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1.
China Pharmacy ; (12): 1056-1060, 2019.
Article in Chinese | WPRIM | ID: wpr-816989

ABSTRACT

OBJECTIVE: To compare low-polarity volatile constituents in supercritical CO2 extract from the roots and stem of Ilex asprella and its effects on the proliferation of IEC-6 in vitro, and to provide reference for making full use of wild resources of I. asprella and expanding its medicinal parts. METHODS: The low-polarity volatile constituents were extracted from the root and stem of I. asprella with supercritical fluid CO2 extraction(SFE-CO2). The chemical constituents were analyzed by GC-MS. IEC-6 cells were treated with different concentrations of supercritical CO2 extracts (0, 1, 5, 10, 20, 40, 60, 80, 100 μg/mL) from roots or stems of I. asprella. MTT assay was used to detect the relative viability, and cell proliferation curve was drawn and EC50 of each extract were calculated. RESULTS: Sixty-two and forty-six low-polarity volatile constituents were identified from supercritical CO2 extract in the roots and stem of I. asprella with GC-MS; there were 24 common constituents totally, mainly including pelargonic acid(14.18% and 6.14%),octanoic acid(10.59% and 4.35%),hexanoic acid(8.63% and 10.86%),paeonol(7.79% and 6.00%),2-methyl-3-phenyl-propanal(6.3% and 0.58%),acetic acid(1.72% and 33.77%) in root and stem, respectively. The results of cell culture in vitro showed that when the concentration of supercritical CO2 extract from the roots and stems of I. asprella was lower (≤60 μg/mL), it could significantly promote the proliferation of IEC-6 cells and their EC50 were 16.35, 20.20 μg/mL, respectively; when the concentration of the extract was higher (≥80 μg/mL), it showed cytotoxicity and inhibited the proliferation of IEC-6 cells. CONCLUSIONS: There are similar species of volatile constituents in roots and stems of I. asprella and similar in vitro bioactivity of the supercritical CO2 extracts to IEC-6 cells. The short-chain fatty acids may be the active ingredient to promote cell proliferation, while paeonol may be the cytotoxic active ingredient.

2.
Article in Chinese | WPRIM | ID: wpr-851100

ABSTRACT

Objective: The medicinal plant Ilex asprella contains various biologically active sulfonated triterpenoids and triterpenoid saponins. The objective of this study was to clone sulfotransferases (ST) from I. asprella and facilitate the elucidation of the sulfonation mechanism therein. Methods: The physicochemical properties, secondary structure and tertiary structure of two ST candidates of IaST1 and IaST2 were forecasted and analyzed using related software. IaST1 and IaST2 were cloned by RT-PCR and expressed in Escherichia coli. Results: The open reading frame (ORF) of IaST1 was 1 002 bp long and encoded a protein of 333 amino acids with the calculated molecular weight of 55 500, while the ORF of IaST2 was 993 bp long and encoded a protein of 330 amino acids with the calculated molecular weight of 54 700. Both contain the five highly conserved domains of ST. Phylogenetic analysis revealed that IaST1 and IaST2 were genetically closely related and clustered together with flavonol C-3 ST of Flaveria bidentis. Conclusion: This is the first report on the cloning of STs from I. asprella, providing an important basis for further investigations into their functions and roles in the biosynthesis of sulfonated triterpenoids in I. asprella.

3.
Article in Chinese | WPRIM | ID: wpr-775348

ABSTRACT

Phytochemical investigation on Ilex asprella stems by using various chromatographic techniques led to the isolation of 18 phenolic constituents. Based on spectroscopic data analyses and/or comparison of the spectroscopic data with those in literature, these constituents were identified, including two lignans (1, 2), five phenylpropanes (3-7), six chlorogenic analogues (8-13), and five benzoic analogues (14-18). Among them, compounds 3-7, 9, 11, 13, 14, 17, and 18 were isolated from genus Ilex for the first time, and 2, 8, 10, 15, and 16 were isolated from this species for the first time. The in vitro anti-inflammatory assay results showed that compounds 8, 9, 11, 13, and 15 possessed moderate inhibition on the NO production in RAW264.7 cells with IC₅₀ values of 51.1-85.8 μmol·L⁻¹. The present study brought preliminary reference for the clarification of therapeutic ingredients of I. asprella with anti-inflammatory efficacy and its quality evaluation.


Subject(s)
Animals , Mice , Anti-Inflammatory Agents , Pharmacology , Ilex , Chemistry , Nitric Oxide , Metabolism , Phenols , Chemistry , Phytochemicals , Pharmacology , Plant Stems , Chemistry
4.
Article in Chinese | WPRIM | ID: wpr-258487

ABSTRACT

A new δ-oleanane-type triterpenoid glycoside, 3-O-(3-O-sulfo)-β-D-glucopyranosiduronic acid 3β-hydroxy-13(18)-oleanen- 28-oic acid 28-β-D-glucopyranosyl ester (1), along with ten known triterpenoid glycosides, rotundinoside A (2), oblonganoside M (3), 3-O-β-D-glucopyranosyl-(1→2)-α-L-arabinopyranosyl 3β,19α-dihydroxy-20α- urs-12-en-28-oic acid 28-O-β-D- glucopyranosyl ester (4), ilexsaponin B2 (5), ilexside Ⅱ (6), rotundinoside B (7), ilekudinoside B (8), ilexpublesnin E (9), ilekudinoside D (10) and ilexpernoside D (11), was isolated from the 75% ethanol extract of the roots of Ilex asprella by various chromatographic separation. Their structures were identified on the basis of MS, NMR spectroscopic analysis and chemical methods. In addition, 2-11 were isolated from I. asprella for the first time.

