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1.
Carbohydr Polym ; 258: 117673, 2021 Apr 15.
Article in English | MEDLINE | ID: mdl-33593550

ABSTRACT

This study's primary purpose was to develop a new technique to stabilize high value-added bioactive volatile compounds present in essential oils to ensure their usability as chemical raw materials with enhanced stability. Selective isolation and encapsulation of various volatile compounds by changing the electrospraying process parameter, including voltage, flow rate, and ß-Cyclodextrin concentration, were attributed to the formation of inclusion complexes between ß-cyclodextrin and volatile compounds. Investigations regarding the effects of independent process variables on simultaneous isolation and selective encapsulation of volatile compounds during electrospraying of ß-cyclodextrins were carried out mainly with TLC analyses. The TLC analyses were confirmed with GC, GC-MS, and 1H NMR analyses. It was possible to obtain nanoparticles with an average particle size between 25-160 nm with the designed system. Obtained data revealed that isolation and encapsulation of cumin aldehyde, camphene, isoborneol, and hexadecanoic acid, benzyl benzoate from labdanum essential oil were successfully achieved.


Subject(s)
Oils, Volatile/chemistry , Volatile Organic Compounds/chemistry , beta-Cyclodextrins/chemistry , Aldehydes/isolation & purification , Benzoates/isolation & purification , Bicyclic Monoterpenes/isolation & purification , Camphanes/isolation & purification , Chemistry Techniques, Analytical , Chromatography, Gas/methods , Chromatography, Thin Layer , Cistus , Gas Chromatography-Mass Spectrometry/methods , Hydrogen Bonding , Hydrophobic and Hydrophilic Interactions , Magnetic Resonance Spectroscopy , Microscopy, Atomic Force , Nanoparticles/chemistry , Nigella sativa/metabolism , Oils, Volatile/isolation & purification , Palmitic Acid/isolation & purification , Solubility , Spectrometry, Mass, Electrospray Ionization/methods
2.
J Ethnopharmacol ; 267: 113516, 2021 Mar 01.
Article in English | MEDLINE | ID: mdl-33141054

ABSTRACT

ETHNOPHARMACOLOGICAL RELEVANCE: Borneol was widely used in traditional Chinese medicine formulas due to its pharmacological activities, e.g. sedative, anti-inflammatory, and anti-ischemic properties. Cinnamomum camphora (L.) J.Presl essential oil (BEO) is a by-product of natural crystalline borneol (NCB) production obtained by steam distillation of Cinnamomum camphora (L.) J.Presl leaves, and borneol was the main component of BEO. This study aims to investigate the anti-inflammatory effect of BEO and its corresponding mechanisms through in vitro and in vivo studies. MATERIALS AND METHODS: Human erythrocyte membrane stability assay and the acute inflammation murine model (xylene-induced ear edema) were chosen to evaluate the anti-inflammatory effect of BEO. Expression of inflammatory mediators, including interleukin (IL)-1ß, IL-6, and tumor necrosis factor α (TNF-α) was determined by real-time quantitative polymerase chain reaction (RT-PCR) and enzyme-linked immunosorbent assays (ELISA). The functional compounds in the BEO were identified by using gas chromatography-mass spectrometry (GC-MS). The steady-state transdermal diffusion rates of BEO and BEO nano-emulsion with were also determined in this study. Cytotoxicity of BEO was analyzed by cell counting kit-8 (CCK-8) assay. RESULTS: The BEO showed a high human erythrocyte membrane stabilization by inhibiting heat-induced hemolysis (IC50 = 5.29 mg/mL) and hypotonic solution-induced hemolysis (IC50 = 0.26 mg/mL) in vitro. The BEO was topically applied to mice auricles, both single and repeated administration significantly reduced xylene-induced auricle swelling (p < 0.0001). Expression of inflammatory mediators, including interleukin (IL)-1ß, IL-6, and tumor necrosis factor α (TNF-α) in serum and tissue was significantly downregulated (p < 0.05), so as to the mRNA expression of IL-1ß (p<0.05) and TNF-α (p < 0.001). A total of 43 components were identified and quantified by GC-MS. The most abundant was borneol [178.3 mg/mL, 20.9% (m/v)], followed by ß-caryophyllene (116.3 mg/mL), camphor (115.2 mg/mL), and limonene (89.4 mg/mL). For determining the skin permeability of BEO, the steady-state transdermal diffusion rates of BEO and BEO nano-emulsion were determined to be 6.7 and 8.9 mg/cm2·h, respectively. CONCLUSION: It is suspected that the anti-inflammatory effects in vivo and in vitro were derived from the above-mentioned components in the BEO. These findings will facilitate the development of BEO as a new and natural therapeutic agent for inflammatory skin conditions.


