OBJECTIVETo study chemical constituents from the roots of Saussurea lappa.

METHODChemical constituents were separated and purified by various techniques such as silica gel column chromatography, Sephadex LH-20 and reversed phase RP-18 column chromatography. Their structures were identified on the basis of spectral data.

RESULTSeventeen compounds were separated and identified as ascleposide E(1), (+)-1-hydroxypinoresinol-4"-O-methyl ester-4'-beta-D-glucopyranoside (2), (+)-1 -hydroxypinoresinol-4"-O-beta-D-glucopyranoside(3), (+)-1-hydroxypinoresinol-1-O-P-D-glucopyranoside (4), phenyl-beta-D-glucopyranoside (5), benzyl-beta-D-glucopyranoside (6), n-butyl-beta-D-glucopyranoside (7), ilicic alcohol (8), beta-cyclocostunolide (9), reynosin (10), 11beta, 13-dihydroreynosin (11), arbusculin A(12), 1beta-hydroxy-arbusculin A (13), santamarin (14), dehydrocostuslactone (15), 11beta, 13-dihydro-3-epizaluzanin C(16)and costunolide (17).

CONCLUSIONCompounds 1-2 were separated from this genus for the first time,and compounds 3,5-7 were separated from this plant for the first time.

Ethanol ; chemistry ; Glucosides ; chemistry ; Lactones ; chemistry ; Plant Roots ; chemistry ; Saussurea ; chemistry ; Sesquiterpenes ; chemistry ; Sesquiterpenes, Eudesmane ; chemistry

Chemical fractionation of the n-BuOH partition, which was generated from the EtOH extract of the flower buds of Tussilago farfara, afforded a series of polar constituents including four new sesquiterpenoids (1-4), one new sesquiterpenoid glucoside (5) and one known analogue (6) of the eudesmane type, as well as five known quinic acid derivatives (7-11). Structures of the new compounds were unambiguously characterized by detailed spectroscopic analyses, with their absolute configurations being established by X-ray crystallography, electronic circular dichroism (ECD) calculation and induced ECD experiments. The inhibitory effect of all the isolates against LPS-induced NO production in murine RAW264.7 macrophages was evaluated, with isochlorogenic acid A (7) showing significant inhibitory activity.
Animals ; Flowers/chemistry* ; Glucosides/pharmacology* ; Mice ; Sesquiterpenes/pharmacology* ; Sesquiterpenes, Eudesmane/pharmacology* ; Tussilago/chemistry*

We explored the correlations between the color difference values [ΔL~*(lightness), Δa~*(red-green), Δb~*(yellow-blue)] and the content of four active components(including sesquiterpenoids and polyacetylenes) in the powder of Atractylodes lancea and A. chinensis, aiming to provide reference for the quality evaluation of Atractylodis Rhizoma and establish a qualitative model that can distinguish between A. lancea and A. chinensis based on the chromatic values. The tristimulus values(L~*, a~*, and b~*) of 23 batches of A. lancea and A. chinensis were measured by a color difference meter. The content of atractylenolide Ⅱ, β-eudesmol, atractylodin, and atractylone in the 23 batches of samples were measured by high performance liquid chromatography(HPLC). Principal component analysis(PCA) and partial least squares-discriminant analysis(PLS-DA) were performed to establish the qualitative models for distinguishing between A. lancea and A. chinensis. SPSS was employed to analyze the correlations between the tristimulus values and the content of the four index components. The results showed that the established PCA and PLS-DA models can divide the A. lancea and A. chinensis samples into two regions, and the tristimulus values of A. lancea and A. chinensis were positively correlated with the content of β-eudesmol and atractylodin. Therefore, the PCA and PLS-DA models can successfully identify A. lancea and A. chinensis, and the appearance color can be used to quickly predict the internal quality of Atractylodis Rhizoma. This study provides a reference for the quality evaluation of Atractylodis Rhizoma and the modern research on the color of Chinese medicinal materials.
Atractylodes ; Sesquiterpenes, Eudesmane ; Drugs, Chinese Herbal ; Rhizome ; Excipients

Five sesquiterpenoids were isolated from 90% ethanol extract of Croton yunnanensis by silica gel,Sephadex LH-20 column chromatography,as well as prep-HPLC methods. Based on MS,1 D and 2 D NMR spectral analyses,the structures of the five compounds were identified as 11-methoxyl alismol(1),6β,7β-epoxy-4α-hydroxyguaian-10-ene(orientalol C,2),multisalactone D(3),arvestonol(4),and 4,5-dihydroblumenol A(5). Compound 1 was a new guaiane-type sesquiterpenoid. Compounds 2-4 were isolated from the Croton genus for the first time,and compound 5 was obtained from this plant for the first time.
Croton ; Magnetic Resonance Spectroscopy ; Molecular Structure ; Sesquiterpenes ; Sesquiterpenes, Guaiane

