of X. mongolicum were investagated in this research. The ethanol extracts of the different parts of these plants were gradient extracted with petroleum ether, EtOAc and n-BuOH, respectively. As the results, fourteen new sesquiterpene lactone type compounds together with twenty-one known ones were isolated fromⅠ. sonchifolia and thirty known compounds were isolated fromⅩ. mongolicum by the methods of silica gel column chromatography, thin layer chromatography and high performance liquid chromatography. Also, three common known compounds were isolated from these two type plants and fourteen known compounds isolated fromⅠ. sonchifolia and twenty-one known ones isolated from X. mongolicum were first purified from this plants. The structures of these compounds were elucidated on the basis of spectroscopic analysis of IR, UV, EI-MS, HREIMS, and NMR. Fourteen new compounds are 2-oxoguaia-3,11(13)-dieno-12,6-lactone-9β-O-β-D-glucopyra-noside (1),9β-(p-hydroxypheny lacetyloxy)-2-oxoguaia-3,11(13)-dieno-12,6-lactone (2),9β-(6'-phydroxyl-phenylacetyloxy)-β-D-glucopyranosyloxy-2-oxoguania-3,11(13)-dieno-12,6-lactone (3),9β-hydroxy-2-oxoguaia-3,11(13)-dieno-12,6-lactone (4),11βH-9β-hydroxy-2-oxoguaia-3-eno-12,6-lactone (5),15-hydroxy-2-oxoguaia-3,11(13)-dieno-12,6-lactone (6), 10β,11αH-15-hydroxy-2-oxoguaia-3-eno-12,6-lactone (7),11 aH-9β-hydroxy-2-oxoguaia-3-eno-12,6-lactone (8),11αH-9α-hydroxy-2-oxoguaia-3-eno-12,6-lactone (9),1 1βH-2-oxogu-aia-3-eno-12,6-lactone-9β-O-β-D-glucopyranoside (10),2-oxoguaia-3,5,1 1(13)-trieno-12-car-boxylicacid-2-ketone-9β-O-β-D-glucopyranoside (11),1 1βH-2-oxoguaia-3,5-dieno-12-carb-oxylicacid-2-ketone-9β-O-β-D-glucopyranoside (12),3α-hydroxy-4(15)-eucalyptus-diene-12,6-lactone (13), 11αH-3-hydroxy-2-oxoguaia-1(10),3-dieno-12,6-lactone (14), namely, sonchifoliasolide A to M and 11-epi-8-desoxyartelin.The reaction route of preparing sonchifoliasolide D and other derivatives from sonchifoliasolide A was discussed by the hydrolysis reaction of sonchifoliasolide A at the conditions of HCl, H2SO4, HNO3, and glucose enzyme.The bioactivities of some sesquiterpene compounds were tested and sonchifoliasolides A, C, and J, sonchifolactons A and B, and Ixerin Z showed inhibited activity to P-388 mouse leukaemia cells. Sonchifoliasolides A, B, C, D, and M, sonchifolactons A and B exhibited excellent growth inhibit effect on HepG2 cells. Sonchifoliasolide A and n-BuOH extract ofⅠ. sonchifolia indicated inhibiting growth activity to pathogen of leaf mold and verticillium. Compounds xanthatin, xanthinosin, and 11α,13-dihydroxanthatin showed the induction hindrance activity to ICAM-1 cells.
Keywords/Search Tags:Ixeris sonchifolia (Bge.) Hance, Xanthium mongolicum Kitag., sesquiterpene lactone, sonchifoliasolide, bioactivity
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