Subject(s)
Anti-Inflammatory Agents/pharmacology , Camphanes/pharmacology , Cinnamomum camphora , Edema/prevention & control , Erythrocyte Membrane/drug effects , Oils, Volatile/pharmacology , Plant Oils/pharmacology , Animals , Anti-Inflammatory Agents/isolation & purification , Camphanes/isolation & purification , Cell Line , Cinnamomum camphora/chemistry , Cytokines/metabolism , Disease Models, Animal , Edema/chemically induced , Edema/metabolism , Female , Hemolysis/drug effects , Humans , Inflammation Mediators/metabolism , Male , Mice, Inbred ICR , Oils, Volatile/isolation & purification , Plant Oils/isolation & purification , Xylenes
3.
Sensors (Basel) ; 20(3)2020 Feb 04.
Article in English | MEDLINE | ID: mdl-32033030

ABSTRACT

A potentiometric E-tongue system based on low-selective polymeric membrane and chalcogenide-glass electrodes is employed to monitor the taste-and-odor-causing pollutants, geosmin (GE) and 2-methyl-isoborneol (MIB), in drinkable water. The developed approach may permit a low-cost monitoring of these compounds in concentrations near the odor threshold concentrations (OTCs) of 20 ng/L. The experiments demonstrate the success of the E-tongue in combination with partial least squares (PLS) regression technique for the GE/MIB concentration prediction, showing also the possibility to discriminate tap water samples containing these compounds at two concentration levels: the same OTC order from 20 to 100 ng/L and at higher concentrations from 0.25 to 10 mg/L by means of PLS-discriminant analysis (DA) method. Based on the results, developed multisensory system can be considered a promising easy-to-handle tool for express evaluation of GE/MIB species and to provide a timely detection of alarm situations in case of extreme pollution before the drinkable water is delivered to end users.


Subject(s)
Camphanes/isolation & purification , Drinking Water/analysis , Naphthols/isolation & purification , Water Pollutants, Chemical/isolation & purification , Camphanes/chemistry , Electronic Nose/trends , Humans , Naphthols/chemistry , Potentiometry/trends , Water Pollutants, Chemical/chemistry
4.
J Chromatogr A ; 1609: 460499, 2020 Jan 04.
Article in English | MEDLINE | ID: mdl-31495509

ABSTRACT

The off-flavor compounds geosmin and 2-methylisoborneol (2-MIB) are well-known to impact the quality of farmed freshwater fish species, but little is known about off-flavors in marine aquaculture. To begin addressing this knowledge gap, a method for determining geosmin and 2-MIB using LC with atmospheric pressure chemical ionization (APCI) MS detection was developed. While 2-MIB was readily detected using LC-APCI/MS, geosmin exhibited on-column degradation that was independent of column chemistry and could not be eliminated. Optimized conditions were identified that balanced the separation and ionization efficiency of 2-MIB and geosmin while minimizing geosmin degradation, but the overall method sensitivity for geosmin was reduced by the on-column losses. The method was used with direct aqueous injections to determine the volatilization rates of geosmin and 2-MIB at ppb levels during aeration under laboratory conditions in both salt water and pure water to simulate marine and fresh water aquaculture, respectively. The volatilization rates of both compounds were 30% faster in salt water than in fresh water with or without aeration, but aeration was found to enhance the rate by a factor of 2.5 in both water types. The LC-APCI/MS method was combined with stir bar sorptive extraction (SBSE) to achieve greater sensitivity for determining off-flavors in recirculating aquaculture system (RAS) water. Using SBSE-LC-APCI/MS, the LODs for geosmin and 2-MIB were 70 ng/kg (part per trillion) and 6 ng/kg, respectively. The on-column losses resulted in a relatively high LOD for geosmin that renders this method unsuitable for determining geosmin at the low ng/kg levels expected in RAS. SBSE using both grab water samples and an in-situ diving unit were used to evaluate 2-MIB levels in the culture water of two separate marine RAS that were supporting the growth of European sea bass but had differing levels of water treatment. 2-MIB was readily detected using both SBSE approaches in the RAS with less sophisticated treatment when the animal stocking density was at its highest (50 kg/m3) but was not detected in the more sophisticated RAS regardless of stocking density. Geosmin was not detected in either system, but the results were inconclusive given its higher LOD. These limited results suggest that the anaerobic water treatment components, present only in the more sophisticated RAS, maintained the level of 2-MIB below the LOD.


