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Showing papers on "Stigmasterol published in 2006"


Journal ArticleDOI
TL;DR: The identification and characterization of cytochrome P450s belonging to the CYP710A family as the plant C-22 desaturase supports the possibility that the CYp710 family may encode P450S of sterol C- 22 desaturases in different organisms.
Abstract: Δ22-Unsaturated sterols, containing a double bond at the C-22 position in the side chain, occur specifically in fungi and plants. Here, we describe the identification and characterization of cytochrome P450s belonging to the CYP710A family as the plant C-22 desaturase. Recombinant proteins of CYP710A1 and CYP710A2 from Arabidopsis thaliana and CYP710A11 from tomato (Lycopersicon esculentum) were expressed using a baculovirus/insect system. The Arabidopsis CYP710A1 and tomato CYP710A11 proteins exhibited C-22 desaturase activity with β-sitosterol to produce stigmasterol (CYP710A1, Km = 1.0 μM and kinetic constant [kcat] = 0.53 min−1; CYP710A11, Km = 3.7 μM and kcat = 10 min−1). In Arabidopsis transgenic lines with CYP710A1 and CYP710A11 overexpression, stigmasterol levels increased by 6- to 32-fold. Arabidopsis CYP710A2 was able to produce brassicasterol and stigmasterol from 24-epi-campesterol and β-sitosterol, respectively. Sterol profiling analyses for CYP710A2 overexpression and a T-DNA insertion event into CYP710A2 clearly demonstrated in planta that CYP710A2 was responsible for both brassicasterol and stigmasterol production. Semiquantitative PCR analyses and promoter:β-glucuronidase transgenic approaches indicated strict tissue/organ-specific regulation for each CYP710A gene, implicating differential tissue distributions of the Δ22-unsaturated sterols in Arabidopsis. Our results support the possibility that the CYP710 family may encode P450s of sterol C-22 desaturases in different organisms.

155 citations


Journal ArticleDOI
TL;DR: Stigmasterol, when fed, lowers plasma cholesterol levels, inhibits intestinal cholesterol and plant sterol absorption, and suppresses hepatic cholesterol and classic bile acid synthesis in Wistar as well as WKY rats, however, plasma and hepatic incorporation of stig masterol is low.
Abstract: Plant sterols compete with cholesterol (cholest-5-en-3beta-ol) for intestinal absorption to limit absorption and lower plasma concentrations of cholesterol. Stigmasterol (24-ethyl-cholesta-5,22-dien-3beta-ol; Delta(22) derivative of sitosterol [24-ethyl-cholest-5-en-3beta-ol]), but not campesterol (24-methyl-cholest-5-en-3beta-ol) and sitosterol, is reported to inhibit cholesterol biosynthesis via inhibition of sterol Delta(24)-reductase in human Caco-2 and HL-60 cell lines. We studied the effect of feeding 0.5% stigmasterol on plasma and liver sterols and intestinal cholesterol and sitosterol absorption in 12 wild-type Kyoto (WKY) and 12 Wistar rats. After 3 weeks of feeding, cholesterol and sitosterol absorption was determined in 6 rats from each group by plasma dual-isotope ratio method. After 3 more weeks, plasma and hepatic sterols and hepatic enzyme activities were determined in all rats. After feeding stigmasterol, baseline plasma cholesterol was 1.3 times and plant sterols 3 times greater in WKY compared with Wistar rats. Stigmasterol feeding lowered plasma cholesterol by approximately 11%, whereas plasma campesterol and sitosterol levels were virtually unchanged in both rat strains, and stigmasterol constituted 3.2% of plasma sterols in WKY rats and 1% in Wistar rats. After 6 weeks of feeding, cholesterol and sitosterol absorption decreased 23% and 30%, respectively, in WKY, and 22% and 16%, respectively, in the Wistar rats as compared with untreated rats. The intestinal bacteria in both rat strains metabolized stigmasterol to mainly the 5beta-H stanol (>40%), with only small amounts of 5alpha-H derivative (approximately 1.5%), whereas the C-22 double bond was resistant to bacterial metabolism. Hepatic stigmasterol levels increased from 11 microg/g liver tissue to 104 mug/g in WKY rats and from 5 microg/g liver tissue to 21 microg/g in Wistar rats. 3-Hydroxy-3-methylglutaryl coenzyme A reductase activity was suppressed 4-fold in the WKY and almost 1.8-fold in Wistar rats, cholesterol 7alpha-hydroxylase activity was suppressed 1.6-fold in the WKY and 3.5-fold in Wistar rats, whereas cholesterol 27-hydroxylase activity was unchanged after feeding. In conclusion, stigmasterol, when fed, lowers plasma cholesterol levels, inhibits intestinal cholesterol and plant sterol absorption, and suppresses hepatic cholesterol and classic bile acid synthesis in Wistar as well as WKY rats. However, plasma and hepatic incorporation of stigmasterol is low.

