Search PubMed⌕ Search

SEARCH · Search PubMed

Results for “Stigmasterol”

Search indexed PubMed citations on genomics, clinical trials, systematic reviews and public health. Explore titles, authors and supplied subject terms, then open the PubMed record.

Quote a phrase for an exact phrase match. Source license links do not imply unrestricted reuse.

At least 163 records · Page 9Linked to original sources
PubMed2005

Antimutagenic constituents from the thorns of Gleditsia sinensis.

Antimutagenic activity-guided fractionation of an extract prepared from the thorns of Gleditsia sinensis LAM. led to the isolation of one triterpenoid and four steroids, which were identified as D:C-friedours-7-en-3-one (1), stigmast-4-ene-3,6-dione (2), stigmastane-3,6-dione (3), stigmasterol (4), and beta-sitosterol (5). Triterpenoid 1 was found for the first time in a natural source and the steroids 2-5 were first isolated from this plant. Stigmasterol was the most active antimutagen, showing 51.2% and 64.2% reduction of the induction factor against the mutagens MNNG and NQO, respectively, in the SOS chromotest. Some NMR data of the steroids 2 and 3 obtained have to be revised.

Antimutagenic Agents↗
PubMed2006

Alpha-glucosidase inhibitory and antioxidant acridone alkaloids from the stem bark of Oriciopsis glaberrima ENGL. (Rutaceae).

The CH2Cl2/MeOH extract of the stem bark of Oriciopsis glaberrima ENGL. afforded four new acridone alkaloids namely oriciacridone C, D, E and F along with six known compounds: atalaphyllidine, oleanolic acid, butulinic acid, beta-sitosterol, stigmasterol, glucoside of stigmasterol and one synthetically known acridone: 1,3,5-trihydroxy-4-prenylacridone. The structures were established on the basis of MS, 1D and 2D NMR experiments. The acridones 1, 4 and 5 showed potent activity against alpha-glucosidase, while the acridones 1-5 showed moderate free radical scavenging activity against 1,1-diphenyl-2-picrylhydrazyl (DPPH).

Acridines↗
PubMed2002

[Studies on the chemical constituents of the stems of Alyxia sinensis (I)].

OBJECTIVE: To demonstrate the chemical constituents of Alyxia sinensis. METHOD: Phytochmical experiment was carried out, using column chromatograph technologies. RESULT: Five compounds have been isolated from the petroleum ether soluble part of the stems of A. sinensis. Their structures have been elucidated respectively as heptatriacontane(1), octatriacontane(2), 20-noatriacontannone(3), 20-nonatriacontanone(4), 20-tetraacontanoe(5), physcion(6), emodin(7), chrysophanol(8), coumarin(9), stigmasterol acetate(10), beta-sitosterol acetate(11), lupeol(12), betulin(13), stigmasterol(14), beta-sitosterol(15), ursolic acid(16), oleanolic acid(17). CONCLUSION: All these compounds are firstly been isolated from A. sinensis. And compound 5-9, 10, 11 are also been separated from Alyxiae genus for the first time.

Anthraquinones↗
PubMed2003

Determination of faecal pollutants in Torrens and Patawalonga catchment waters in South Australia using faecal sterols.

This research investigated faecal pollution by sterol profiling in two Adelaide metropolitan catchments in winter 2000 and summer 2001. Water was sampled from five sites on the River Torrens and two sites on Patawalonga river catchment. The steroids detected were coprostanol, epicoprostanol, cholesterol, cholestanol, stigmasterol, betasitosterol, and stigmastanol. The concentrations range from 5 ng/L (of coprostanol) to 34 microg/L (of stigmasterol), with cholesterol detected more frequently at relatively high concentrations (approximately 2 microg/L). Sterol profiling suggested two sites on two occasions may have been impacted by human faecal contamination. Other steroid profiles suggested that sources of pollution consistently included dogs and birds. The steroid concentrations in the Torrens catchment were higher in winter, however, this was not observed in the Patawalonga catchment.

Animals↗
PubMedDate not supplied

[Sterols of mulberry leaves and small leaf curl disease].

Free and bound sterols of leaves of five mulberry cultivars differing in their susceptibility to small leaf curl disease have been studied. The total content of sterols in all samples is similar and is not correlated with the resistance of the cultivars. The qualitative composition of particular sterols is also identical. They are represented by cholesterol, campesterol, stigmasterol, sitosterol, and two 4alpha-methylsterols. The leaves of the most sensitive cultivar are characterized by high cholesterol content. The ratio sitosterol : stigmasterol decreased in proportion to the resistance level of a cultivar.