Subject(s)
Aquaculture , Atmospheric Pressure , Chromatography, Liquid/methods , Flavoring Agents/analysis , Mass Spectrometry/methods , Animals , Camphanes/isolation & purification , Fresh Water/analysis , Limit of Detection , Naphthols/chemistry , Naphthols/isolation & purification , Time Factors , Volatilization , Water , Water Pollutants, Chemical/analysis , Water Purification
5.
Huan Jing Ke Xue ; 39(4): 1654-1660, 2018 Apr 08.
Article in Chinese | MEDLINE | ID: mdl-29964990

ABSTRACT

For the effective removal of two typical odorants found in drinking water, 2-methylisoborneol (2-MIB) and geosmin (GSM), which cannot be effectively removed by the conventional water treatment processes, the advanced oxidation process of vacuum ultraviolet combined with chlorine (VUV/chlorine) was studied. The efficiency of this technology in the removal of these typical odorants was investigated; the effects of ultraviolet intensity, chlorine concentration, pH, bicarbonate concentration, and humic acid concentration on the degradation of these typical odorants were examined, and the role of hydroxyl radicals (·OH) in the degradation of these typical odorants was analyzed. The purge and trap method coupled with gas chromatography and mass spectrometry (GC/MS) was used to determine the concentrations of the typical odorants. The results showed that the VUV/chlorine technology removed typical odorants effectively, and the removal rates of 2-MIB and GSM increased by 15% and 8%, respectively, in 30 minutes, compared with that by the UV/chlorine technology. With the increase in chlorine concentration and ultraviolet intensity, the degradation rates of the typical odorants was accelerated. The removal of the typical odorants was obvious under weak acid condition, and the removal rates of 2-MIB and GSM reached 95% and 96%, respectively, in 10 minutes under the condition of pH 5. Bicarbonate and humic acid competed with free radicals in the reaction system to inhibit the degradation of the typical odorants. The removal rates of 2-MIB and GSM decreased appreciably by 40% and 31%, respectively, when 1 mmol·L-1tert-butanol was added to the reaction mixture, which indicated that hydroxyl radicals (·OH) played a major role in the removal of these typical odorants.


Subject(s)
Chlorine/chemistry , Drinking Water/chemistry , Odorants , Vacuum , Water Pollutants, Chemical/isolation & purification , Water Purification/methods , Camphanes/isolation & purification , Naphthols/isolation & purification , Ultraviolet Rays
6.
Chem Biodivers ; 15(9): e1800153, 2018 Sep.
Article in English | MEDLINE | ID: mdl-29956885

ABSTRACT

A series of the bornyl ester/amide derivatives with N-containing heterocycles were designed and synthesized as vaccinia virus (VV) inhibitors. Bioassay results showed that among the designed compounds, derivatives 6, 13, 14, 34, 36 and 37 showed the best inhibitory activity against VV with the IC50 values of 12.9, 17.9, 3.4, 2.5, 12.5 and 7.5 µm, respectively, and good cytotoxicity. The primary structure-activity relationship (SAR) study suggested that the combination of a saturated N-heterocycle, such as morpholine or 4-methylpiperidine, and a 1,7,7-trimethylbicyclo[2.2.1]heptane scaffold was favorable for antiviral activity.


Subject(s)
Abies/chemistry , Antiviral Agents/pharmacology , Camphanes/pharmacology , Camphor/chemistry , Drug Discovery , Vaccinia virus/drug effects , Antiviral Agents/chemistry , Biological Assay , Camphanes/chemistry , Camphanes/isolation & purification , Carbon-13 Magnetic Resonance Spectroscopy , Inhibitory Concentration 50 , Mass Spectrometry , Proton Magnetic Resonance Spectroscopy , Stereoisomerism , Structure-Activity Relationship
7.
Molecules ; 22(9)2017 Aug 31.
Article in English | MEDLINE | ID: mdl-28858264

ABSTRACT

Natural borneol (NB, called "Bingpian") is an important traditional Chinese medicine to restore consciousness, remove heat and relieve pain, all of which are inflammation-related diseases. Recently, due to the limited source of NB, synthetic borneol (SB) is widely used as a substitute for NB in clinics. However, little is known about the effects of SB instead of NB. Herein, the aim of the present study was to compare NB and SB on chemical profiles by gas chromatography-mass spectrometer (GC-MS) analysis, anti-inflammatory activity in lipopolysaccharide (LPS)-induced RAW 264.7 macrophages, and ultra-performance liquid chromatography-quadrupole time-of-flight mass spectrometry (UPLC-Q-TOF/MS) metabolomic approaches in endotoxic fever induced in rats. Results showed that, in total, 13 volatile components could be identified in NB and SB by GC-MS analysis, in which a significant difference between them still existed. The main constituents in SB were iso-borneol and borneol, while borneol contributes to 98.96% of the amount in NB. Additionally, both NB and SB exhibited remarkable anti-inflammatory effects to reduce the level of inflammatory factors including NO, TNF-α and IL-6 in LPS-induced RAW 264.7 macrophages, and lower the high body temperature in rats with endotoxic fever induced by LPS. Moreover, it seems that NB exhibited higher efficacy than SB. The unequal bioactive efficiency between NB and SB was also indicated by means of non-targeting metabolomics. Based on UPLC-Q-TOF/MS technology, 12 biomarkers in the serum of fever rats were identified. Pathway analysis revealed that the anti-fever effect of NB and SB was related to regulating the abnormal glycerophospholipid, linoleic acid and alpha-linoleic acid metabolism pathways in the fever model. Results indicated that there was still a great difference between NB and SB involving chemical constituents, anti-inflammation activity and the ability to regulate the abnormal metabolism pathways of the fever model. Certainly, further studies are warranted to better understand the replacement rationale in medicinal application.