119 citations


Journal ArticleDOI
TL;DR: The oil was characterised by a relatively high amount of phytosterols, wherein the sterol markers were β-sitosterol and stigmasterol, and β-Tocopherol was the major tocopherol isomer with the rest being δ-tocopherol.

74 citations


Journal ArticleDOI
TL;DR: In this article, a method for the determination of phytosterol oxidation products (POP) was evaluated and optimized using transesterification, enrichment with amino SPE cartridges and quantification by GC.

62 citations


Journal ArticleDOI
TL;DR: As a simple model of rafts in plant cells, the effect of stigmasterol, one of the predominant sterols in plant plasma membranes, on the phase behavior of dipalmitoylphosphatidylcholine (DPPC) multilayers has been studied by X-ray diffraction, differential scanning calorimetry, and freeze-fracture electron microscopy techniques.

43 citations


Journal ArticleDOI
TL;DR: The structures of the isolated compounds were elucidated by analysis of 1D and 2D NMR and mass spectroscopic data and did not have growth inhibitory activity against HeLa cells.
Abstract: A new lignan, polystachyol (1), two lignan glycosides, lyoniside (2) and nudiposide (3), and a sterol, ergosta-4,6,8(14),22-tetraen-3-one (4), with stigmasterol, and oleic and linoleic acids, have been isolated from an MeOH extract of the dried bark of Aphanamixis polystachya. The structures of the isolated compounds were elucidated by analysis of 1D and 2D NMR and mass spectroscopic data. The compounds did not have growth inhibitory activity against HeLa cells.

41 citations


Journal ArticleDOI
01 Jun 2006-Lipids
TL;DR: Observations strongly suggest that both solubility in and affinity for the bile salt micelle of plant sterols are important determinants of their intestinal absorption in rats.
Abstract: Intestinal absorption of various plant sterols was investigated in thoracic duct-cannulated normal rats. Lymphatic recovery was the highest in campesterol, intermediate in brassicasterol and sitosterol, and the lowest in stigmasterol and sitostanol. Higher solubility in the bile salt micelle was observed in sitosterol, campesterol, and sitostanol than in brassicasterol and stigmasterol. The solubility of the latter two sterols was extremely low. When the affinity of plant sterols for the bile salt micelle was compared in an in vitro model system, which assessed sterol transfer from the micellar to the oil phase, the transfer rate was the highest in brassicasterol, intermediate in campesterol and stigmasterol, and lowest in sitosterol and sitostanol. Although no significant correlations between lymphatic recovery of plant sterols and their micellar solubility or transfer rate from the bile salt micelle were observed, highly positive correlation was obtained between the lymphatic recovery and the multiplication value of the micellar solubility and the transfer rate. These observations strongly suggest that both solubility in and affinity for the bile salt micelle of plant sterols are important determinants of their intestinal absorption in rats.

41 citations


Journal ArticleDOI
TL;DR: 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 stig masterol and one synthetically known acridones: 1,3,5-trihydroxy-4-prenylacridone as mentioned in this paper
Abstract: 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).

37 citations


Journal Article
TL;DR: The compounds 4, 5, 6 were obtaining from this genus for the first time, and all the compounds were obtained from this plant for theFirst time.
Abstract: Objective To study the chemical constituents from the roots of Ficus hirta Method Compounds were isolated by chromatographic techniques on silica gel and HP-20 resin columns Their structures were elucidated by chemical and spectroscopic methods Result Ten compounds were identified as beta-sitosterol (1), stigmasterol (2), psoralene (3), 3beta-hydroxy-stigmast-5-en-7-one (4), 5-hydroxy-4', 6, 7, 8-tetramethoxy flavone (5), 4', 5, 6, 7, 8-pentamethoxy flavone (6), 4', 5, 7-trihydroxy-flavone (7), 3beta-acetoxy-beta-amyrin (8), 3beta-acetoxy-alpha-amyrin (9) and hesperidin (10) Conclusion The compounds 4, 5, 6 were obtained from this genus for the first time, and all the compounds were obtained from this plant for the first time

34 citations


Journal ArticleDOI
TL;DR: Production of AD or ADD from phytosterol by the two mutants was investigated in a 5-L surface-aeration microprocessor-controlled fermentor at 30 °C and it was found that the maximum conversion to AD orADD was 67.9 or 70.6%, respectively.

