Studies On The Chemical Constituents Of Three Medicinal Plants In The Funiu Mountians

Dryopteris sublaeta Ching et Hsu. is a well-known traditional Chinese medicine, and its root is used as a antivirus and anthelminthic in the folk medicine. The Leaves of Celastrus Gemmatus Loes. have the function of invigorating the kidney and Qi, benefiting vital enery, and used to cure appetite, uterine prolapse, anal prolapse. Broussonetia papyrifera(Linn.) Vent. have the function of removing pathogenic heat blood and inducing diuresis, and the decoction of the leaves of Broussonetia papyrifera(L.) Vent is used against chronic prostatitis in the Funiu Mountians.The resources of Dryopteris sublaeta, Celastrus Gemmatus Loes.and Broussonetia papyrifera(Linn.) Vent. are very rich in the Funiu Mountians. No previous investigation has been reported on the three plants, and this dissertation is focused on the chemical studies of the three plants.The first section of this dissertation is the studies on the chemical constituents from the leaves of Dryopteris sublaeta Ching et Hsu.. We carried out a systematically phytochemical study on the constituents of this plant. 22 compounds have been isolated from the plant by various chromatographic methods and the structures of the compounds have been elucidated by spectroscopic and chemical methods, as 5,7,3'-trihydroxy-6,8-dimethyl-4'-methoxy-flavanone(GZG-9), 5,7,3'-trihydroxy-6,8-dimethyl-5'-methoxyflavanone(GZG-7),5,7,3'-trihydroxy-6,8-dimethyl-5'-methoxy-flavanone-7-O-β-D-glucopyranoside(GZG-18'), Sublaetanate A(GZG-26), Sublaetanate B(LM-13), Sublaetanate C(LM-14), 5,7-dihydroxy-6,8-dimethyl-flavanone(GZG-2),5,7-dihydroxy-6,8-dimethyl-4'-methoxyflava none(GZG-3),5,7,2'-trihydroxy-6,8-dimethylflavanone(GZG-5),5,7,4'-trihydroxy-6,8-dimeth yl-3'-methoxyflavanone-7-O-β-D-glucopyranoside(GZG-18),5-hydroxy-6,8-dimethyl-4'-met hoxyflavanone-7-O-β-D-glucopyranoside(GZG-8"), Matteuorienate A(LM-10), MatteuorienateC(LM-23),3,5-dihydroxy-trans-stilbene(DSL-6),3,5-dihydroxystilbene-3-O-neohesperid oside(GZG-17),3,5-dihydroxystilbene-3-O-β-D-glucopyranoside(GZG-13),3,5-dihydroxydip henylethane-3-O-β-D-glucopyranoside(GZG-4),3,5,4'-trihydroxystilbene-3-O-β-D-glucopyr anoside(GZG-25),3,5,4'-trihydroxydiphenylethane-3-O-β-D-glucopyranoside(LM-4),Arbu tin(GZG-11),4-hydroxy-3-methoxyphenyl-1-O-β-D-glucopyranoside(GZG-15),3,4-dimethox yphenyl-1-O-β-D-glucopyranoside(GZG-29).The second section of this dissertation is the studies on the chemical constituents from the Leaves of Celastrus Gemmatus Loes..The experiment part is composed of general experimental procedures, plant material, extraction and purification. The fresh leaves of Celastrus gemmatus Loes. were extracted with 70% aqueous acetone twice at room temperature. The extract was concentrated under reduced pressure to afford a dark-brown residue and. After the addition of a little H₂O, extracted by ethyl ether, ethyl acetate, n-butanol, respectively. The ethyl acetate, n-butanol and water parts were chromatographied over macroporous absorption resin Diaion HP-20 respectively with aqueous methanol gradiently. Their fractions from resin were repeatedly chromatographied over Sephadex LH-20, Toyopearl HW-40, Silica gel columns to yield 11 compounds.The structural features of the compounds were identified by physiochemical characteristics and spectral methods such as UV, IR, MS, ¹H-NMR, ¹³C-NMR, ¹H-¹H COSY, HSQC, HMBC, and so on. Among the compounds, there were two new ones, (-)-massoniresinol-3a-O-β-D-glucopyranoside(GLY-11) and 5, 7, 4'-trihydroxy-3'-methoxyflavone-7-O-β-D-galacturonide (H-3). The other 9 compounds were isolated from this plant for the first time, they were kaempferol-3-O-α-L-rhamnopyranoside-(1→6)-β-D-glucopyranoside (NST-2), kaempferol-3-O-β-D-glucopyranoside (Astragalin) (NST-4), kaempferol-3-O-α-L-rhamnopyranoside-(1→2)-β-D-glucopyranoside(NST-6),ambrosidine(NST-10),apig enin-7-O-β-D-glucuronide(NST-12),isolariciresinol-9-O-β-D-glucopyranoside(NST-14), apigenin-7-O-β-D-glucuronide methyl ester (NST-16), quercetin 3-O-neohesperidoside (NST-27), Syringin(H-4).The third section of this dissertation is the studies on the the leaves of Broussonetia papyrifera (L.) Vent.. We carried out a systematically phytochemical study on the leaves of Broussonetia papyrifera (L.) Vent. and 30 compounds have been isolated from the the leaves of Broussonetia papyrifera(L.) by various chromatographic methods. The structures of 12 compounds have been elucidated by spectroscopic and chemical methods, as apigenin (LHW-8), Luteolin(LHW-9), 3β-hydroxy-5α,6α-epoxy-β-ionone-2α-O-β-D-glucopyranoside (ELHW-6), (6S,9S)-6-hydroxy-3-oxo-α-ionol-9-O-β-D-glucopyranoside (ELHW-8), IcarisideB1(ELHW-15), (6S,9S)-3β-hydroxy-5α,6α-epoxy-β-ionol-2α-O-β-D-glucopyrano side (ELHW-4), (6S,9S)-3β-hydroxy-5α, 6α-epoxy-Acetyl-β-ionol-2α-O-β-D-glucopyranoside (ELHW-3), apigenin-7-O-β-D-glucopyranoside (ELHW-14), chrysoerid-7-O-β-D-Glucopyranoside(ELHW-12),vitexin-7-O-β-D-glucopyranoside(ZLHW-8),isoorien tin(ZLHW-10),5,7,4'-trihydroxyl-6-C-[α-L-Rhamnopyranosyl-(1→2)]-β-D-glucopyranosyl(ZLHW-9), 5,7,4'-trihydroxyl-8-C-[α-L-Rhamnopyranosyl (1→2)]-β-D-glucopyranosyl (ZLHW-9'). Among them, there are 2 new compounds, including ELHW-3 and ELHW-4. All the compounds are obtained from Broussonetia papyrifera (Linn.) Vent. for the first time.