Subject(s)
Anti-Inflammatory Agents/chemistry , Camphanes/chemistry , Drugs, Chinese Herbal/chemistry , Fever/drug therapy , Animals , Anti-Inflammatory Agents/isolation & purification , Anti-Inflammatory Agents/pharmacology , Camphanes/isolation & purification , Camphanes/pharmacology , Chromatography, High Pressure Liquid , Drug Evaluation, Preclinical , Drugs, Chinese Herbal/isolation & purification , Drugs, Chinese Herbal/pharmacology , Fever/immunology , Lipopolysaccharides/pharmacology , Male , Metabolomics , Mice , RAW 264.7 Cells , Rats, Sprague-Dawley , Tandem Mass Spectrometry
8.
Chirality ; 29(9): 550-557, 2017 09.
Article in English | MEDLINE | ID: mdl-28710844

ABSTRACT

Resolution of chiral compounds has played an important role in the pharmaceutical field, involving detailed studies of pharmacokinetics, physiological, toxicological, and metabolic activities of enantiomers. Herein, a reliable method by high-performance liquid chromatography (HPLC) coupled with an optical rotation detector was developed to separate isoborneol enantiomers. A cellulose tris(3, 5-dimethylphenylcarbamate)-coated chiral stationary phase showed the best separation performance for isoborneol enantiomers in the normal phase among four polysaccharide chiral packings. The effects of alcoholic modifiers and column temperature were studied in detail. Resolution of the isoborneol racemate displayed a downward trend along with an increase in the content of ethanol and column temperature, indicating that less ethanol in the mobile phase and lower temperature were favorable to this process. Moreover, two isoborneol enantiomers were obtained via a semipreparative chiral HPLC technique under optimum conditions, and further characterized by analytical HPLC, and experimental and calculated vibrational circular dichroism (VCD) spectroscopy, respectively. The solution VCD spectrum of the first-eluted component was consistent with the Density Functional Theory (DFT) calculated pattern based on the SSS configuration, indicating that this enantiomer should be (1S, 2S, 4S)-(+)-isoborneol. Briefly, these results have provided reliable information to establish a method for analysis, preparative separation, and absolute configuration of chiral compounds without typical chromophoric groups.


Subject(s)
Camphanes/chemistry , Camphanes/isolation & purification , Chromatography, High Pressure Liquid , Circular Dichroism , Stereoisomerism , Thermodynamics
9.
J Oleo Sci ; 64(9): 999-1007, 2015.
Article in English | MEDLINE | ID: mdl-26250428

ABSTRACT

The present study focuses on the volatile compounds with characteristic odor of essential oil from the leaves of Magnolia obovata by hydrodistillation (HD) and solvent-assisted flavor evaporation (SAFE) method. Eighty-seven compounds, representing 98.0% of the total oil, were identified using HD. The major compounds of HD oil were (E)-ß-caryophyllene (23.7%), α-humulene (11.6%), geraniol (9.1%), and borneol (7.0%). In SAFE oil, fifty-eight compounds, representing 99.7% of the total oil, were identified. The main compounds of SAFE oil were (E)-ß-caryophyllene (48.9%), α-humulene (15.7%), and bicyclogermacrene (4.2%). In this study, we newly identified eighty-five compounds of the oils from M. obovata leaves. These oils were also subjected to aroma evaluation by gas chromatography-olfactometry (GC-O) and aroma extract dilution analysis (AEDA). As a result, twenty-four (HD) and twenty-five (SAFE) aroma-active compounds were detected. (E)-ß-Caryophyllene, α-humulene, linalool, geraniol, 1,8-cineole, and bicyclogermacrene were found to impart the characteristic odor of M. obovata leaves. These results imply that the oils of M. obovata leaves must be investigated further to clarify their potential application in the food and pharmaceutical industries.


Subject(s)
Distillation/methods , Magnolia/chemistry , Odorants , Oils, Volatile/chemistry , Oils, Volatile/isolation & purification , Acyclic Monoterpenes , Camphanes/isolation & purification , Chromatography, Gas , Cyclohexanols/isolation & purification , Eucalyptol , Monocyclic Sesquiterpenes , Monoterpenes/isolation & purification , Olfactometry , Plant Leaves/chemistry , Polycyclic Sesquiterpenes , Sesquiterpenes/isolation & purification , Solvents , Terpenes/isolation & purification , Volatilization , Water
10.
Water Res ; 69: 223-233, 2015 Feb 01.
Article in English | MEDLINE | ID: mdl-25486622