34 citations


Journal ArticleDOI
TL;DR: The chemical composition of the dichloromethane extracts of different morphological parts of the banana plant “Dwarf Cavendish”, cultivated in Madeira Island (Portugal), were studied by gas chromatography-mass spectrometry as mentioned in this paper.

Journal ArticleDOI
TL;DR: After 120 h of shaking in suitable culture media and temperature, maximal yield conversion to ADD was higher than 70% and up to 64% to AD, for the various phytosterols mixtures assays, suggesting that results may be better when scaling-up such a procedure of phydosterols conversion.
Abstract: The production of several high value steroid drugs, used as progestational, adrenocortical, estrogenic and contraceptive agents, is mostly derived from 4-androstene-dione (AD) and 1,4 androsta-diene-3,17-dione (ADD). Three Vietnamese phytosterols mixtures named VN-1, VN-2 and VN-3, isolated from soybean oil may be efficiently converted into these key compounds by mycobacterial cells. Their general phytosterol composition was 55.39, 70.55, 70.19% for VN-1, VN-2 and VN-3, respectively. Moreover, values of campesterol, β-sitosterol and stigmasterol were determined. After 120 h of shaking in suitable culture media and temperature, maximal yield conversion to ADD was higher than 70% and up to 64% to AD, for the various phytosterols mixtures assays. These results may be better when scaling-up such a procedure of phytosterols conversion.

Journal ArticleDOI
TL;DR: In conjunction with an AOAC Presidential Task Force on Dietary Supplements, a method was validated for measurement of 3 plant sterols (phytosterols) in saw palmetto raw materials, extracts, and dietary supplements.
Abstract: In conjunction with an AOAC Presidential Task Force on Dietary Supplements, a method was validated for measurement of 3 plant sterols (phytosterols) in saw palmetto raw materials, extracts, and dietary supplements. AOAC Official Method 994.10, "Cholesterol in Foods," was modified for purposes of this validation. Test samples were saponified at high temperature with ethanolic potassium hydroxide solution. The unsaponifiable fraction containing phytosterols (campesterol, stigmasterol, and beta-sitosterol) was extracted with toluene. Phytosterols were derivatized to trimethylsilyl ethers and then quantified by gas chromatography with a hydrogen flame ionization detector. The presence of the phytosterols was detected at concentrations greater than or equal to 1.00 mg/100 g based on 2-3 g of sample. The standard curve range for this assay was 0.00250 to 0.200 mg/mL. The calibration curves for all phytosterols had correlation coefficients greater than or equal to 0.995. Precision studies produced relative standard deviation values of 1.52 to 7.27% for campesterol, 1.62 to 6.48% for stigmasterol, and 1.39 to 10.5% for beta-sitosterol. Recoveries for samples fortified at 100% of the inherent values averaged 98.5 to 105% for campesterol, 95.0 to 108% for stigmasterol, and 85.0 to 103% for beta-sitosterol.

Journal ArticleDOI
TL;DR: To investigate some new rapeseed varieties and olive genotypes that are grown in Northwest Turkey and to compare the phytosterol contents of both crops, the separation and identification of freephytosterols and the analysis of their contents were successfully achieved using the capillary column-gas chromatographic method.
Abstract: Phytosterols occur in relatively high concentration in the seeds of rapeseed (Brassica napus L.) and in lower concentration in olive (Olea europaea L.) oil. The aim of this research was to investigate some new rapeseed varieties and olive genotypes that are grown in Northwest Turkey and to compare the phytosterol contents of both crops. For rapeseed, the data were collected in the growing seasons 2004-2005 from a field experiment with 19 new rapeseed varieties and three replications. For olives, 21 different varieties were used in the 2004-2005 and 2005-2006 growing seasons. The separation and identification of free phytosterols and the analysis of their contents were successfully achieved using the capillary column-gas chromatographic method. According to the obtained results, for rapeseed, sitosterol (1.54-2.36 g/kg) was the major component of total phytosterols, followed by campesterol (0.02-1.58 g/kg) and brassicasterol (0.26-0.58 g/kg). Regarding the olive varieties, the sitosterol content changed between 1.03 and 2.01 g/kg, followed by avenasterol ranging from 0.07 to 0.44 g/kg. The brassicasterol, campesterol and stigmasterol contents did not affect the total amount of sterols. The total phytosterol content ranged between 4.25 and 11.37 g/kg for rapeseed and 1.29 and 2.38 g/kg for olives.

