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Miriam Flower Root, Leaf, And Wild Anise Fruit Chemical Composition

Posted on:2010-09-16Degree:DoctorType:Dissertation
Country:ChinaCandidate:X F WuFull Text:PDF
GTID:1114360302470593Subject:Medicinal chemistry
Abstract/Summary:PDF Full Text Request
Lysidice rhodostegia belongs to the genus Lysidice in the family Fabaceae.Lysidice rhodostegia is widely distributed in Guangdong,Guangxi,Yunnan of China,and its roots have been used for the the treatment of ache,fractures and hemorrhage by local folks in China.Phloroglucinols,stilbenes,Flavonoids,lignans and triterpenoids have been isolated from the this plant.Among these constituents,phloroglucinols are a type of compounds with novel structures and antivasoconstriction and antioxidant activities.Nine compounds were obtained from the erthanol extract of the roots of Lysidice rhodostegia.On the basis of chemical and spectra analysises,these compouns were elucidated as lysicidin A(W1),lysicidin B(W2),lysicidin C(W3),(2S,3S,4S)-4-(3-isovisovaleryl -4-O-β-D-glucopyranosyl-2,6-dihydroxypheny1)-3,5,7,4'-tetrahydroxyflavan (W4),(2S,3S,4S)-4-(3-isovaleryl-4-O-β-D-glucopyranosyl-2,6-dihydroxyphenyl)-3,5,7, 3',4'-pentahydroxyflavan(WS),4-(3-isovaleryl-4-O-β-D-glucopyranosyl-2,6-dihydroxyphenyl) -2,3-epoxy-5,7,3',4'-tetrahydroxyflavan(W6),phloroglucinol 1-isovaleryl-2-O-(6-O-galloyl)-β-D-glucopyranoside(W7),phloroglucinol 1-(2-methylbutyryl)-2-O-β-D-glucopyranoside (W8),(E)-5,4'-dihydroxystilbene 3-O-(6-O-galloyl)-β-D-glucopyranoside (W9).Among them,W1~W3 are novel compounds,W4~W6 are compounds with rare structures from natural products,W7 is a new compound and W8,W9 were isolated from the plants of this genus for the first time.Meanwhile,the plausible pathways for the biosynthesis of novel compounds W1~W3 were postulated.Antioxidant activities of the isolated compounds were investigated.Compounds W4~W7 exhibited obvious antioxidant effect at low,middle and high concentrations,which was stronger than those of the positive control agent vitamin E.In addition,the absolute configurations of novel compounds lysidicin D,lysidicin E and lysidicin F,which were isolated previously from the roots of Lysidice rhodostegia,were determined by a solid-state CD/TDDFT approach and dimolybdenum method.The compoents in fractions from the leaves of Lysidice rhodostegia were investigated by HPLC-DAD/ESI-MS~n.As a result,the possible structures of 21 constituents were deduced.Iliicium simonsii belongs to the genus Illicium in the family Magnoliaceae.This plant was distributed in Guizhou,Sichuan,Yunnan of China and India,Burma.Its leaves and fruits have been used as Chinese folk medicine for the treatment of vomiting,chest pain,Hernia and scabies.19 compounds were isolated from 95%alcohol extract of the fruits of the plant.Among them,W10~W12 are new compounds.On the basis of spectroscopic methods,their structures were determined as 4-epi-illicinone E-12-shikimate(W10),3-hydroxyillifunone B(W11),7-hydroxy-2,3-dehydro-11-epi-illifunone C(W12),illoliganone H(W13),illoliganone G(W14),2-allyl-2-(3-methylbutenyl) -4,5-methylenedioxycyclohexa-3,5-dien-1-one(W15),illoliganone E(W16),illoliganone A(W17),illicinone E(W18),illifunone C(W19),illifunone D(W20), 2,3-dehydroillifunone C(W21),dihydrodehydrodiconifenyl alcohol(W22),trans-3-(hydrpxymethyl) -5-(3-hydroxypropyl)-7-methoxy-2-(3,4,5-trimethoxyphenyl)-2,3-dihydrob enzo[b]furan(W23),styraxlignolide C(W24),7R,7R',8S,8S-(+)-neo-olivil-4-O-β-D-glucopyranoside (W25),(1R,2S,5R,6S)-6-(3,4-dihydroxyphenyl)-2-(3,4-methylenedioxyphenyi) -3,7-dioxabicyclo[3,3,0]octane(W26),(1R,2S,5R,6S)-6-(4-hydroxy-3-methoxyphenyl) -2-(3,4-dihydroxxyphenyl)-3,7-dioxabicyclo[3,3,0]octane(W27),3,5,7-trihydroxylcchromone 3-O-β-D-xylpyranoside(W28).
Keywords/Search Tags:Composition
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