Morus↗
PubMed2001

Cytostatic activity of Achillea ageratum L.

The cytostatic activity of a chloroform extract and two isolated compounds from Achillea ageratum L. (Asteraceae) was determined in vitro against Hep-2 and McCoy cells. The chloroform extract exhibited a high degree of growth inhibition compared with the values obtained with the 6-mercaptopurine (positive control) against both cultures. Stigmasterol and beta-sitosterol, isolated from the chloroform extract, showed a high degree of growth inhibition.

Antineoplastic Agents↗
PubMed1994

Quantitative study of local distribution of noncholesterol sterols and cholesterol in gallstones.

Quantitative analysis of the local distribution of four noncholesterol sterols, 24-methylene cholesterol, campesterol, stigmasterol, and beta-sitosterol, and of the local distribution of cholesterol in gallstones was performed by mass spectrometry, with D6-cholesterol as an internal standard. The role played by trace amounts of these four noncholesterol sterols in the formation of gallstones was investigated by comparing the amounts of these sterols in different parts of gallstones. It was found that the amounts of the noncholesterol sterols in the inside part were significant greater than the amounts in the outside part of various structural types of gallstones. However, the distribution of the cholesterol did not show such variation. The amounts of noncholesterol sterols distributed locally suggested that these sterols play a role in the formation of gallstones.

Cholelithiasis↗
PubMed1975

Biosynthesis and structure of glycosyl diglycerides, steryl glucosides, and acylated steryl glucosides.

A particulate enzyme fraction from Mycobacterim smegmatis catalyzed the transfer of -14C-glucose from the UDP--14C-glucose into neutral glycolipids. The two major radioactive components were purified by column chromatography on O-diethylamino ethyl cellulose (acetate) and thin layer chromatography on silica gel in several solvents. The first product yielded a water-soluble component upon saponification, which had a hexoseglycerol ratio of 1:1 with all of the hexose being identified as glucose. The second product yielded a water-soluble component upon saponification which contained hexose and glycerol in a 2:1 ratio and, in addition to glucose, contained lesser amounts of mannose and galactose. Palmitate and oleate were the predominant fatty acids and were present in equimolar amounts. The products thus have been identified as monoglycosyldiglyceride and diglycosyldiglyceride. The diglycosyldiglyceride could also be labeled with -14C-galactose when UDP--14C-galactose served as the donor, but the monoglycosyldiglyceride was only slightly labeled with -14C-galactose. Membrane fractions from mung bean seedlings catalyzed the transfer of -14C-glucose from UDP--14C-glucose into a neutral glycolipid which has been purified by thin layer chromatography and analyzed by combined gas liquid chromatography-mass spectrometry. It was determined to be a steryl glucoside with the two major sterol components being betasitosterol and stigmasterol linked to beta-D-glucose. Particulate fractions from developing cotton fibers also catalyzed the formation of steryl glucosides and, in addition, they catalyzed the esterification of steryl glucosides at the 6 position of glucose with fatty acids (primarily palmitate and oleate) from an andogenous acyl donor. Both the glucosyl transferase and the acyltransferase have been solubilized with Triton X-100 and partially purified by chromatography on Sephadex G-200. The acyltransferase activity was reconstituted by the addition of the steryl glucoside and a phospholipid acyl donor.

Acyltransferases↗
PubMed1982

Phospholipid synthesis in S. cerevisiae strain GL7 grown without unsaturated fatty acid supplements.

In the absence of exogenous unsaturated fatty acids (UFA), Saccharomyces cerevisiae strain GL7 synthesizes low levels of UFA and large amounts of decanoic, dodecanoic and tetradecanoic fatty acids. Supplementation with hemin leads to slightly higher levels of UFA, but synthesis of the medium-chain saturated fatty acids (SFA) continues. Under these conditions of limited UFA availability, strain GL7 incorporates most of its UFA into phosphatidylethanolamine (PE), whereas phosphatidylcholine (PC) and phosphatidylserine + phosphatidylinositol (PS+PI) are enriched with the medium-chain SFA. The association of specific fatty acids with the various phospholipids is not accompanied by changes in the proportions of newly synthesized phospholipids, demonstrating that the fatty acid composition of PE can be modulated independently of the other phospholipids. The effect of sterol structure on the fatty acid composition of cells grown with limiting UFA was also examined. Yeast cells grown with either ergosterol or stigmasterol contained less UFA and more medium-chain SFA in their phospholipids than did cholesterol-grown cells, suggesting that the former sterols allow strain GL7 to grow with a lower UFA content.

Cholesterol↗
PubMed2005

Antimicrobial constituents from fruits of Ailanthus altissima SWINGLE.