Journal ArticleDOI
TL;DR: Results reflect that 2 inhibited the DNA synthetic event in Hep G2 cells, which is obtained for the first time from a natural source.
Abstract: (+)-Diasesamin (1), (+)-sesamin (2), (+)-episesamin, stearic acid, palmitic acid, a mixture of β-sitosterol and stigmasterol, and a mixture of β-sitosterol-D-glucoside and stigmasterol-D-glucoside

Journal ArticleDOI
TL;DR: Recent findings demonstrating that CYP710A P450 family genes encode the plant sterol C-22 desaturases to produce stigmasterol and brassicasterol/crinosterol from beta-sitosterol and 24-epi-campesterol respectively are summarized.
Abstract: Sterols are isoprenoid-derived lipids that are produced via the mevalonate pathway and are involved in various cellular functions in eukaryotes such as maintenance of membrane integrity and biosynthetic precursors of steroid hormones. Among cellular sterols, Δ22-sterols containing a double bond at C-22 in the sterol side chain specifically occur in fungi (ergosterol) and plants (stigmasterol and brassicasterol), and several lines of experimental evidence have suggested specific physiological roles of Δ22-sterols in plants. Fungal cytochrome P450 (P450), CYP61, has been established as the sterol C-22 desaturase functioning at the penultimate step in the ergosterol biosynthetic pathway. On the other hand, no particular sequence has been assigned as to the enzyme responsible for the introduction of the double bond into the sterol side chain in plants. In this review, we summarize our recent findings demonstrating that CYP710A P450 family genes encode the plant sterol C-22 desaturases to produce stigmasterol and brassicasterol/crinosterol from β-sitosterol and 24- epi -campesterol respectively. Abbreviations: P450, cytochrome P450; SRS, substrate recognition site; FW, fresh weight; T-DNA, transfer DNA

Journal ArticleDOI
TL;DR: Chromatographic purification of the dichloromethane extract of Clusia melchiorii trunk leading to the isolation of a new biphenyl, 2,2-dimethyl-5-hydroxi-7-phenylchromene, along with the known compounds 2, 2-dimmethyl-5,10-dihydro-2H-benzo[g]chromene -5, 10-dione (xyloidone), betulinic acid, friedelin and a mixture of b-sitosterol and
Abstract: Chromatographic purification of the dichloromethane extract of Clusia melchiorii trunk leading to the isolation of a new biphenyl, 2,2-dimethyl-5-hydroxi-7-phenylchromene, along with the known compounds 2,2-dimethyl-5,10-dihydro-2H-benzo[g]chromene-5,10-dione (xyloidone), betulinic acid, friedelin, friedelinol, euphol, sitostenone, stigmastenone and a mixture of b-sitosterol and stigmasterol. The hexane extract of Clusia obdeltifolia trunk yielded, after chromatographic fractionation, a new d-tocotrienilic alcohol 2Z, 6E, 10E-13-(6-hydroxy-2,8-dimethyl-3,4-dihydro-2H,2-chromenyl)-2,6,10-trimethyl-2,6, 10-tridecatrien-1-ol, along with 2Z and 2E-d-tocotrienoloic acids, betulinic acid, betulonic acid, betunilic aldehyde, glutinol, friedelin, sitostenone and a mixture of b-sitosterol and stigmasterol. Their structures were determined from spectral data and comparison with data from previously reported compounds.

Journal Article
TL;DR: Four flavonoid aglycones and five phytosterols (campesterol, chondrillasterol, stigmast-7-en-3-ol(5alpha,3alpha), stigmasterol and spinasterone) were identified from methanolic extract from the herb of Erigemn acris L. (Asteraceae).
Abstract: Four flavonoid aglycones (apigenin, kaempferol, luteolin, quercetin) were isolated from methanolic extract from the herb of Erigeron acris L (Asteraceae) In this extract five phytosterols (campesterol, chon- drillasterol, stigmast-7-en-3-ol(5α,3α), stigmasterol and spinasterone) were also identified

Journal ArticleDOI
TL;DR: In the presence of 50% of phytosterol (particularly stigmasterol), the release of prostaglandin is increased compared to untreated cells and is correlated with a loss of the regulation of the intracellular Ca(2+) concentration.

