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Based On Active Screening And Chemical Screening Of Short Calyx The Instrument Scape Skin Active Ingredients

Posted on:2009-03-30Degree:DoctorType:Dissertation
Country:ChinaCandidate:Y C HuFull Text:PDF
GTID:1114360272982039Subject:Medicinal chemistry
Abstract/Summary:PDF Full Text Request
Lysidice brevicalyx Wei belongs to the genus Lysidice in the family Fabaceae.L. brevicalyx Wei is widely distributed in Guangdong,Guangxi,Yunnan,Guizhou Provinces etc.,in China,and its roots,barks and leafs can be used as Chinese traditional medicine with the main actions of detumescence,hemostasis and analgesia.A procedure based on biological and chemical screening was designed to investigate the novel bioactive constituents from the barks of Lysidice brevicalyx Wei.It was a significant attempt to obtain novel bioactive natural products efficiently and rapidly.Experimently,LC/UV and LC/ESI-MS~n was used as method for chemical screening of antioxidant fractions.The structure information of 53 constituents from four fractions was obtained,and 16 interesting unknown constituents were likely to be new compounds.According to the results of chemical screening,the 16 unknown constituents were isolated and their structures were established as(E)-5,4′-dihydroxystilbene 3-O-[β-D-xylopyranosyl-(1→6)]-β-D-glucopyranoside(1),(E)- 5,4′-dihydroxystilbene 3-O -[β-D-glucopyranosyl-(1→2)]-β-D-xylopyranoside(2),(E)-5,4′-dihydroxystilbene 3-O-[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranoside(3),(Z)-5,4′-dihydroxy stilbene 3-O-[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranoside(4),(Z)-5,4′- dihydroxystilbene 3-O-[α-L-rhamnopyranosyl-(1→6)]-β-D-glucopyranoside(5),(E)-5,4′-dihydroxystilbene 3-O-{α-L-rhamnopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→6)]}-β-D-glucopyranoside (6),(Z)-5,4′-dihydroxystilbene 3-O-{α-L- rhamnopyranosyl-(1→2) -[α-L-rhamnopyranosyl-(1→6)]}-β-D-glucopyranoside(7),(E)-5,4′-dihydroxystilbene 3-O-[6-O-(2-methoxy)-benzoyl]-β-D-glucopyranoside(8),(E)-5,4′-dihydroxystilbene 3-O-[6-O-(3-methoxy-4-hydroxy)-benzoyl]-β-D- glucopyranoside(9),(E)-5,4′-dihydroxystilbene 3-O-[6-O-(4-hydroxyl)-benzoyl]-β- D-glucopyranoside(10),(+) lyoniresinol 3a-O-[6-(3,5-dimethoxy-4-hydroxy)- benzoyl]-β-D-glucopyranoside(11), (+)peltogynolside(12),(E)-5,4′-dihydroxy- stilbene 3-O-[α-L-rhamnopyranosyl-(1→6)] -β-D-glucopyranoside(13),(E)-5,4′-dihydroxystilbene 3-O-[6-O-(3,5- dimethoxy-4 -hydroxy)-benzoyl]-β-D-glucopyranoside(14),(+)lyoniresinol 3a-O-[6-(3-methoxy-4 -hydroxy)-benzoyl]-β-D-glucopyranoside(15),mopanolside(16).Among them,1-12 are new compounds,and 13-15 were isolated from the plants of this genus for the first time.Antioxidant activities of the isolated compounds were investigated.Compounds 8~10,14~16 exhibited obvious antioxidant effect,and especially,compound 9 was proved to be active at low,middle and high concentrations,which was stronger than those of the positive control agent vitamin E.The(+)ESI-MS~n fragmentation behaviors of thirteen stilbene glycosides isolated from the genus Lysidice were investigated.The characteristic fragmentation patterns of the compounds were discussed in detail to give some valuable conclusions.On the basis of above conclusions,the fraction including trace constituents with similar structures was investigated by HPLC/HR-MS,HPLC-DAD/ESI-MS~n analyses.As a result,the possible structures of 24 trace constituents were deduced,in which 12 ones have been obtained or identified previously in our investigation,while other 9 compounds were identified as new ones.Through the procedure based on Biological and chemical screening,the time-consuming isolation of common natural products might be avoided and the hit of success in discovering new and/or bioactive compounds might be increased dramatically.
Keywords/Search Tags:Chemical Screening, Lysidice brevicalyx Wei, Antioxidant Activity, Stilbene Glycoside, (±)ESI-MS~n fragmentation
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