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Results for “URSOLIC ACID”

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At least 199 records · Page 11Linked to original sources
PubMed1997

Intracellular Ca2+ release mediates ursolic acid-induced apoptosis in human leukemic HL-60 cells.

The effect of ursolic acid (UA) on tumor cell apoptosis was investigated using HL-60 human promyelocytic leukemia cells as a model cellular system. Treatment with UA resulted in a concentration-dependent decreased cell viability assessed by MTT assay. UA also induced genomic DNA fragmentation, a hallmark of apoptosis, indicating that the mechanism by which UA induced cell death was through apoptosis. The intracellular Ca2+ level was increased by treatment with UA. Intracellular Ca2+ inhibitors, such as intracellular Ca2+-release blockers (dantrolene, TMB-8 and ruthenium red) and an intracellular Ca2+ chelator (BAPTA/AM), significantly blocked the UA-induced increased intracellular Ca+ concentration. These inhibitors also blocked the effects of UA on cell viability and apoptosis. These results suggest that enhanced intracellular Ca2+ signals may be involved in UA-induced apoptosis in HL-60 cells.

Antineoplastic Agents, Phytogenic↗
PubMed2001

[Studies on the triterpenoidal saponins from flowers of Eriobotrya japonica].

OBJECTIVE: To investigate the chemical composition of the flowers of Eriobotrya japonica. METHODS: Four constituents were isolated from the ethanolic extracts of flowers of Eriobotrya japonica (Thunb) Lindl and were identified by chemical methods and spectroscopic (IR, MS, 1HNMR, 13CNMR). RESULTS: The structures were identified as: Oleanolic acid (I), Ursolic acid(II), 2 alpha, 3 alpha, 19 alpha-Trihydroxyurs-5,12-dien-28-acid (III) and 2 beta, 3 beta, 23 alpha-Trihydroxyolean-12-en-28-acid (IV). CONCLUSION: The compounds I, II, III and IV were obtained from the flowers of Eriobotrya japonica for the first time.

Eriobotrya↗
PubMed2005

[Studies on chemical constituents in fruit of Rubus chingii].

OBJECTIVE: To study the chemical constituents of the fruit of Rubus chingii. METHOD: The compounds were isolated and purified by recrystallization and chromatography with silica gel column and Sephadex LH-20 column. Their structures were identified by physicochemical properties and spectral analysis. RESULT: Eleven compounds were isolated as oleanic acid (I), ursolic acid (II), maslinic acid (III), 2alpha-hydroxyursolic acid (IV), arjunic acid (V), hexacosyl p-coumarate (VI), tiliroside (VII), stearic acid (VIII), lacceroic acid (IX), beta-sitosterol (X), daucosterol (XI). CONCLUSION: Compounds I, II, III, IV, V, VI, VIII, IX, XI were isolated from R. chingii for the first time.

Fruit↗
PubMed2006

[Study on the chemical constituents of Sambucus chinensis Lindl].

OBJECTIVE: To study the chemical constituents of Sambucus chinensis Lindl. METHODS: The constituents were isolated and purified by various chromatographic methods and structurally identified by spectral analysis. RESULTS: 5 compounds were obtained as beta-sitosterol (I), oleanolic acid (II), ursolic acid (III), kaempferol-3-O-beta-D-(6-O-acetylglucopyranosid)-7-O-beta-D-glucopyranoside (IV), and kaempferol-3-O-beta-D-glucopyranosid-7-O-beta-D-glucopyranoside (V). CONCLUSION: The compound IV and compound V were obtained from these plants for the first time.

Flavonols↗
PubMed2005

[Studies on the triterpenoids of Cyclocarya paliurus (Batal.) Iljinsk].

Three triterpenes (I-II) were obtained from the leaves of Cyclocarya paliurus (Batal.) Iljinsk. By means of physicochemical and spectral methods, the structures of the three triterpenes were identified as oleanolic acid (I), ursolic acid (II) and epikatonic acid (III) respectively. All of the three triterpenes were isolated for the first time from the plant of Cyclocarya paliurus (Batal.) Iljinsk.

Juglandaceae↗
PubMed1998

Induction of differentiation of the cultured rat mammary epithelial cells by triterpene acids.