ABSTRACT

2-methylisoborneol (2-MIB) and geosmin are two odor-causing compounds that are difficult to remove and the cause of many consumer complaints. In this study, we assessed the degradation of 2-MIB and geosmin using a UV/persulfate process for the first time. The results showed that both 2-MIB and geosmin could be degraded effectively using this process. The process was modeled based on steady-state assumption with respect to the odor-causing compounds and either hydroxyl or sulfate radicals. The second order rate constants for 2-MIB and geosmin reacting with the sulfate radical (SO4(-)) were estimated to be (4.2 ± 0.6) × 10(8) M(-1)s(-1) and (7.6 ± 0.6) × 10(8) M(-1)s(-1) respectively at a pH of 7.0. The contributions of the hydroxyl radical (OH) to 2-MIB and geosmin degradation were 3.5 times and 2.0 times higher, respectively, than the contribution from SO4(-) in Milli-Q water with 2 mM phosphate buffer at pH 7.0. The pseudo-first-order rate constants (ko(s)) of both 2-MIB and geosmin increased with increasing dosages of persulfate. Although pH did not affect the degradation of 2-MIB and geosmin directly, different scavenging effects of hydrogen phosphate and dihydrogen phosphate resulted in higher values of ko(s) for both 2-MIB and geosmin in acidic condition. Bicarbonate and natural organic matter (NOM) inhibited the degradation of both 2-MIB and geosmin dramatically through consuming OH and SO4(-) and were likely to be the main radical scavengers in natural waters when using UV/persulfate process to control 2-MIB and geosmin.


Subject(s)
Camphanes/isolation & purification , Hydroxyl Radical/chemistry , Naphthols/isolation & purification , Potassium Compounds/chemistry , Sulfates/chemistry , Ultraviolet Rays , Alkalies/chemistry , Hydrogen-Ion Concentration , Kinetics , Methanol/chemistry , Water Pollutants, Chemical/isolation & purification
11.
Environ Sci Technol ; 48(18): 10897-903, 2014 Sep 16.
Article in English | MEDLINE | ID: mdl-25162630

ABSTRACT

Decreasing the particle size of powdered activated carbon may enhance its equilibrium adsorption capacity for small molecules and micropollutants, such as 2-methylisoborneol (MIB) and geosmin, as well as for macromolecules and natural organic matter. Shell adsorption, in which adsorbates do not completely penetrate the adsorbent but instead preferentially adsorb near the outer surface of the adsorbent, may explain this enhancement in equilibrium adsorption capacity. Here, we used isotope microscopy and deuterium-doped MIB and geosmin to directly visualize the solid-phase adsorbate concentration profiles of MIB and geosmin in carbon particles. The deuterium/hydrogen ratio, which we used as an index of the solid-phase concentration of MIB and geosmin, was higher in the shell region than in the inner region of carbon particles. Solid-phase concentrations of MIB and geosmin obtained from the deuterium/hydrogen ratio roughly agreed with those predicted by shell adsorption model analyses of isotherm data. The direct visualization of the localization of micropollutant adsorbates in activated carbon particles provided direct evidence of shell adsorption.


Subject(s)
Camphanes/isolation & purification , Charcoal/chemistry , Microscopy/methods , Naphthols/isolation & purification , Adsorption , Camphanes/chemistry , Carbon Isotopes , Naphthols/chemistry , Particle Size , Powders , Temperature
12.
Phytochem Anal ; 25(6): 561-6, 2014.
Article in English | MEDLINE | ID: mdl-24980450

ABSTRACT

INTRODUCTION: The Chrysanthemum genus consisting of about 200 species is mainly distributed over the Northern Hemisphere. Despite the pleasant odour of C. japonense var. debile (setonojigiku), no detailed analysis of the aroma-active compounds has been reported using sensory evaluation. OBJECTIVES: Using a hydrodistillation (HD) and a solvent-assisted flavour evaporation (SAFE) method to obtain the volatile oil from the leaf parts. METHODS: To clarify odorants contributing to the characteristic aroma-active compounds, the aroma-extract dilution analysis (AEDA) method was performed through gas chromatography olfactometry (GC/O) analysis. In addition, the odour activity value (OAV) was calculated in order to determine the relative contribution of each compound to the aroma-active compounds. RESULTS: A total of 42 components by HD oil were identified by GC-MS, whereas 34 components were identified in SAFE oil. Thirteen compounds were identified by GC/O analysis in HD and SAFE oils respectively. CONCLUSION: Each extraction method has its own advantages and disadvantages, and they are generally complementary to each other. On the basis of AEDA, OAV and sensory evaluations, [2.2.1] bicyclic monoterpenes (borneol, bornyl acetate and camphor) and ß-caryophyllene are considered to be the main aroma-active compounds of both extraction methods.