01 Jan 2006
TL;DR: This is the first report of the allelopathic activities of lupeol, stigmasterol and β-sitosterol on cowpea (Vigna unguiculata).
Abstract: Purification of the allelopathic ethanol extract of Justicia anselliana aerial part led to the isolation of three known compounds: two sterols (stigmasterol and β-sitosterol) and one triterpene (lupeol). Their structures were determined by analysis of spectroscopic data and confirmed by GC/MS analysis. All isolated compounds were tested for their allelopathic effects on cowpea (Vigna unguiculata) growth and for their cytotoxic activity on human (HeLa, WI-38 and Mel-43) and mouse (J774) cells. All isolated compounds showed an inhibitory effect on the three parameters measured on cowpea (Vigna unguiculata) germination (rate of germination, shoot length and fresh weight). The highest rate of inhibition of cowpea=s germination was observed with 200 ppm of lupeol (-28.4 % ± 0.7%) whereas all three parameters were inhibited very meaningfully by 200 ppm stigmasterol (-26.6% ± 0.5%; -24.2% ± 0.7% and -21.1% ± 0.7% respectively for germination, shoot length and fresh weight of Vigna unguiculata (L.) Walp). None of the isolated compounds was toxic on J774 (murine macrophages), WI-38 (human lung fibroblasts), human HeLa (human cervix carcinoma cells) and melanoma Mel-43 cell. This is the first report of the allelopathic activities of lupeol, stigmasterol and β-sitosterol on cowpea (Vigna unguiculata).

Journal Article
TL;DR: Three stigmastane- type sterols and one ergostane-type sterol were isolated from the ethyl acetate soluble fraction of the aerial parts of Artemisia princeps Pampanini (Sajuarissuk).
Abstract: Three stigmastane-type sterols and one ergostane-type sterol were isolated from the ethyl acetate soluble fraction of the aerial parts of Artemisia princeps Pampanini (Sajuarissuk). From the results of physico-chemical data including NMR, MS and IR, the chemical structures of the compounds were determined as .

Journal Article
TL;DR: Five compounds were isolated and identified from the ethyl acetate extract of the stem bark of mangrove plant Barringtonia racemosa, and 1-3 were isolated from this plant for the first time.
Abstract: OBJECTIVE To study the chemical constituents of mangrove plant Barringtonia racemosa. METHODS Chemical constituents from the ethyl acetate extract of the stem bark of this plant were isolated by silica, Sephadex LH-20 column chromatography and identified by NMR analysis. RESULTS Five compounds were isolated and identified. They are 3,3'-dimethoxy ellagic acid (1), dihydromyticetin (2), gallic acid (3), bartogenic acid (4) and stigmasterol (5). CONCLUSION Compounds 1-3 were isolated from this plant for the first time.

Patent
05 Jul 2006
TL;DR: In this article, a phytosterol extract from bamboo shoots, its preparation method and application is described, which performs significant anti-inflammatory and leukemia histiocytosis inhibitory activities and is thus applicable in cosmetics, foods, health products and medicines.
Abstract: This invention publishes a phytosterol extract from bamboo shoots, its preparation method and application. The phytosterol extract from bamboo shoots mentioned in this invention contains 5~50% sterols, 10~40% of which is beta-sitosterol. The ratio between beta-sitosterol, stigmasterol and campesterol is 10~40:1~3:2~5. The phytosterol extract from bamboo shoots mentioned in this invention performs significant anti-inflammatory and leukemia histiocytosis inhibitory activities and is thus applicable in cosmetics, foods, health products and medicines.

Journal Article
TL;DR: Chemical investigation of the methanolic extract of the roots of Xanthium strumarium has resulted in the isolation of stigmasterol-3-O-β-D-glucopyranoside, 2-methylanthraquinone and stig masterol.

Journal Article
TL;DR: One sterolglucoside along with stigmasterol, β-sitosterol and betulinic acid was isolated from the roots of Mimosa pudica.

Journal ArticleDOI
Chunxia Li1, Tiantian Guo1, Peng Wang1, Hua-Shi Guan1, Yingxia Li1 
TL;DR: Several stigamasterol saponins were concisely synthesized as mentioned in this paper, and all the compounds were identified by NMR, IR, and high resolusion MS.
Abstract: Several stigamasterol saponins were concisely synthesized. Namely, four monosaccharide (glucopyranose, galactopyranose, xylopyranose, 2-acetamido-2-deoxy-α-D-glucopyranose), lactopyranose and chacotriose were coupled with 3-OH of stigmasterol. All the compounds were identified by NMR, IR and high resolusion MS.

