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Evidence-based Complementary and... 2013Fatsia polycarpa, a plant endemic to Taiwan, is an herbal medicine known for treating several inflammation-related diseases, but its biological function needs scientific...
Fatsia polycarpa, a plant endemic to Taiwan, is an herbal medicine known for treating several inflammation-related diseases, but its biological function needs scientific support. Thus, the anti-inflammatory effects and mechanisms of the methanolic crude extract (MCE) of F. polycarpa and its feature constituents, that is, brassicasterol (a phytosterol), triterpenoids 3 α -hydroxyolean-11,13(18)-dien-28-oic acid (HODA), 3 α -hydroxyolean-11-en-28,13 β -olide (HOEO), fatsicarpain D, and fatsicarpain F, were investigated. MCE and HOEO, but not brassicasterol, dose-dependently inhibited lipopolysaccharide- (LPS-)induced expression of inducible nitric oxide synthase and cyclooxygenase-2 in RAW 264.7 macrophage line, whereas HODA, fatsicarpain D and fatsicarpain F were toxic to RAW cells. Additionally, MCE and HOEO suppressed LPS-induced production of nitric oxide, prostaglandin E2, and interleukin-1 β and interfered with LPS-promoted activation of the inhibitor kappa B kinase (IKK)/nuclear factor- κ B (NF- κ B) pathway, and that of the mitogen-activated protein kinases (MAPKs) extracellular signal regulated kinase (ERK), c-Jun N-terminal kinase (JNK), and p38. In animal tests, MCE and HOEO effectively ameliorated 12-O-tetradecanoylphorobol-13 acetate- (TPA-)induced ear edema of mice. Thus, MCE of F. polycarpa exhibited an obvious anti-inflammatory activity in vivo and in vitro that likely involved the inhibition of the IKK/NF- κ B pathway and the MAPKs, which may be attributed by triterpenoids such as HOEO.
PubMed: 24489593
DOI: 10.1155/2013/857213 -
Ecology and Evolution Feb 2018Ocean warming can modify the phytoplankton biomass on decadal scales. Significant increases in sea surface temperature (SST) and rainfall in the northwest of Australia...
Ocean warming can modify the phytoplankton biomass on decadal scales. Significant increases in sea surface temperature (SST) and rainfall in the northwest of Australia over recent decades are attributed to climate change. Here, we used four biomarker proxies (TEX index, long-chain -alkanes, brassicasterol, and dinosterol) to reconstruct approximately 60-year variations of SST, terrestrial input, and diatom and dinoflagellate biomass in the coastal waters of the remote Kimberley region. The results showed that the most significant increases in SST and terrestrial input occurred since 1997, accompanied by an abrupt increase in diatom and dinoflagellate biomasses. Compared with the results before 1997, the average TEX86H temperature during 1997-2011 increased approximately 1°C, rainfall increased 248.2 mm, brassicasterol and dinosterol contents increased 8.5 and 1.7 times. Principal component analysis indicated that the warming SST played a more important role in the phytoplankton increase than increased rainfall and river discharge.
PubMed: 29468028
DOI: 10.1002/ece3.3836 -
Food Chemistry: X Jun 2023Sesame oil has a unique flavor and is very popular in Asian countries, and this leads to frequent adulteration. In this study, comprehensive adulteration detection of...
Sesame oil has a unique flavor and is very popular in Asian countries, and this leads to frequent adulteration. In this study, comprehensive adulteration detection of sesame oil based on characteristic markers was developed. Initially, sixteen fatty acids, eight phytosterols, and four tocopherols were utilized to construct an adulteration detection model, which screened seven potentially adulterated samples. Subsequently, confirmatory conclusions were drawn based on the characteristic markers. Adulteration with rapeseed oil in 4 samples was confirmed using the characteristic marker of brassicasterol. The adulteration of soybean oil in 1 sample was confirmed using the isoflavone. The adulteration of 2 samples with cottonseed oil was demonstrated by sterculic acid and malvalic acid. The results showed that sesame oil adulteration could be detected by screening positive samples using chemometrics and verifying with characteristic markers. The comprehensive adulteration detection method could provide a system approach for market supervision of edible oils.