Subject(s)
Chrysanthemum/chemistry , Monoterpenes/analysis , Oils, Volatile/analysis , Plant Oils/analysis , Sesquiterpenes/analysis , Camphanes/analysis , Camphanes/chemistry , Camphanes/isolation & purification , Camphor/analysis , Camphor/chemistry , Camphor/isolation & purification , Distillation , Gas Chromatography-Mass Spectrometry , Indicator Dilution Techniques , Monoterpenes/chemistry , Monoterpenes/isolation & purification , Odorants , Oils, Volatile/chemistry , Oils, Volatile/isolation & purification , Olfactometry , Plant Leaves/chemistry , Plant Oils/chemistry , Plant Oils/isolation & purification , Polycyclic Sesquiterpenes , Sesquiterpenes/chemistry , Sesquiterpenes/isolation & purification , Smell , Solvents
13.
Nat Prod Res ; 28(12): 853-60, 2014.
Article in English | MEDLINE | ID: mdl-24524337

ABSTRACT

Chemical composition, antimicrobial and antioxidant activities of the essential oil of Ampelopsis megalophylla were evaluated in this research. GC-MS analysis of the essential oil revealed 42 compounds, representing 88.54% of the oil. The major compounds were borneol (10.81%), α-pinene (6.74%) and ß-elemene (6.23%). The antimicrobial activity of the essential oil was evaluated against 13 micro-organisms using the disc diffusion and broth microdilution methods. Results demonstrated higher effects of this oil against Gram-positive bacteria than the other reference strains tested. The antioxidant effect of the essential oil was evaluated by using 1,1-Diphenyl-2-picrylhydrazyl (DPPH) and 2,20-azinobis-3-ethylbenzthiazoline-6-sulfonate scavenging assays. The essential oil exhibited moderate antioxidant activity.


Subject(s)
Ampelopsis/chemistry , Anti-Bacterial Agents/isolation & purification , Anti-Bacterial Agents/pharmacology , Antioxidants/isolation & purification , Antioxidants/pharmacology , Oils, Volatile/chemistry , Plant Oils/chemistry , Anti-Bacterial Agents/chemistry , Antioxidants/chemistry , Bicyclic Monoterpenes , Biphenyl Compounds/pharmacology , Camphanes/chemistry , Camphanes/isolation & purification , Camphanes/pharmacology , Gas Chromatography-Mass Spectrometry , Gram-Positive Bacteria/drug effects , Microbial Sensitivity Tests , Monoterpenes/chemistry , Monoterpenes/isolation & purification , Monoterpenes/pharmacology , Picrates/pharmacology , Plant Leaves/chemistry , Sesquiterpenes/chemistry , Sesquiterpenes/isolation & purification , Sesquiterpenes/pharmacology
14.
J Ethnopharmacol ; 152(2): 302-7, 2014 Mar 14.
Article in English | MEDLINE | ID: mdl-24412553

ABSTRACT

ETHNOPHARMACOLOGICAL RELEVANCE: Geniposide is a bioactive substance derived from gardenia, which has been used in traditional Chinese preparation, such as "Xing-Nao-Jing" (XNJ) for stroke treatment. Stroke and the ingredients of herbal preparation affect the pharmacokinetics of geniposide. A comparative pharmacokinetic study of geniposide in stroke and sham-operated rats after administration of XNJ and geniposide was proceeded to evaluate the effect of stroke on pharmacokinetics of geniposide, while the influence of other components in XNJ was determined by using gardenia extract and geniposide-borneol compounds in rats with stroke to compare. MATERIALS AND METHODS: Stroke was induced by middle cerebral artery occlusion followed by reperfusion 2h later. Plasma concentration of geniposide was determined by HPLC. Various pharmacokinetic parameters were estimated from the plasma concentration versus time data using non-compartmental methods. RESULTS: The maximum plasma concentration (Cmax) and area under the curve (AUC0-t) in stroke after administration of XNJ were 5.97±3.82 µg/mL, and 570.06±274.32 µg·min/mL, respectively, which were 5 times compared with sham-operated rats or the stroke-afflicted rats given geniposide. In stroke, the Cmax and AUC(0-t) of geniposide-borneol group and gardenia extraction group were close to XNJ group and geniposide group, respectively. The geniposide-borneol group had a higher value. CONCLUSION: Stroke improved the absorption of geniposide in XNJ. Borneol may be the key ingredient in XNJ improving the absorption of geniposide.


Subject(s)
Drugs, Chinese Herbal/chemistry , Gardenia/chemistry , Iridoids/pharmacokinetics , Stroke/physiopathology , Animals , Area Under Curve , Camphanes/isolation & purification , Camphanes/pharmacology , Chromatography, High Pressure Liquid , Disease Models, Animal , Drugs, Chinese Herbal/pharmacokinetics , Drugs, Chinese Herbal/pharmacology , Iridoids/isolation & purification , Male , Models, Biological , Rats , Rats, Sprague-Dawley
15.
J Oleo Sci ; 62(8): 631-6, 2013.
Article in English | MEDLINE | ID: mdl-23985493

