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In The Flower Of The The Ying Tree Active Ingredient Instrument Fungi 053 Metabolite Research

Posted on:2010-10-03Degree:DoctorType:Dissertation
Country:ChinaCandidate:R LiuFull Text:PDF
GTID:1114360275966283Subject:Natural medicinal chemistry
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The thesis included two parts of studies on bioactivity constituents from Albizia chinensis(Osb.) Merr.and metabolites from the 053 fungus of Lysidicie rhodostegia Hance.Albizia chinensis(Osb.) Merr.,belonging to the family Leguminosae,is widely distributed in Fujian,Hunan,Guangdong,Guangxi and Yunnan Provinces,in China.Its stem barks have been used in Chinese folk medicine for the treatment of diarrhea and wounds.It is reported that the leaves and stem barks were toxic,and triterpene acid glycosides-albitocin is the main toxic components of stem barks.In our investigation, the BuOH extract of dried stem barks of A.chinensis.showed cytotoxicity against five cultured human tumor cell lines.Chromatographic fractionation led to the isolation of six compounds(1-6).The structures of five new triterpenoid saponins,named albizoside A~E(1 - 5),were established on the basis of extensive 1D and 2D NMR experiments and confirmed by chemical hydrolysis,while one known compound was identified as Julibroside J8(6).The five new triterpenoid saponins showed significant cytotoxicity with IC50 values of 0.01-7.69μM against five tumor cell lines(except compound 5 showed no activity against HCT-8).In vivo experiments,intravenous injection of total saponins of ICR mice with LD50 value of 5 mg/kg.Pharmacological activity screening showed that the EtOAc and BuOH extracts of the leaves of this plant exhibited anti-oxidant activities,from which 15 compounds were isolated.On the basis of physicochemical properties and spectroscopic methods,these compounds were elucidated as kaempferol(7),quercetin(8),kaempferol 3-O-α-L-arabinofuranoside(9), kaempferol 3-O-α-L-rhamnopyranoside(10),quercetin 3-O-α-L-rhamnopyranoside(11), quercetin 3-O-β-D-glucopyranoside(12),quercetin 3'-O-β-D-glucopyranosyl-3-O-rutinoside (13),kaempferol 3,7-di-O-β-D-glucopyranoside(14),quercetin7-O-rutinoside (15),rutin(16),D-pinitol(17),luteolin 7-O-β-D-glucopyranoside(18),(+)-lyoniresinol 3a-O-β-D-glucopyranoside(19),(-) -lyoniresinol 3α-O-β-D-glucopyranoside(20), syringin(21).The previous research by our group isolated 44 compounds from the roots of Lysidicie rhodostegia Hance,including some novel compounds of phloroglucinol derivatives.Many compounds exhibited strong biological activity,such as the expansion of vascular activity,antioxidant activity.To further search for new active compounds,while addressing the issue of medicinal resources,the author make use of PDA medium fermentation of fungus 053 of Lysidicie rhodostegia Hance.From the fermentation broth,13 compounds were isolated from the part of ethyl acetate extraction.Based on physicochemical properties and spectroscopic methods,their structures were elucidated as(p-hydroxyphenyl) ethanol(1),2-(2-hydroxy-propionyl amino)-benzamide(2),2-Acetyl-3H-quinazolin-4-one(3),Hydroxypestalopyrone(4), Rhodostegone A(5),Nectriapyrone A(6),Nectriapyrone(7),Rhodostegone B(8), Rhodostegone C(9),Rhodostegone D(10),Rhodostegone E(11),cis-Hydroxyscytalone (12),(+)-Scytalone(13).Among them,five were new compounds.These compounds including sixα-pyrone type compounds,two cyclohexenone type derivatives,two dihydronaphthalene type derivatives and three other type structures.The ethyl acetate extraction showed weak cytotoxicity with IC50 of 17.07-48.87μM.
Keywords/Search Tags:Albizia chinensis, triterpenoid saponin, fungus 053, cytotoxicity
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