| In Chinese Pharmacopoeia (Edition2010), there are three authorized rhubarbs, namely R. palmatum L., R. tanguticum Maxim, ex Balf and R. officinale Bail with the roots and rhizomes generally called official rhubarbs.In this doctoral dissertation, the phytochemical and antitumor activity test were carried out on the medicinal plants of Rheum tanguticum Maxim, ex Balf. and Rheum officinale Baill.. Meanwhile, the advance in the recent research of chemical constituents and pharmacological activities of rhubarb were summarized.The roots of Rheum tanguticum Maxim, ex Balf. and Rheum officinale Baill. were systematically studied in chemistry by means of chromatography methods and spectral technologies.From Rheum tanguticum Maxim, ex Balf.,11anthroquinones: emodin(TGT01),chrysophanol(TGT02),physcion(TGT05),chrysophano11-O-β-D-glucop yranoside(TGT06),rhein8-O-β-D-glucopyranoside(TGT07),rhein(TGT08),aloe-emodinl-O-β-D-glucopyranoside(TGT016),aloe-emodin8-O-β-D-glucopyranoside(TGT017), chrysophanol8-O-β-D-glucopyranoside(TGT27),emodin8-0-β-D-glucopyranoside(TGT28),emodinl-O-β-D-glucopyranoside(TGT32);8phenylbutanones:lindleyin(TGT09),4-(4’-hydroxyphenyl)-2-butanone-4’-O-β-D-glucopyranoside(TGT12),4-(4’-hydroxyphenyl)-2-butanone4’-O-β-D-(6"-O-trans-p-coumaroyl)-glucopyranoside(TGT21),4-(4’-hydroxy phenyl)-2-butanone-4’-O-β-D-(2"-O-galloyl-6"-O-p-coumaroyl)-glucopyranoside(TGT22),isolindleyin(TGT23),4-(4’-O-β-D-glucopyranosyl-3’,5’-dimethoxyphenyl)-2-butanone( TGT30),4-(4’-O-β-D-glucopyranosyl-3’-methoxyphenyl)-2-butanone(TGT31),4-(4’-hydr oxyphenyl)-2-butanone4’-0-P-D-(6"-O-cis-p-coumaroyl)-glucopyranoside(TGT35);Two tannins:(-)-epicatechin3-O-gallate(TGT03),(+)-catechin(TGT04); Three cinnamic acid: p-coumaric acid glucoside(TGT10),4-hydroxy-benzenepropanoic acid methyl ester (TGT19),trans-cinnamic acid(TGT20); Three naphthalenoids:torachrysone8-O-β-D-glucopyranoside(TGT11),6-methoxy-2-acetyl-3-methyl-1,4-naphthoquinone-8-O-β-D-g1ucopyranoside(TGT14),6-hydroxymusizin8-O-β-D-glucopyranoside(TGT25); Two stilb enes:resveratrol4’-O-β-D-glucopyranoside(TGT15),resveratrol4’-O-β-D-(6"-O-galloyl)-glucopyranoside(TGT29);7other compounds:heptacosane (TGT18),5-(3-methoxy-4-O-β-D-glucopyranoside)-phenyl-2-methyl-2-cyclopentene-l-one(TGT24),phlorizin(TGT26),2,5-dimethy-7-hydroxychromone-7-0-β-D-glucopyranoside(TGT34),4-O-β-D-glucop yranoside-3,5-methoxyl-benzoic acid(TGT33),2,5-dimethyl-8-hydroxy naphthopyrone10-O-β-D-glucopyranoside(TGT26),1-4-(hydroxylbenzoyl)-glucose(TGT13). Among the m, two were new compounds, nine compounds were identified from Rheum tanguticum for the first time and twelve were for the first time from the genus Rheum.From Rheum officinale Baill., eight anthroquinones:1-methyl-2-carboxyl-3,6,8-trihydroxyl-9,10-anthraquinone(YY01),ω-hydroxylemodin(YY04),physcion-8-O-β-D-glu copyranoside(YY08),emodin(YY09),chrysophanol(YY10),physcion(YY11),chrysophanol1-O-β-D-glucopyranoside(YY12), chrysophanol8-O-β-D-glucopyranoside(YY14);Two flavonoids:camphyrol(YY02),3’,5’,5,7-tetrahydroxyflavanone(YY15);Three naphthoquin ones:torachrysone-8-O-β-D-gIucopyranoside(YY13),6-methoxy-2-acetyl-3-methyl-1,4-naphthoquinone-8-O-β-D-glucopyranoside(YY16),2-methoxy-6-acetyl-7-methyl-juglone (YY20); Two anthrones:10R-3-methyl-1,8,10-trihydroxy-10-p-D-glucopyranosyl-9(10H)-Anthracenone(YY17),10S-3-methyl-1,8,10-trihydroxy-10-β-D-glucopyranosyl-9(10H)-Anthracenone(YY18); Two gallic acids:progallin A(YY03), gallic acid(YY19); One phenylbutanone:4-(4’-hydroxyphenyl)-2-butanone-4’-O-β-D-glucopyranoside(YY05); Two other compounds:4-hydroxybenzoic acid (YY06),2-(2’-hydroxypropyl)-5-methyl-7-hydroxychromone(YY07). Among them, one was new natural compound, nine compounds were identified from Rheum officinale for the first time and five were for the first time from the genus Rheum.A rapid ultra performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry (UPLC/ESI-Q-TOF MS/MS) was performed to investigate the chemical constituents of the three official rhubarb including R. palmatum L., R. tanguticum Maxim, ex Balf and R. officinale Bail. On the basis of the ion peak of retention time, the precise molecular weight, the fragmentation behaviors and comparison of the data with reference standards and literatures,53compounds in R. tanguticum including11anthroquinones,1anthrone,4stilbenes,14tannins,11acylglucosides,8phenylbutanones,3naphthalenoids and1others; Among them,16compounds were described for the first time from R. tanguticum and9were for the first time from the genus Rheum.45compounds in R. officinale including13anthroquinones,4anthrones,2stilbenes,9tannins,12acylglucosides,3naphthalenoids and1others; Among them,26compounds were described for the first time from R. officinale and10were for the first time from the genus Rheum.48compounds in R. palmatum including13anthroquinones,2anthrone,1stilbenes,11tannins,12acylglucosides,5phenylbutanones,3naphthalenoids and1chromone, were characterized; Among them,28compounds were described for the first time from R. palmatum and6were for the first time from the genus Rheum.The cytotoxicity of some compounds was studied with MTT methods. Results show that Compound YY20showed strong cytotoxic activity IC50=0.055umol/ml on cell Hela, a certain degree of inhibition IC50=0.123umol/ml on cell A549. Compound TGT24showed a certain degree of inhibition IC50=0.122,0.098umol/ml on cells Hela and A549.Based on the compounds seperated from rhubarb, The extraction and separation method for anthraquinones and butyrophenones from rhubarb was summarized. The spectroscopic feature of the two types of components was analyzed, summarized and discussed. Provide reference for the identification of the two types of components.The research results, not only find new structure and activity significant compounds, but also enrich the chemical constituents of rhubarb; Finally, for the qualitative and quantitative analysis of rhubarb provide scientific evidences for the further research and application of rhubarb. |
PDF Full Text Request