ABSTRACT
Three butylphthalide derivatives were isolated from the Rhizome of Ligusticum chuanxiong using a series of isolation and purification approaches including macroporous resin, ODS-A column, Sephadex LH-20 and preparative HPLC. These structures were elucidated based on extensive spectroscopic data (UV, IR, HR-ESI-MS and NMR) and identified as (3Z,3aE)-(6R,7R,2'S)-6-hydroxy-7-(2-carboxyl-2-hydroxyethylthio)-3-(2-hydroxybutylidene)-4,5,6,7-tetrahydro-phthalide (1), (3Z,3aZ)-3-butylidene-6,7-dihydroxy-4,5,6,7-tetrahydro-phthalide 7-O-α-D-glucopyranosyl-(1→2)-β-D-fructo-furanoside (2) and 3-(3-β-D-glucopyranosyloxy-butylidene)-7-hydroxy-phthalide (3).
ABSTRACT
In our study of the chemical constituents of the dried mature fruits of Arctium lappa L., ten compounds were isolated by various chromatography methods and preparative HPLC. Their structures were elucidated as (7R,8R)-4,7,9,9'-tetrahydroxy-3,3'-dimethoxy-8-4'-oxyneolign-7'-ene-9'-O-β-D-glucopyranoside (1), (7R,8R)-4,7,9,9'-tetrahydroxy-3,3'-dimethoxy-8-O-4'-neolignan-9'-O-β-D-glucopyranoside (2), (7R,8R)- 4,7,9,9'-tertahydroxy-3,3'-dimethoxy-8-4'-oxyneolignan (3), (7S,8R)-dihydrodehydrodiconiferylalcohol-4-O-β- D-glucopyranoside (4), (7S,8R,7'R,8'R)-pinoresinol-4,4'-di-O-β-D-glucopyranoside (5), (8S,7'S,8'R)-4,4',9'- trihydroxy-3,3'-dimethoxy-7',9-epoxylignan-7-oxo-4'-O-β-D-glucopyranoside (6), 2-methoxy-4-hydroxyphenol- 1-O-β-D-xylopyranosyl-(1→6)-O-β-D-glucopyranoside (7), 3-methoxy-4-hydroxyphenol-1-O-β-D-xylopyranosyl- (1→6)-O-β-D-glucopyranoside (8), 4-hydroxy-3-methoxybenzylalcohol-4-O-β-D-xylopyranosyl-(1→6)-O-β-D- glucopyranoside (9) and 2-phenethyl β-primeveroside (10) by their spectroscopic data (IR, UV, CD, MS, HR-ESI-MS, and 1D and 2D NMR) and comparison to literature data. Compound 1 is a new 8-O-4'-neolignan. Compounds 2-10 were isolated from the dried mature fruits of Arctium lappa L. for the first time.
ABSTRACT
Two flavanone glucosides were isolated from the 80% ethanol extract of Glycyrrhiza uralensis using various chromatographic techniques, including macroporous adsorbent resin, RP-C18, Sephadex LH-20, MCI and preparative HPLC. On the basis of chemical properties and spectra data, these compounds were identified as (2S)-liquiritigenin-4'-O-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranoside (1), (2R)-liquiritigenin-4'-O-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranoside (2), respectively. Compounds 1 and 2 are new compounds, and their aglycones are enantiomers.
ABSTRACT
Based on the theory of traditional Chinese medicine, modern methods for drug investigation such as molecular targets in vitro and effects in vivo were used to study the prescription of Jingdan Yimin(JD), including selection of raw materials, composition, proportion, and effective dose of the compounds for treatment of metabolic syndrome. The IRF mice models, characterized by insulin resistance and hypercholesterolemia, were induced by high fat diet. The insulin sensitivity was estimated with insulin tolerance test(ITT) and glucose tolerance test(GTT); the levels of blood glucose and total cholesterol(TC), and the activities of α-glucosidase, protein tyrosine phosphatase 1B(PTP1B), and fructose phosphate amide transferase(GFAT)were measured with biochemical methods, respectively. The sample H13(h) extracted from Rhodiola crenulata, Y12(y) from Cordyceps militaris, and D(d) from Rheum palmatum were selected according to the inhibition activity on both PTP1B and α-glucosidase in vitro, regulation on hypercholesterolemia in IRF mice, and effects on GFAT activity, respectively; their synergistic effects on the treatment of metabolic syndrome were determined in IRF mice; composition proportion of h∶y∶d was measured in accordance with the results of L8(27) orthogonal experiments targeting on the inhibition of both PTP1B and α-glucosidase; finally, the effective dose was assessed based on the effects on IGT and hypercholesterolemia, respectively, in IRF mice. In conclusion, the prescription JD is composed by R. crenulata, C. militaris, and R. palmatum with the rate of 20∶1∶1, and its effective oral dose is 200 mg•kg⁻¹ for treatment of metabolic syndrome; its main mechanism is to inhibit the targets PTP1B and α-glucosidase. Monarch drug, R. crenulata, can clear away the lung-heat, tonify Qi, resolve stasis and nourish the heart. Adjuvant drug, C. militaris, can tonify the lung Qi and the kidney essence, strengthen waist and knee, accompanied with R. crenulata to enhance the function of invigorating lung and kidney. Assistant drug, rhubarb, can clear heat, detoxify, and remove blood stasis. These three herbs are compatible to show the effects of tonifying Qi, nourishing essence, clearing heat, reducing phlegm and resolving masses for the treatment of metabolic syndrome.