PubMed: 37397224
DOI: 10.1016/j.fochx.2023.100745 -
Natural Product Research 2013Ethyl acetate extracts of Armillaria tabescens (strain JNB-OZ344) showed significant fungistatic and bacteristatic activities against several major human pathogens...
Ethyl acetate extracts of Armillaria tabescens (strain JNB-OZ344) showed significant fungistatic and bacteristatic activities against several major human pathogens including Candida albicans, Cryptococcus neoformans, Escherichia coli and Mycobacterium intracellulare. Chemical analysis of these extracts led to the isolation and identification of four new compounds, emestrin-F (1), emestrin-G (2), 6-O-(4-O-methyl-β-D-glucopyranosyl)-8-hydroxy-2,7-dimethyl-4H-benzopyran-4-one (3) and cephalosporolide-J (4), along with five other previously known compounds, emestrin (5), cephalosporolide-E (6), decarestrictine-C2 (7), ergosterol and brassicasterol. Structural elucidation of all compounds was carried out by NMR and MS analyses. Antimicrobial assays revealed that compounds 1 and 5 were responsible for the observed growth inhibitory activities of the fungal extracts against the human pathogens tested.
Topics: Anti-Bacterial Agents; Antifungal Agents; Armillaria; Candida albicans; Cholestadienols; Cryptococcus neoformans; Ergosterol; Escherichia coli; Magnetic Resonance Spectroscopy; Mass Spectrometry; Microbial Sensitivity Tests; Phytosterols
PubMed: 23140424
DOI: 10.1080/14786419.2012.738206 -
Molecules (Basel, Switzerland) Mar 2021Phytosterols and tocopherols are commonly used in food and pharmaceutical industries for their health benefits. Current analysis methods rely on conventional liquid...
Phytosterols and tocopherols are commonly used in food and pharmaceutical industries for their health benefits. Current analysis methods rely on conventional liquid chromatography, using an analytical column, which can be tedious and time consuming. However, simple, and fast analytical methods can facilitate their qualitative and quantitative analysis. In this study, a fast chromatography-tandem mass spectrometric (FC-MS/MS) method was developed and validated for the quantitative analysis of phytosterols and tocopherols. Omitting chromatography by employing flow injection analysis-mass spectrometry (FIA-MS) failed in the quantification of target analytes due to analyte-to-analyte interferences from phytosterols. These interferences arise from their ambiguous MS fingerprints that would lead to false identification and inaccurate quantification. Therefore, a C18 guard column with a 1.9 µm particle size was employed for FC-MS/MS under isocratic elution using acetonitrile/methanol (99:1 /) at a flow rate of 600 µL/min. Analyte-to-analyte interferences were identified and eliminated. The false peaks could then be easily identified due to chromatographic separation. In addition, two internal standards were evaluated, namely cholestanol and deuterated cholesterol. Both internal standards contributed to the observed analyte-to-analyte interferences; however, adequate shift in the retention time for deuterated cholesterol eliminated its interferences and allowed for an accurate quantification. The method is fast (1.3 min) compared to published methods and can distinguish false peaks observed in FIA-MS. Seven analytes were quantified simultaneously, namely brassicasterol, campesterol, stigmasterol, β-sitosterol, α-tocopherol, δ-tocopherol, and γ-tocopherol. The method was successfully applied in the quantitative analysis of phytosterols and tocopherols present in the unsaponifiable matter of canola oil deodorizer distillate (CODD). β-sitosterol and γ-tocopherol were the most abundant phytosterols and tocopherols, respectively.
Topics: Calibration; Chemical Fractionation; Chromatography, Liquid; Phytosterols; Plants; Reproducibility of Results; Tandem Mass Spectrometry; Tocopherols
PubMed: 33807675
DOI: 10.3390/molecules26051402 -
Biological & Pharmaceutical Bulletin Dec 2023Dyslipidemia is a lifestyle-related (physical inactivity or obesity) disease; therefore, dietary foods that can easily be consumed in daily life is important to prevent...