We investigated the effects of triterpene acids (TAs), ursolic acid (UA) and oleanolic acid (OA), on the induction of proliferation and differentiation of normal rat mammary epithelial cells (RMEC) or organoids cultured in Matrigel or primary culture system. To elucidate the effects, we tested their differentiation inducing activities with intercellular communication ability, cell cycle patterns, induction of apoptosis, and morphological differentiation in the three dimensional extracellular culture system. To study the changes of RMEC subpopulation in culture, the cultured cells were isolated, immunostained with peanut lectin (PNA) and anti-Thy-1.1 antibody and then analyzed with flow cytometry. Four different subpopulations, such as PNA and Thy-1.1 negative cells (B-), PNA positive cells (PNA+), Thy-1.1 positive cells (Thy-1.1+), PNA and Thy-1.1 positive cells (B+), were obtained and the size of each subpopulation was changed in culture with time in the presence of TAs. Intercellular communication was observed in culture for 7 days in TAs-treated cells, but not in culture for 4 days with scrape-loading dye transfer technique. G2/M phase cells and the number of apoptotic population were increased in TAs-treated groups in cell cycle analyses. S phase fractions were reduced and the change of G1 phase cells was not observed. The colonies with distinct multicellular structures, such as stellate, ductal, webbed, squamous, lobulo-ductal colonies, were observed in Matrigel culture and the frequencies of each colony were changed in the presence of TAs. These results suggest that UA and OA have differentiation inducing effects on rat mammary epithelial cells in primary or in Matrigel culture.

Animals↗
PubMedDate not supplied

Ursolic acid-induced changes in tumor growth, O2 consumption, and tumor interstitial fluid pressure.

The anti-tumor effect of ursolic acid (UA) and UA-induced changes in tumor physiology in tumor-bearing mice were examined. MTT colorimetric assay, clonogenic assay, and growth-delay assay for the determination of tumoricidal effects of UA were evaluated. UA-induced apoptosis was measured by fluorescent microscopy, stained by propidium iodide. Oxygen consumption (QO2) after treatment with UA was measured using a Clark-type electrode chamber. Systemic toxicity in mice was assayed by LD50(30). We also measured UA-induced changes in several tumor physiological parameters. Inhibitory effect of UA on various tumor cell lines was observed using MTT and clonogenic assays in vitro. UA-induced apoptosis significantly increased in a dose-dependent manner. Cellular QO2 values were significantly reduced by UA. In animal studies, UA significantly reduced tumor interstitial fluid pressure (TIFP) to approximately 40% of the control values at 2-3 days post-treatment (P<0.05). An i.p. administration of 100 mg/kg of UA significantly (P<0.01) inhibited tumor growth of FSaII. In conclusion, UA showed anti-tumor effect on various tumor cells in vitro as well as a moderate retardation of growth in two tumor models in vivo. We gained some insight regarding the pathophysiological benefits of UA (i.e., reduction in TIFP) as a cancer therapeutic agent. Consequently, these observations can be used for further study of UA or to facilitate clinical applications of UA for treating cancer patients.

Animals↗
PubMed2003

[Studies on chemical constituents from the stems of Schisandra sphaerandra].

OBJECTIVE: To investigate the chemical constituents from the stems of Schisandra sphaerandra. METHOD: Compounds were isolated from ethanolic extract of the titled herb by silica gel column chromatography, and their structures were elucidated by physical and chemical evidences and spectroscopic analysis. RESULT: 12 compounds were obtained and identified as wuweizisu C (1), ganwuweizic acid (2), nigranoic acid (3), catechin (4), 2 alpha,24-dihytroxyursolic acid. (5), 3 beta-O-acetylursolic acid (6), ursolic acid (7), slyceryl 26-hydroxyhexacosanoate (8), slyceryl hexacosanoate (9), fat acids (10), beta-sitosterol (11), daucosterol (12), respectirely. CONCLUSION: Three pentacyclic triterpene carboxylic acid (5-7) were isolated from Schisandreae for the first time.

Plant Stems↗
PubMed2006

[Study on the chemical constituents of the leaves from Crataegus pinnatifida Bge. var. major N. E. Br].

