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Study On Antiviral Active Components Of Oriental Pod Fern And

Posted on:2011-11-21Degree:DoctorType:Dissertation
Country:ChinaCandidate:P ShaoFull Text:PDF
GTID:1104330338955683Subject:Natural medicinal chemistry
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Matteuccia orientalis (Hook.) Trev. is a perennial herb of Matteuccia genus in Onocleaceae family, mainly distributed in Southern China. As a traditional medicinal herb, the rhizomes of M. orientalis have been used for the treatment of hemostatics and reliving ostalgia.In this thesis, the bioactivities of fractions and components isolated from the 60% ethanol extract of M. orientalis were evaluated with the bioassays of anti-HSV, anti-CVB3 and anti-influenza virus in vitro. The fraction MD6, which was the subfraction of 95%(v/v) EtOH eluate from Diaion HP20 resins, was the anti-CVB3 bioactive fraction. Through various chromatographic techniques,40 compounds were isolated from the 60% ethanol extract of M. orientalis, including 13 compounds from the anti-CVB3 bioactive fraction MD6 and 27 compounds from the other fractions. Their structures were elucidated on the basis of physico-chemical property and spectroscopic analysis. The 40 compounds from M. orientalis are (-)-matteucen A (1), (+)-matteucen A (2), (±)-matteucen B (3), (±)-thunberginol C (4), (+)-matteucen C (5), (-)-matteucen C (6), (±)-matteucen D (7), matteucen E (8), matteucen F (9), matteucen G (10), matteucen H (11), myrciacitrinⅡ(12), matteucinol-7-O-β-D-glucopyranoside (13), demethoxymatteucinol-7-O-β-D-glucopyranoside (14), methyl matteuorienate B (15), methyl matteuorienate A (16), demethoxymatteucinol (17), matteucinol (18), farrerol (19), matteucin (20),2’-hydroxymatteucinol (21),3’-hydroxymatteucinol (22), methoxymatteucin (23), strobopinin (24), poriol (25),5,7,3’,5’-tetrahydroxyflavanone (26), naringenin (27), matteuorien (28), leptorumol (29), irisolidone (30), tectorigenin (31), biochanin A (32), 4’,5,7-trihydroxyisoflavone (33), pinosylvin (34), cis-3,5-dihydroxystilbene (35), pinosylvin-5-O-β-D-glucopyranoside (36),3,5-dihydroxybibenzyl (37), trans-caffeic acid methyl ester (38), trans-3,4-dihydroxybenzalacetone (39), paeonol (40).10 compounds (1-3,5-11) are new compounds,18 compounds (4,13-14,21,24-27,29-33,35,37-40) were isolated for the first time from the Matteuccia genus and compound 36 was isolated from this plant for the first time. Among the new compounds, compounds 1 and 2,3 and 4 are enantiomers each other.Astilbe chinensis (Maxim.) Franch. et Sav. belongs to the Astilbe genus of Saxifragaceae family, which is a perennial herb found in China, Japan, Korea and South Asian countries. As an herbal remedy, the rhizomes of A. chinensis have been used to treat arthralgia, chronic bronchitis and stomachalgia. In our bioactivity-guided fractionation,10 compounds were obtained from the 60% ethanol extract of A. chinensis through various chromatographic techniques, including 4 compounds from the anti-HSV active fraction AD3,2 compounds from the anti-influenza virus active fraction ABm, and 4 compounds from the other fractions. Their structures were elucidated on the basis of physico-chemical property and spectroscopic analysis. The 10 compounds from A. chinensis are bergenin (1), norbergenin (2), aromadendrin (3), (2S)-carthamidin (4), (3S)-thunberginol C (5), (3S,4R)-4-hydroxymellein (6), (3R,4R)-4-hydroxymellein (7), (3R)-8-methoxylmellein (8), ethyl 3,4-dihydroxybenzoate (9),β-sitosterol (10)。8 compounds (2-9) were isolated for the first time from the Astilbe genus.The partial compounds from M. orientalis were evaluated with the bioassays of anti-HSV, anti-CVB3 and anti-influenza virus in vitro. Among the 38 tested compounds, compounds 20 and 30 showed antiviral activity against CVB3 and low cytotoxicity, the selectivity index (SI) were 1.4 and 16 respectively. Compounds 32 and 34 showed activity of anti-HSV and low cytotoxicity, the selectivity index (SI) were 1.4 and 0.78 respectively. The partial compounds from A. chinensis were evaluated with the bioassay of anti-HSV, and none of the 6 tested compounds showed effective activity against the HSV.
Keywords/Search Tags:Matteuccia orientalis (Hook.) Trev., Astilbe chinensis (Maxim.) Franch. et Sav., isocoumarins, benzofuranones, flavonoids, bibenzyls, phenolic acids, Herpes simplex virus, Influenza virus, Coxsackie virus B3
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