Dyslipidemia is a lifestyle-related (physical inactivity or obesity) disease; therefore, dietary foods that can easily be consumed in daily life is important to prevent dyslipidemia. Ergosterol, a precursor of vitamin D, is a fungal sterol present in the membranes of edible mushrooms and other fungi. Ergosterol is converted to brassicasterol by 7-dehydrocholesterol reductase (DHCR7), a cholesterol biosynthesis enzyme that converts 7-dehydrocholesterol (a precursor of vitamin D) into cholesterol. Previously, we reported that ergosterol increases 7-dehydrocholesterol, decreases cholesterol levels by competitive effect of DHCR7, and reduces DHCR7 mRNA and protein levels in human HepG2 hepatoma cells. Here, we investigated the effects of long-term high ergosterol intake on the cholesterol, vitamin D, and D biosynthetic pathways of rats fed a high-fat and high-sucrose (HFHS) diet using GC-MS and LC with tandem mass spectrometry. In HFHS rats, oral ergosterol administration for 14 weeks significantly decreased plasma low-density lipoprotein cholesterol, total bile acid, and cholesterol precursor (squalene and desmosterol) levels and increased 7-dehydrocholesterol levels compared to HFHS rats without ergosterol. Ergosterol, brassicasterol, and vitamin D were detected, cholesterol levels were slightly decreased, and levels of vitamin D and its metabolites were slightly increased in rats fed HFHS with ergosterol. These results showed that ergosterol increased vitamin D levels, inhibited the cholesterol biosynthetic pathway, and possibly promoted vitamin D biosynthesis in vivo. Therefore, daily ergosterol intake may aid in the prevention of dyslipidemia.
Topics: Rats; Humans; Animals; Vitamin D; Ergosterol; Biosynthetic Pathways; Sucrose; Vitamins; Cholesterol; Cholecalciferol; Diet; Dyslipidemias; Diet, High-Fat
PubMed: 37779053
DOI: 10.1248/bpb.b23-00348 -
Journal of Natural Products May 2012Four new 1,4-dihydroxy-5-phenyl-2-pyridinone alkaloids, 17-hydroxy-N-(O-methyl)septoriamycin A (1), 17-acetoxy-N-(O-methyl)septoriamycin A (2),...
Four new 1,4-dihydroxy-5-phenyl-2-pyridinone alkaloids, 17-hydroxy-N-(O-methyl)septoriamycin A (1), 17-acetoxy-N-(O-methyl)septoriamycin A (2), 13-(S)-hydroxy-N-(O-methyl)septoriamycin A (3), and 13-(R)-hydroxy-N-(O-methyl)septoriamycin A (4), together with the known compounds (+)-cercosporin (5), (+)-14-O-acetylcercosporin (6), (+)-di-O-acetylcercosporin (7), lumichrome, and brassicasterol, were isolated from an ethyl acetate extract of a culture medium of Septoria pistaciarum. Methylation of septoriamycin A (8) with diazomethane yielded three di-O-methyl analogues, two of which existed as mixtures of rotamers. We previously reported antimalarial activity of septoriamycin A. This compound also exhibited significant activity against Leishmania donovani promastigotes. Compounds 5-7 showed moderate in vitro activity against L. donovani promastigotes and chloroquine-sensitive (D6) and -resistant (W2) strains of Plasmodium falciparum, whereas compound 5 was fairly active against methicillin-sensitive and methicillin-resistant strains of Staphylococcus aureus. Compounds 5-7 also displayed moderate phytotoxic activity against both a dicot (lettuce, Lactuca sativa) and a monocot (bentgrass, Agrostis stolonifera) and cytotoxicity against a panel of cell lines.
Topics: Alkaloids; Animals; Anti-Infective Agents; Antimalarials; Antiprotozoal Agents; Ascomycota; Aspergillus fumigatus; Candida albicans; Candida glabrata; Chlorocebus aethiops; Chloroquine; Cryptococcus neoformans; Escherichia coli; Humans; Methicillin-Resistant Staphylococcus aureus; Mice; Microbial Sensitivity Tests; Molecular Structure; Mycobacterium avium Complex; Plasmodium falciparum; Pseudomonas aeruginosa; Staphylococcus aureus; Vero Cells
PubMed: 22530813
DOI: 10.1021/np200940b -
Plants (Basel, Switzerland) Nov 2023Medicines for chronic inflammation can cause gastric ulcers and hepatic and renal issues. An alternative treatment for chronic inflammation is that of natural bioactive...