A new naturally occurring sterol, compound 5, and six known stigmasterols were isolated from fruits of Ailanthus altissima Swingle by repeated column chromatography and RP-HPLC. Their structures were identified as, 5alpha-stigmastane-3,6-dione (1), 3beta-hydroxystigmast-5-en-7-one (2), stigmast-5-ene-3beta, 7alpha-diol (3), 6alpha-hydroxystigmast-4-en-3-one (4), 5alpha-stigmastane-3beta, 6beta-diol (5), stigmast-4-ene-3beta, 6alpha-diol (6), stigmast-5-ene-3beta, 7alpha, 20xi-triol (7) by spectral analysis and comparison with the published data. These compounds have not been reported from genus Ailanthus, whereas compound 7 was identified by NMR for the first time. In addition, the 95% ethanol extract and compounds from the fruits of Ailanthus altissima SWINGLE were assayed for in vitro antimicrobial activity. The extract was potent active against the assayed bacteria while compounds 3 and 7 exhibited moderate activity.

Ailanthus↗
PubMed2006

Sterol composition of freshwater algivorous ciliates does not resemble dietary composition.

Algivorous ciliates represent an important link in freshwater food webs, as they transfer energy and biochemical matter from their algal prey to mesozooplankton predators. However, it is still unknown how dietary composition influences the biochemical composition of ciliates. We analyzed the sterol composition of the algivorous ciliates Balanion planctonicum and Urotricha farcta and compared it to the sterol composition of their diet--the cryptomonad Cryptomonas phaseolus. The sterol composition of the ciliates did not resemble that of their algal diet. Ergosterol [(22E)-ergosta-5,7,22-trien-3beta-ol] was the sterol in highest concentration in C. phaseolus, whereas stigmasterol [(24S)-24-ethylcholesta-5,22E-dien-3beta-ol] was dominant in both B. planctonicum and U. farcta. Moreover, the occasionally higher sterol concentrations in the ciliates than in their algal diet suggest sterol accumulation by the ciliates. We conclude that dietary sterol composition influences the composition of the two algivorous ciliates studied, but species-specific differences in metabolism probably determine the ultimate sterol composition of the ciliates.

Animals↗
PubMed1989

Effects of cholesteryl esters on the accessibility of LH/hCG receptors and membrane lipid fluidity in rat testes.

Incubation of rat testicular membranes with cholesteryl hemisuccinate resulted in an increase in both membrane lipid microviscosity and 125I-labelled hCG specific binding. The purpose of this investigation was to establish which functional groups of cholesteryl hemisuccinate are important for the stimulatory effects. The data obtained showed that only esters of cholesterol with dicarboxylic acids, not those of monocarboxylic acids, increase the accessibility of LH/hCG receptors and membrane rigidity. Experiments with cholesteryl sulfates showed that there are polar groups on C3 carbon of cholesterol having no stimulatory effect on receptors, although an increase in membrane rigidity occurred. The side-chain of cholesterol is important for the stimulatory action. Androstenolone hemisuccinate was ineffective in this respect. On the other hand, partially modified side-chains (hemisuccinates of beta-sitosterol and stigmasterol) did not result in a marked reduction of the stimulatory action. The carboxyl group of cholesteryl hemisuccinate must be 'free': its esterification abolishes the stimulatory effect of cholesteryl hemisuccinate on both the LH/hCG receptor and membrane microviscosity. These results suggest that an intact carboxyl group of ester and the side-chain of cholesterol are indispensable for the stimulatory effect of cholesteryl hemisuccinate on the accessibility of LH/hCG receptors.

Animals↗
PubMed1992

Specific drug binding by purified lipid-reconstituted P-glycoprotein: dependence on the lipid composition.

We fused P-glycoprotein with beta-galactosidase at the C-terminus aiming to study the mechanism of drug binding of P-glycoprotein in reconstitution experiments. Expression of the fusion protein in NIH 3T3 cells conferred a multidrug-resistant phenotype, suggesting that beta-galactosidase fusion at the C-terminus does not affect the functions of P-glycoprotein. The fusion protein was partially purified by simple immunoprecipitation with anti-beta-galactosidase polyclonal antibody, and its [3H]azidopine binding property was investigated in the presence of various compositions of liposomes. The purified P-glycoprotein, after reconstitution into liposomes, was capable of binding [3H]azidopine. When the cholesterol content of liposomes was increased to a weight ratio of 20%, the specific binding activity of the partially purified fusion protein was stimulated, and when the cholesterol content was increased higher, the binding activity decreased. The binding was specifically decreased by competition with vinblastine. Stigmasterol was less effective, and ergosterol was the least effective in stimulating the specific binding.