ABSTRACT
<p><b>OBJECTIVE</b>To study the chemical constituents from the flowers of Carthamus tinctorius.</p><p><b>METHOD</b>Compounds were isolated by chromatographic techniques. Their structures were elucidated by spectral methods.</p><p><b>RESULT</b>Ten compounds were identified as 7,8-dimethylpyrazino [2,3-g] quinazolin-2, 4-(1H, 3H) -dione (1), adenosine (2), adenine (3), uridine (4), thymine (5), uracil (6), roseoside (7), 4'-O-dihydrophaseic acid-beta-D-glucopyranoside methylester (8), 4-O-beta-D-glucopyranosyloxy-benzoic acid (9) and p-hydroxybenzoic acid (10).</p><p><b>CONCLUSION</b>Compounds 1 and 8 were isolated from natural plants for the first time, and compounds 7, 9 and 10 were isolated from this plant for the first time.</p>
Subject(s)
Carthamus tinctorius , Chemistry , Drugs, Chinese Herbal , Chemistry , Flowers , ChemistryABSTRACT
<p><b>OBJECTIVE</b>To study the chemical constituents from the roots of Cudrania cochinchinensis.</p><p><b>METHOD</b>The chemical constituents of C. cochinchinensis were isolated and purified by silica gel, polyamide column chromatography, Their structures were identified on the basis of spectroscopic data.</p><p><b>RESULT</b>Six compounds were isolated and identified. Their structures were established as 3, 5, 7, 4"-tetrahydroxyflavanone-7-O-(6"-acetyl)-glucoside (1), 3, 5, 7, 4'-tetra hydroxyflavanone-7-O-glucoside (2), 2', 4', 5, 7-tetrahydroxy-6-prenyldihydroflavanone (3), 5, 7, 4'-trihysdroxy-6-prenylisoflavanone (4), 1, 3, 5, 6-tetrahydroxyxanthone (5), stilbene-2, 4, 3', 5'-tetraol (6).</p><p><b>CONCLUSION</b>Compound 1 was isolated from this genus, while compounds 4 and 5 were isolated from this plant for the first time.</p>
Subject(s)
Flavanones , Chemistry , Glucosides , Chemistry , Moraceae , Chemistry , Plant Roots , Chemistry , Plants, Medicinal , Chemistry , Xanthones , ChemistryABSTRACT
<p><b>OBJECTIVE</b>To study the chemical constituents from root of Prismatomeris tetrandra.</p><p><b>METHOD</b>Compounds were isolated by chromatographic techniques on silica gel column. Their structures were elucidated by chemical and spectral methods.</p><p><b>RESULT</b>Six compounds were identified as 1-hydroxy-2-methylanthraquinone (I), 2-hydoxy-3-methoxyanthraquinone (II), 1, 3-dihydroxy-2-methoxyanthraquione (II), rubiadin (IV), rubiadin-1-methyl ether (V) and beta-sitosterol (V).</p><p><b>CONCLUSION</b>I, II and III were isolated from the plant for the first time.</p>
Subject(s)
Anthraquinones , Chemistry , Plant Roots , Chemistry , Plants, Medicinal , Chemistry , Rubiaceae , ChemistryABSTRACT
<p><b>AIM</b>To study the chemical constituents of Rhododendron ovatum Planch.</p><p><b>METHODS</b>The chemical constituents were isolated and purified by silica gel column chromatography and identified on the basis of their physiochemical and spectral data.</p><p><b>RESULTS</b>Seven compounds were isolated and identified. Their structures were established as 3,5,7-trihydroxylchromone 3-O-beta-D-xylopyranoside (I), taraxerol (II), beta-sitosterol (III), betulinic acid (IV), quercetin (V), quercetin-3-O-alpha-L-rhamnopyranoside (VI), and D-glucose (VII).</p><p><b>CONCLUSION</b>Compound I is a new compound. Compounds II-VII were isolated from this plant for the first time.</p>