Medicines for chronic inflammation can cause gastric ulcers and hepatic and renal issues. An alternative treatment for chronic inflammation is that of natural bioactive compounds, which present low side effects. Extracts of (Ortega) Müll. Arg. have been evaluated for their cytotoxicity and anti-inflammatory activity; however, testing pure compounds would be of greater interest. Campesteryl palmitate, n-heptyl ferulate, palmitic acid, and a mixture of sterols, i.e., brassicasterol, campesterol, β-sitosterol, and stigmasterol, were obtained from an ethyl acetate extract from (Ortega) Müll. Arg. bark using column chromatography. The toxicity and in vitro anti-inflammatory activities were evaluated using RAW 264.7 murine macrophage cells. None of the products assessed exhibited toxicity. The sterol mixture exhibited greater anti-inflammatory activity than the positive control, and nitric oxide (NO) inhibition percentages were 37.97% and 41.68% at 22.5 μg/mL and 30 μg/mL, respectively. In addition, n-heptyl ferulate decreased NO by 30.61% at 30 μg/mL, while campesteryl palmitate did not show anti-inflammatory activity greater than the positive control. The mixture and n-heptyl ferulate showed NO inhibition; hence, we may conclude that these compounds have anti-inflammatory potential. Additionally, further research and clinical trials are needed to fully explore the therapeutic potential of these bioactive compounds and their efficacy in treating chronic inflammation.
PubMed: 37960136
DOI: 10.3390/plants12213780 -
Scientific Reports Feb 2017Pneumolysin is the one of the major virulence factor of the bacterium Streptococcus pneumoniae. In previous report, it is shown that β-sitosterol, a natural compound...
Pneumolysin is the one of the major virulence factor of the bacterium Streptococcus pneumoniae. In previous report, it is shown that β-sitosterol, a natural compound without antimicrobial activity, is a potent antagonist of pneumolysin. Here, two new pneumolysin natural compound inhibitors, with differential activity, were discovered via haemolysis assay. To explore the key factor of the conformation for the inhibition activity, the interactions between five natural compound inhibitors with differential activity and pneumolysin were reported using molecular modelling, the potential of mean force profiles. Interestingly, it is found that incorporation of the single bond (C22-C23-C24-C25) to replace the double bond (hydrocarbon sidechain) improved the anti-haemolytic activity. In view of the molecular modelling, binding of the five inhibitors to the conserved loop region (Val372, Leu460, and Tyr461) of the cholesterol binding sites led to stable complex systems, which was consistent with the result of β-sitosterol. Owing to the single bond (C22-C23-C24-C25), campesterol and brassicasterol could form strong interactions with Val372 and show higher anti-haemolytic activity, which indicated that the single bond (C22-C23-C24-C25) in inhibitors was required for the anti-haemolytic activity. Overall, the current molecular modelling work provides a starting point for the development of rational design and higher activity pneumolysin inhibitors.
Topics: Animals; Bacterial Proteins; Cholestadienols; Cholesterol; Hemolysis; Models, Molecular; Molecular Dynamics Simulation; Phytosterols; Sheep; Streptococcus pneumoniae; Streptolysins; Structure-Activity Relationship
PubMed: 28165051
DOI: 10.1038/srep42015 -
Journal of the American Oil Chemists'... Sep 2012The effect of temperature (25 or 35 °C) and moisture content (10, 12.5, 15.5 %) on rapeseed phytosterol degradation was examined for 18 days. Statistical analysis...
The effect of temperature (25 or 35 °C) and moisture content (10, 12.5, 15.5 %) on rapeseed phytosterol degradation was examined for 18 days. Statistical analysis showed that temperature, moisture and time of storage have a significant effect on phytosterol degradation. After 18 days of seed storage at a temperature of 25 and 30 °C losses of these compounds amounted to 11 and 13 % in seeds with moisture contents of 10, 12 and 16 % in seeds with a moisture content of 12.5 %, while they were 24 and 58 % in seeds with a moisture content of 15.5 %. Among all the identified sterols the greatest degradation rate was observed for stigmasterol and brassicasterol. Losses of stigmasterol and brassicasterol during storage of seeds with a 12.5 % moisture content at a temperature of 30 °C were 17 and 28 %, respectively, while in seeds with a moisture content of 15.5 % these losses increased to 73 and 63 %.
PubMed: 22923815
DOI: 10.1007/s11746-012-2064-4