Journal ArticleDOI
TL;DR: A phytochemical investigation of the constituents of the roots of Vismia laurentii has resulted in the isolation of two xanthone derivatives named laurentixanthone A (1) (6-hydroxy-3, 3-dimethyl-11-(3-methylbut-2-enyl)pyrano[2,3-c]xanthen-7(3H)-one) and laurentIXanthone B (2) (1-hydrox-5,6,7,8-tetramethoxyx
Abstract: A phytochemical investigation of the constituents of the roots of Vismia laurentii has resulted in the isolation of two xanthone derivatives named laurentixanthone A (1) (6-hydroxy-3,3-dimethyl-11-(3-methylbut-2-enyl)pyrano[2,3-c]xanthen-7(3H)-one) and laurentixanthone B (2) (1-hydroxy-5,6,7,8-tetramethoxyxanthone), along with 11 known compounds: 1,7-dihydroxyxanthone, vismiaquinone, vismiaquinone B, bivismiaquinone, 3-geranyloxy-6-methyl-1,8-dihydroxyanthraquinone, O(1)-demethyl-3',4'-deoxypsorospermin-3',4'-diol, 6-deoxyisojacareubin, 1,8-dihydroxy-6-methoxy-3-methylanthraquinone, kaempferol, friedelin and stigmasterol. The structures of compounds were established by means of spectroscopic methods. Furthermore, the compounds were screened for antimicrobial activities in vitro.

Journal Article
TL;DR: In this article, twelve compounds were isolated from Hedyotis diffusa and identified as p-coumaric acid (1),ferulic acid (2),oleanolic acid (3),ursolic acid(4), 2-methyl-3-hydroxyanthraquinone(5),2-methyl 3-methoxyanthrasquinone (6),scopolin(7), quercetin(8),quercetinsin (8),kaeperferol(9),daucosterol(10),stig
Abstract: Twelve compounds were isolated from Hedyotis diffusa and identified as p-coumaric acid(1),ferulic acid(2),oleanolic acid(3),ursolic acid(4),2-methyl-3-hydroxyanthraquinone(5),2-methyl-3-methoxyanthraquinone(6),scopolin(7),quercetin(8),kaeperferol(9),daucosterol(10),stigmasterol(11) and β-sitosterol(12) by biochemical data and spectral evidence.Compounds 2 and 7 were isolated from Hedyotis diffusa for the first time.

Journal Article
TL;DR: In this article, the chemical constituents in the ethyl acetate fraction of Herba Siegesbeckiae were identified by the physicochemical properties and spectral analysis, and seven compounds were isolated and elucidated as 3′, 5′,β-trihydroxy-3,4,4′,α-tetramethoxy-chalcone(1),kirenol(2),darutigenol(3),siegesbeckic acid(4),ent-16β,17-dihydroxy-19-kauranoic acid (19
Abstract: OBJECTIVE To study the chemical constituents in the ethyl acetate fraction of Herba Siegesbeckiae.METHODS Compounds were isolated and purified by silica gel columns and MPLC, and their structures were identified by the physicochemical properties and spectral analysis. RESULTS Seven compounds were isolated and elucidated as 3′, 5′,β-trihydroxy-3,4,4′,α-tetramethoxy-chalcone(1),kirenol(2),darutigenol(3),siegesbeckic acid(4),ent-16β,17-dihydroxy-19-kauranoic acid(5),ent-16αH-17-hydroxy-19-kauranoic acid(6) and stigmasterol(7).CONCLUSION Compound 1 is the new compound.

Journal Article
TL;DR: In this paper, eleven compounds with ACE inhibitory activity were identified from the 95% EtOH extract of the dried aerial part of Buddleja brachystachya and they were identified as apigenin(1), rutin(2), quercetin(3), E-p-hydroxycinnamic acid(4), β-sitosterol(5),β-daucosterol (β-DAC), stigmasterol(6), luteolin(9), syringaldehyde(10), and kumatakenin
Abstract: To investigate the components with angiotensin-converting enzyme(ACE) inhibitory activity,eleven compounds were isolated from the 95% EtOH extract of the dried aerial part of Buddleja brachystachya.They were identified as apigenin(1),rutin(2),quercetin(3),E-p-hydroxycinnamic acid(4),β-sitosterol(5),β-daucosterol(6),stigmasterol(7),3,4dimethoxycinnamic acid(8),luteolin(9),syringaldehyde(10) and kumatakenin(11).Compounds 1,3 and 9 showed ACE inhibitory activity.Fig 1,Tab 1,Ref 15