ABSTRACT

The aim of the present study was to investigate the essential oils isolated from flower and leaf in order to get insight into similarities and differences as to their aroma-active composition. The essential oil obtained from the two parts were analyzed by gas chromatography-mass spectrometry and gas chromatography olfactometry (GC-O). Flower and leaf oils, 38 and 36 constituents, representing 96.4 and 91.0% of the total oil composition, respectively, were identified. The main compounds in flower oil were camphor (47.64%), bornyl acetate (11.87%), and nojigiku alcohol (6.29%), whereas those in leaf oil were camphor (39.14%), nojigiku alcohol (10.76%) and γ-muurolene (7.02%). 13 Aroma-active compounds were identified by GC-O analysis in flower oil and 12 in leaf oil. The main aroma-active compounds in flower oil were camphor (camphor, FD (flavor dilution) = 7, OAV (odor active value) = 136913), bornyl acetate (camphor, FD = 6, OAV = 113711), and ß-caryophyllene (spicy, FD = 5, OAV = 116480). In leaf oil, the main aroma-active compounds were camphor (camphor, FD = 7, OAV = 106784), nojigiku alcohol (camphor, FD = 5, OAV = not determined), and ß-caryophyllene (spicy, FD = 6, OAV = 526267).


Subject(s)
Camphor/analysis , Chrysanthemum/chemistry , Flowers/chemistry , Odorants/analysis , Oils, Volatile/isolation & purification , Plant Oils/isolation & purification , Alcohols/analysis , Alcohols/isolation & purification , Camphanes/analysis , Camphanes/isolation & purification , Camphor/isolation & purification , Chromatography, Gas , Gas Chromatography-Mass Spectrometry , Olfactometry , Plant Leaves/chemistry , Polycyclic Sesquiterpenes , Sesquiterpenes/analysis , Sesquiterpenes/isolation & purification
16.
Int J Cosmet Sci ; 35(5): 484-90, 2013 Oct.
Article in English | MEDLINE | ID: mdl-23714012

ABSTRACT

OBJECTIVES: The aim of this study was to investigate the whitening and antioxidant activities of essential oils from Cryptomeria japonica by determining their tyrosinase inhibition, 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging and superoxide dismutase (SOD)-like activities. METHODS: Essential oils of C. japonica leaves were extracted with distilled water, and after condensation of volatile constituents, the condensates were extracted with ethyl acetate. Crude essential oils of C. japonica were divided into six fractions by thin layer chromatography and open column chromatography, and their chemical analysis was performed by GC/MS. Major compounds of fractions were composed of kaurene, bornyl acetate, nezukol, (-)-4-terpineol, δ-cadinene, α-terpineol, γ-eudesmol, α-eudesmol and elemol. RESULTS: For tyrosinase inhibitory activity using two substrates, l-tyrosine and 3,4-dihydroxyphenylalanine (l-DOPA), kaurene, bornyl acetate and nezukol were highly effective. In antioxidant activity, (-)-4-terpinenol and δ-cadinene showed high DPPH radical scavenging activity, and bornyl acetate and nezukol indicated extremely high SOD-like activity. CONCLUSION: Therefore, bornyl acetate and nezukol fractionated from C. japonica essential oil, which showed highly active whitening and antioxidant activities, have potential applications in cosmeceutical materials.


Subject(s)
Antioxidants/isolation & purification , Camphanes/isolation & purification , Cryptomeria/chemistry , Enzyme Inhibitors/isolation & purification , Plant Oils/chemistry , Sesquiterpenes/isolation & purification , Antioxidants/metabolism , Antioxidants/pharmacology , Biphenyl Compounds/antagonists & inhibitors , Biphenyl Compounds/metabolism , Camphanes/metabolism , Camphanes/pharmacology , Enzyme Inhibitors/metabolism , Enzyme Inhibitors/pharmacology , Gas Chromatography-Mass Spectrometry , Monophenol Monooxygenase/antagonists & inhibitors , Monophenol Monooxygenase/metabolism , Picrates/antagonists & inhibitors , Picrates/metabolism , Plant Leaves/chemistry , Sesquiterpenes/metabolism , Sesquiterpenes/pharmacology , Superoxide Dismutase/antagonists & inhibitors , Superoxide Dismutase/metabolism
17.
Water Res ; 47(10): 3507-13, 2013 Jun 15.
Article in English | MEDLINE | ID: mdl-23623469

ABSTRACT

Based on the results of over twenty laboratory granular activated carbon (GAC) column runs, models were developed and utilized for the prediction of 2-methylisoborneol (MIB) breakthrough behavior at parts per trillion levels and verified with pilot-scale data. The influent MIB concentration was found not to impact the concentration normalized breakthrough. Increasing influent background dissolved organic matter (DOM) concentration was found to systematically decrease the GAC adsorption capacity for MIB. A series of empirical models were developed that related the throughput in bed volumes for a range of MIB breakthrough targets to the influent DOM concentration. The proportional diffusivity (PD) designed rapid small-scale column test (RSSCT) could be directly used to scale-up MIB breakthrough performance below 15% breakthrough. The empirical model to predict the throughput to 50% breakthrough based on the influent DOM concentration served as input to the pore diffusion model (PDM) and well-predicted the MIB breakthrough performance below a 50% breakthrough. The PDM predictions of throughput to 10% breakthrough well simulated the PD-RSSCT and pilot-scale 10% MIB breakthrough.