OBJECTIVE: to study the chemical components of the leaves from Crataegus pinnatifida Bge. var major N. E. Br. METHODS: Constituents were isolated by using silica gel, porous resin, Sephadex LH-20 chromatographic technique, etc. Their structures were elucidated by chemical and spectroscopic methods. RESULTS: Fourteen compounds were identified as quercetin (1), hyperoside (2), quercetin 3-O-beta-D-glucoside (3), rutin (4), quercetin 3-O-[alpha-L-rhamnopyranosyl(1-4)-alpha-L-rhamnopyranosyl-(1-6)-beta-glucopyranoside] (5), vitexin (6), 6"-O-acetyl-vitexin (7), vitexin 2"-O-rhamnoside (8), vitexin 4"-O-glucoside (9), chlorogenic acid (10), ursolic acid (11), beta-sitosterol (12), beta-daucosterol (13), n-triacontanol (14). CONCLUSION: Compound 5 and 14 were isolated from Crataegus L. for the first time.

Apigenin↗
PubMed1976

Tumor inhibitory agents from Vauquelinia corymbosa (Rosaceae).

The chloroform extract of Vauquelinia corymbosa Correa has shown activity against the P-388 lymphocytic leukemia test system. The constituents responsible for this activity were identified as uvaol, ursolic acid, and betulinic acid. Their identity was proven by melting point; mixed melting point; elemental analysis; IR, PMR, and mass spectra; and preparation of derivatives.

Antineoplastic Agents, Phytogenic↗
PubMed1997

Effect of selected triterpenoids on chronic dermal inflammation.

The activity of four natural triterpenoids on a 12-O-tetradecanoylphorbol-13-acetate multiple-dose model of skin chronic inflammation was studied. Erythrodiol and ursolic acid were significantly effective. The most important features concerning structure-activity relationship and previous data on the effect of these triterpenoids on other inflammatory conditions are discussed.

Animals↗
PubMedDate not supplied

Triterpenes and sterols in the flowers and leaves of Prunus spinosa L. (Rosaceae).

From the flowers of Prunus spinosa L. a mixture of alpha- and beta-amyrine, a mixture of ursolic and oleanolic acids, ursolic acid, a mixture of beta-sitosterol, gamma-sitosterol and stigmasterol and beta-sitosterol 3-O-beta-D-glucopyranoside were isolated. Their structure was determined by spectroscopic methods (GC/MS, IR, 1H and 13C NMR). Chromatographic methods (GC, HPLC, TLC) were employed to determine the presence of the listed compounds in the leaves. Also, the content of beta-sitosterol, ursolic and oleanolic acids in the leaves and flowers of blackthorn was determined by GC/MSD method.

Phytosterols↗
PubMed1997

Inhibition by boswellic acids of human leukocyte elastase.

Frankincense extracts and boswellic acids, biologically active pentacyclic triterpenes of frankincense, block leukotriene biosynthesis and exert potent anti-inflammatory effects. Screening for additional effects of boswellic acids on further proinflammatory pathways, we observed that acetyl-11-keto-beta-boswellic acid, an established direct, nonredox and noncompetitive 5-lipoxygenase inhibitor, decreased the activity of human leukocyte elastase (HLE) in vitro with an IC50 value of about 15 microM. Among the pentacyclic triterpenes tested in concentrations up to 20 microM, we also observed substantial inhibtion by beta-boswellic acid, amyrin and ursolic acid, but not by 18beta-glycyrrhetinic acid. The data show that the dual inhibition of 5-lipoxygenase and HLE is unique to boswellic acids: other pentacyclic triterpenes with HLE inhibitory activities (e.g., ursolic acid and amyrin) do not inhibit 5-lipoxygenase, and leukotriene biosynthesis inhibitors from different chemical classes (e.g., NDGA, MK-886 and ZM-230,487) do not impair HLE activity. Because leukotriene formation and HLE release are increased simultaneously by neutrophil stimulation in a variety of inflammation- and hypersensitivity-based human diseases, the reported blockade of two proinflammatory enzymes by boswellic acids might be the rationale for the putative antiphlogistic activity of acetyl-11-keto-beta-boswellic acid and derivatives.

Anti-Inflammatory Agents, Non-Steroidal↗
PubMed2006

Proteomic analysis of ursolic acid-induced apoptosis in cervical carcinoma cells.