Guaiane-type sesquiterpenoids are a class of terpenoids with [5,7] ring-fused system as the basic skeletal structure composed of three isoprene units, which are substituted by 4,10-dimethyl-7-isopropyl. According to the difference in functional groups and degree of polymerization, they can be divided into simple guaiane-type sesquiterpenoids, sesquiterpene lactones, sesquiterpene dimers, and sesquiterpene trimers. Natural guaiane-type sesquiterpenoids are widely distributed in plants, fungi, and marine organisms, especially in families such as Compositae, Zingiberaceae, Thymelaeaceae, Lamiaceae, and Alismataceae. Guaiane-type sesquiterpenoids have good antibacterial, anti-inflammatory, anticancer, and neuroprotective effects. In this paper, the novel guaiane-type sesquiterpenoids isolated and identified in recent 10 years(2013-2022) and their biological activities were reviewed in order to provide refe-rences for the research and development of guaiane-type sesquiterpenoids.
Humans ; Molecular Structure ; Sesquiterpenes, Guaiane ; Asteraceae/chemistry* ; Sesquiterpenes

To study the chemical constituents in the non-alkaloid part of stems of Dendrobium nobile. The macroporous adsorption resin, MCI, silica gel, RP-C_(18), and Sephadex LH-20 gel, preparative thin layer chromatography, and preparative high-performance liquid chromatography(HPLC) were used to isolate and purify the compounds. The structures of the compound were determined according to the spectra data, physicochemical properties, and relevant references. A total of 8 compounds were isolated from D. nobile, which were soltorvum F(1), p-hydroxyphenylpropionic acid(2), vanillic acid(3), p-hydroxybenzoic acid(4), N-trans-cinnamic acid acyl-p-hydroxybenzene ethylamine(5),(+)-(1R,2S,3R,4S,5R,6S,9R)-2,11,12-trihydroxypicrotoxane-3(15)-lactone(6), dendronobilin H(7), soltorvum E(8). Compound 1 was a novel compound, named as soltorvum F. Compound 8 was isolated from Dendrobium species for the first time.
Dendrobium/chemistry* ; Molecular Structure ; Sesquiterpenes, Guaiane ; Sesquiterpenes/chemistry*

The aim of the study was to investigate the sesquiterpene constituents from the rhizomes of Curcuma wenyujin Y. H. Chen et C. Ling. The isolation and purification of the constituents from the 50% EtOH extracts of the rhizomes were performed with repeated column chromatography over sillica gel and macroporous resin. Eight sesquiterpenes were obtained and identified as wenyujinlactone A (1), neolitamone A (2), zedoarondiol (3), isozedoarondiol (4), aerugidiol (5), curcumol (6), curdione (7) and (1R, 10R)-epoxy-(-)-1, 10-dihydrocurdine (8) by means of spectral analysis. Among them, compound 1 was found to be a new eudesmane sesquiterpene lactone, whilst compounds 2-5 were obtained from this plant for the first time.
Curcuma ; chemistry ; Molecular Structure ; Plants, Medicinal ; chemistry ; Rhizome ; chemistry ; Sesquiterpenes, Eudesmane ; chemistry ; isolation & purification

Laggera plants are traditionally used as folk medicine to treat bacterial infection, inflammation and fever in China. Three species, Laggera alata, L. intermedia and L. pterodonta, grow in China. Modem clinical studies show that L. pterodonta is a good medicine against inflammation. More than 100 compounds were obtained from these plants. In order to assist in medicinal application of this species of plants, progresses made in this field are systemically reviewed in this article.
Asteraceae ; chemistry ; classification ; Flavonols ; chemistry ; isolation & purification ; Molecular Structure ; Plants, Medicinal ; chemistry ; classification ; Sesquiterpenes, Eudesmane ; chemistry ; isolation & purification

OBJECTIVETo develop a RP-HPLC method for determination of beta-eudesmol in rhizome of Atractylodes lancea, and to provide valuble data for quality control of A. lancea.

METHODThe samples were separated on an Inertsil ODS-3 (4.6 mm x 250 mm, 5 microm) column with the mobile phase of acetonitrile-water (68:32). Flow rate was 1.0 mL x min(-1). The detection wavelength was set at 200 nm. Column temperature was 25 degrees C.

RESULTThe contents of beta-eudesmol determinated was 0.833-4.466 mg x g(-1), The linear range of beta-eudesmol was 0.048-1.200 microg (r = 0.999 9), the average recovery was 99.3%, RSD was 1.4% (n = 9).

CONCLUSIONThe method for quantitation of beta-eudesmol in A. lancea was accurate and reliable, which can be used to evaluate the quality of rhizome of A. lancea.

Atractylodes ; chemistry ; Chromatography, High Pressure Liquid ; methods ; Plants, Medicinal ; chemistry ; Quality Control ; Reproducibility of Results ; Rhizome ; chemistry ; Sesquiterpenes, Eudesmane ; analysis ; standards

Six compounds were isolated from the aerial part of cultivated Clerodendranthus spicatus in Hainan with various chromatographic techniques,and their structures were determined as:1-dehydroxy-1-oxo-rupestrinol(1),N-trans-feruloyltyramine(2),methyl 3,4-dihydroxyphenyllactate(3),caffein acid(4),methyl caffeate(5) and ethyl caffeate(6),via analysis of physicochemical properties and spectroscopic evidence.Compound 1 was a new compound,while compounds 2 and 3 were isolated from C.spicatus for the first time.Biological activity results showed that compounds 2-4 exhibited α-glucosidase inhibitory activity with different inhibition ratio.
China ; Glycoside Hydrolase Inhibitors ; isolation & purification ; pharmacology ; Lamiaceae ; chemistry ; Molecular Structure ; Phytochemicals ; isolation & purification ; pharmacology ; Sesquiterpenes, Eudesmane ; isolation & purification ; pharmacology