5.
Article in Chinese | WPRIM | ID: wpr-230999

ABSTRACT

Ilex asprella is one of representative medicinal plants in South of the Five Ridges of China. The roots and rhizomes of I. asprella have the effects of clearing heat and detoxifying, stimulating salvia, and reducing thirst, which has been used to treat wind-heat cold, acute and chronic pharyngitis, and sore throat. Contemporary studies showed that I. asprella contains the major triterpenoids and glycosides, phenolic acids, and minor steroids. The extracts and compounds show activities of anti-inflammatory, antiviral, anti-tumor, and regulating lipid metabolism.The present paper summarizes a phytochemical and pharmacological advance on this species to provide reference for clarification of its pharmacologically active ingredients, quality evaluation, and further explorations.

6.
Article in Chinese | WPRIM | ID: wpr-335728

ABSTRACT

Phytochemical investigation on the stems of Ilex asprella by using various chromatographic techniques led to the isolation of 13 compounds. By spectroscopic analyses and comparisons the spectral data with those in literatures, these compounds were identified as salicifoneoliganol(1), rel-(7R,8S)-3,3',5-trimethoxy-4',7-epoxy-8,5'-neolignan-4,9,9'-triol 9-β-D-glucopyranoside(2),(+)-cycloolivil(3),(+)-syringaresinol-4'-O-β-D-monoglucoside(4), liriodendrin(5), caffeic acid (6), 3,4-dihydroxy-5-methoxybenzaldehyde(7), benzene-1,2,4-triol(8), 3,4,5-trimethoxyphenyl-1-O-β-D-apiofuranosyl(1″→6')-glucopyranoside(9), aeculetin(10), cryptochlorogenic acid ethyl ester(11), chlorogenic acid ethyl ester(12), and rel-5-(3S,8S-dihydroxy-1R,5S-dimethyl-7-oxa-6-oxobicyclo [3,2,1]oct-8-yl)-3-methyl-2Z,4E-pentadienoic acid(13). Among them, compounds 7, 8, 11, and 13 were isolated from genus Ilex for the first time, and 1-3, 9, 10, and 12 were isolated from this speciesfor the first time. The anti-inflammatory assay results of these compounds showed that compounds 1 and 9 showed moderate inhibitory effect against NO production in RAW 267. 4 cells with IC₅₀ values of 35.7 and 50.6 μmol•L⁻¹, in vitro respectively, whereas compound 10 showed weak inhibition(IC₅₀ value 98.7 μmol•L⁻¹).

7.
Article in Chinese | WPRIM | ID: wpr-454825

ABSTRACT

This study was aimed to screen candidate genes involved in the triterpenoid saponins biosynthetic pathway of the Ilex asprella root. The Illumina platform was applied to perform transcriptomic sequencing of I. asprella root, followed by a series of bioinformatics analysis. The results showed that a total of 272 candidate unigenes were anno-tated to be involved in the biosynthetic pathway of terpenoid in the transcriptome of I. asprella root, including 72 u-nigenes for the upstream pathway and 26 unigenes for cyclization, oxidation and glycosylation in the downstream pathway. Phylogenetic analysis was carried out to further analyze the evolution relationship of some candidate uni-genes and their homologous genes. Two genes IaA S1 and IaA S2 were proved to be mixed amyrin synthases in yeast expression system. Moreover, IaA S1 was identified to one of the rare ASs with α-amyrin as the major product. It was concluded that a series of candidate genes, which might be involved in the biosynthetic pathway of triterpenoid saponins, were screened out from the transcriptome of I. asprella root. Further investigation of these candidate genes will provide insight into their actual functions in the triterpenoid saponins biosynthetic pathway in I. asprella.

8.
Article in English | WPRIM | ID: wpr-812659

ABSTRACT

AIM@#To study the chemical constituents of the roots of Ilex asprella Champ. ex Benth.@*METHODS@#Compounds were isolated by silica gel, ODS, and Sephadex LH-20 column chromatography, and their structures were elucidated on the basis of physicochemical properties and spectroscopic analysis.@*RESULTS@#Four triterpenoid glycosides were isolated and identified as (3β)-19-hydroxy-28-oxours-12-en-3-yl β-D-glucopyranosiduronic acid n-butyl ester (1), ilexasoside A (2), monepaloside F (3), and ilexoside A (4).@*CONCLUSION@#Compound 1 is a new triterpenoid glycoside, and compounds 3 and 4 were isolated from this plant for the first time.


Subject(s)
Glycosides , Chemistry , Ilex , Chemistry , Molecular Structure , Plant Extracts , Chemistry , Plant Roots , Chemistry , Triterpenes , Chemistry
9.
Article in Chinese | WPRIM | ID: wpr-571651

ABSTRACT

Objective: To establish the quality standard for Ganmaoling Tablets (Radix Ilex asprella, Flos Chrysanthem Indici, Ramulus et Radix Evodia leptae, acetaminophe, etc.). Methods:The acetaminophen, chlorphenamini maleas, caffeine, Radix Ilex asprella, Flos Chrysanthem Indici, Ramulus et Radix Evodia leptae were identified by TLC. The acetaminophen and chlorogenic acid were determined by HPLC. Results:The average recovery of acetaminophe was 101.36%, and RSD was 0.93%, respectively. The average recovery of chlorogenic acid was 100.8%, and RSD was 0.9%, respectively. Conclusion:The method developed is accurate and the reproducibility is good. The method can be used for quality control of the Ganmaoling Tablets.

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