Proteomic analyses can efficiently detect the variation of protein in high throughput screening. Using 2DE/MALDI-TOF-MS and SELDI-TOF-MS, we tried to search several cellular proteins that are responsive to ursolic acid (UA) in HeLa cervical carcinoma cells. Compared to control, UA-treated HeLa cells unfolded 25 proteins in significant changes by 2DE/MALDI-TOF-MS, most of which were involved in apoptosis. SELDI-TOF-MS with two types of protein chips profiled and analyzed proteomic features after administration of UA. Interestingly, eight polypeptide peaks can be detected. Further identification and characterization of these proteins may build the molecular basis of UA-induced apoptosis and provide insight into the anti-proliferative mechanism in cervical carcinoma cells.

Apoptosis↗
PubMedDate not supplied

Dereplication of pentacyclic triterpenoids in plants by GC-EI/MS.

Three common plant-derived pentacyclic triterpenoids, oleanolic acid (1), betulinic acid (2) and ursolic acid (3), have been found to exhibit moderate anti-tubercular activity in a microplate alamar blue assay. In order to facilitate the discovery of novel anti-tubercular leads with diverse chemical structures, a new and rapid GC-EI/MS method was developed simultaneously and unambiguously to dereplicate 1-3 as their methyl esters with limits of detection of 25.6, 26.9 and 26.8 ng, respectively.

Antitubercular Agents↗
PubMed2000

Aromatase inhibitors from Isodon excisus var. coreanus.

The diethyl ether extract of Isodon excisus var. coreanus exhibited significant inhibitory activity in aromatase assay. Bioactivity-guided fractionation of the extract led to the isolation of three active compounds: inflexin (ent-1alpha-hydroxy-3beta,6a-diacetoxykaur-16-en-11,15-dione ) (1), ursolic acid (2), and ursolic acid 3-O-acetate (3).

Anticarcinogenic Agents↗
PubMed2000

Triterpenoidal constituents from Eucalyptus camaldulensis var. obtusa leaves.

An investigation on the constituents of the fresh, uncrushed leaves of Ecalyptus camaldulensis var. obtusa has led to the isolation of the triterpenoid amirinic acid and four known triterpenoids ursolic acid lactone, betulinic acid, oleanolic acid and ursolic acid. Amirinic acid transformed into amirolide in deuterated chloroform at room temperature. The new products were characterized by exhaustive spectroscopic studies as 2alpha,3beta,7beta-trihydroxy-11alpha-methoxyurs -12-en-28-oic acid and 2alpha,3beta,7beta-trihydroxyurs-11-en-28,13beta -olide.

Eucalyptus↗
PubMed2002

Effect of five triterpenoid compounds isolated from leaves of Diospyros kaki on stimulus-induced superoxide generation and tyrosyl phosphorylation in human polymorphonuclear leukocytes.

BACKGROUND: The crude drug "kaki-yô" is a traditional medicine used in Japan as a hypotensive drug. METHODS: The effect of five triterpenoid compounds, isolated from leaves of Diospyros kaki on stimulus-induced superoxide generation and phosphorylation of tyrosine residues of protein in human neutrophils was investigated. The five compounds examined were alpha-amyrin (A), uvaol (UV), ursolic acid (UA), 19 alpha-hydroxy ursolic acid (HU) and 19 alpha,24-dihydroxy ursolic acid (DHU). RESULTS: When the cells were preincubated with these compounds, the superoxide generation induced by N-formyl-methionyl-leucyl-phenylalanine (fMLP) was significantly suppressed in a concentration-dependent manner. These compounds also suppressed the superoxide generation induced by arachidonic acid (AA) in high concentrations. In the case of the superoxide generation induced by phorbol 12-myristate 13-acetate (PMA), UA, HU and DHU suppressed the superoxide generation but A and UV gave no effect. When the cells were incubated with fMLP in UA, HU and DHU, fMLP-induced tyrosyl phosphorylation of 45 kDa proteins of the cells was dose-dependently suppressed in parallel to the suppression of fMLP-induced superoxide generation. CONCLUSIONS: Triterpenoid compounds suppress stimulus-induced superoxide generation and tyrosyl phosphorylation and may have pharmaceutical applications.

Antihypertensive Agents↗