3T3 Cells↗
PubMed1975

Genetic control of sterol esterification in developing wheat endosperm.

1. The action of gene Pln, previously characterized by the sterol ester patterns of mature whole wheat kernels, has been found to be restricted to the endosperm and not to affect the embryo, the pericarp or the seed coat. 2. The dominant allele Pln, which determines a sterol ester pattern with palmitate as the main ester, is also responsible for a low level of free sterol at maturity. A high level of free sterol is associated with the recessive allelet pln, which determines an ester pattern with linoleate as the main ester. 3. Divergence between the two phenotypes starts at about 21 days after anthesis, when cell proliferation has been completed, the aleurone layer has differentiated, and only cell enlargement is taking place. A marked increased in esterification, mainly by palmitate, which is controlled by the dominant allele, is concomitant with a sharp decrease in free sterol. 4. The increased net esterification is non-specific with respect to 4-demethyl sterols, because it affects the four main ones, namely sitosterol, stigmasterol, campesterol and cholesterol.

Alleles↗
PubMed1984

Successive study on the production of plasminogen activator in cultured endothelial cells by phytosterol.

In a previous study(1), it was demonstrated that one of phytosterols, sitosterol, has an ability to increase the intracellular and extracellular activities of plasminogen activator in cultured endothelial cells and that other steroids including cholesterol, 5-androsten-3 beta-ol, stigmasterol, 20(R)-propyl-5-pregnen-3 beta-ol and 20(R)-heptyl-5-pregnen-3 beta-ol have no ability. Once-stimulated cells went back to normal states by removal of sitosterol. The similar lines of research for plasminogen activators were reported by several groups which were cited in a previous paper(l). In the present communication, we found that fucosterol, which is present mainly in brown algae, Phaeophyta, enhances the production of plasminogen activator in endothelial cells, as well as sitosterol. A similar enhancement was not observed for other steroids and sex hormones including androsterone, testosterone, estrone and estradiol. Synthesis of plasminogen activator induced with fucosterol or sitosterol was inhibited by protein synthesis inhibitor, cycloheximide. The plasminogen activators produced in cells were, in the present study, classified into urokinase-type activators with molecular weights of 31,000 and 55,000 and tissue-type ones with molecular weights of 81,000 and 130,000, which were identified with respective antibodies. The synthesis of each type of plasminogen activator in endothelial cells was stimulated by sitosterol or by fucosterol.

Animals↗
PubMed1991

Sources of plant sterol contaminants encountered in low level steroid analysis.

During development of an analytical method to characterize ligands to new members of the steroid hormone receptor superfamily, a persistant contaminant profile was observed during gas chromatographic analysis of reagent blanks. Mass spectrometric analysis identified three of the contaminant peaks as cholesterol and the plant sterols stigmasterol and sitosterol. Laboratory articles made of natural rubber, i.e. pipette fillers and latex gloves, were found to be the source of these and other compounds in the reagent blank profile.

Cholesterol↗
PubMed1984

Induction by carrot allelochemicals of insecticide-metabolising enzymes in the southern armyworm (Spodoptera eridania).

Carrot foliage monoterpenes induce cytochrome P-450 up to 2.9-fold, NADPH cytochrome c (P-450) reductase up to 1.6-fold, NADPH-oxidation up to 3.8-fold, aldrin epoxidation up to 1.5-fold in southern armyworm larval midgut tissues when incorporated in their diet at 0.2% for 3 days. Stigmasterol and ergosterol did not substantially induce microsomal oxidase activities and significantly inhibited GSH S-aryltransferase activity and sulfotransferase activity. Coumarin did not substantially affect microsomal oxidase and sulfotransferase activity but is the most potent inducer of GSH S-aryltransferase activity, increasing this activity 7-fold. None of the chemicals is acutely toxic to the sixth instar larvae or affect the larval weight gain except coumarin which significantly depressed the maximal body weight attained.

Animals↗
PubMed2004

Secondary metabolites from the leaves of Feijoa sellowiana Berg.

The investigation of the lipid extract of leaves of Feijoa sellowiana cultivated along the east coast of Sicily has yielded in addition to the widespread secondary metabolites: alpha-tocopherol, flavone, stigmasterol and beta-carotene, an inseparable mixture of tyrosol esters of lignoceric (1a), cerotic (1b) and montanic (1c) acids, and a novel galactolipid identified as (2S)-1,2,6'-tri-O-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl]-3-O-beta-D-galactopyranosyl glycerol (2).

Feijoa↗