Subject(s)
Camphanes/isolation & purification , Water Pollutants, Chemical/isolation & purification , Water Purification/methods , Adsorption , Camphanes/chemistry , Carbon , Charcoal , Diffusion , Kinetics , Models, Theoretical , Water Pollutants, Chemical/chemistry
18.
FEMS Microbiol Lett ; 341(1): 45-51, 2013 Apr.
Article in English | MEDLINE | ID: mdl-23351181

ABSTRACT

Streptomyces sp. TD-1 was identified as Streptomyces alboflavus based on its morphological characteristics, physiological properties, and 16S rDNA gene sequence analysis. The antifungal activity of the volatile-producing S. alboflavus TD-1 was investigated. Results showed that volatiles generated by S. alboflavus TD-1 inhibited storage fungi Fusarium moniliforme Sheldon, Aspergillus flavus, Aspergillus ochraceus, Aspergillus niger, and Penicillum citrinum in vitro. GC/MS analysis revealed that 27 kinds of volatile organic compounds were identified from the volatiles of S. alboflavus TD-1 mycelia, among which the most abundant compound was 2-methylisoborneol. Dimethyl disulfide was proved to have antifungal activity against F. moniliforme by fumigation in vitro.


Subject(s)
Antifungal Agents/isolation & purification , Antifungal Agents/pharmacology , Streptomyces/chemistry , Volatile Organic Compounds/isolation & purification , Volatile Organic Compounds/pharmacology , Antifungal Agents/chemistry , Aspergillus niger/drug effects , Aspergillus niger/growth & development , Camphanes/chemistry , Camphanes/isolation & purification , Disulfides/chemistry , Disulfides/isolation & purification , Disulfides/pharmacology , Fusarium/drug effects , Fusarium/growth & development , Gas Chromatography-Mass Spectrometry , Genes, Fungal , Microbial Sensitivity Tests , Mycelium/chemistry , Penicillium/drug effects , Penicillium/growth & development , Phylogeny , RNA, Fungal/analysis , RNA, Ribosomal, 16S/analysis , Spores, Fungal/drug effects , Spores, Fungal/growth & development , Streptomyces/classification , Streptomyces/genetics , Volatile Organic Compounds/chemistry
19.
Anal Chem ; 85(4): 2328-32, 2013 Feb 19.
Article in English | MEDLINE | ID: mdl-23330671

ABSTRACT

The presence of off-flavor compounds in fish represents a significant economic problem encountered in aquaculture production. The off-flavor compounds are due to the absorption of substances produced by a range of microorganisms. Currently, a number of strategies have been used to prevent or limit the growth of these microorganisms. Therefore, it is important to evaluate the effectiveness of strategies via monitoring the concentrations of off-flavor compounds in the recirculating aquaculture system. In vivo solid-phase microextraction (SPME), a rapid and simple sample preparation method, will allow monitoring the concentration of off-flavor compounds in live fish. In this research, geosmin and 2-methylisoborneol (2-MIB) produced by cyanobacteria and actinomycetes, which are the major sources for "earthy" and "muddy" flavors in fish, were selected as representatives. In order to accurately quantify these compounds in fish muscle, two kinetic calibration methods, on-fiber standardization and measurement using predetermined sampling rate, were used as quantification methods, which were both validated by traditional methods. The detection limit of in vivo SPME in fish muscle was 0.12 ng/g for geosmin and 0.21 ng/g for 2-MIB, which are both below the human sensory thresholds.


Subject(s)
Flavoring Agents/analysis , Solid Phase Microextraction , Spectrometry, Mass, Electrospray Ionization , Actinobacteria/metabolism , Animals , Aquaculture , Calibration , Camphanes/analysis , Camphanes/isolation & purification , Cyanobacteria/metabolism , Fishes , Flavoring Agents/isolation & purification , Flavoring Agents/standards , Microwaves , Muscles/metabolism , Naphthols/analysis , Naphthols/isolation & purification , Solid Phase Microextraction/standards
20.
J Environ Sci (China) ; 25(8): 1575-82, 2013 Aug 01.
Article in English | MEDLINE | ID: mdl-24520695

ABSTRACT

Powered activated carbon (PAC) is widely used in water treatment plants to minimize odors in drinking water. This study investigated the removal of 2-methylisoborneol (MIB) by PAC adsorption, combined with coagulation using iron as a coagulant. The adsorption and coagulation process were studied through different case scenarios of jar tests. The analysis evaluated the effect of PAC dosing in the liquid phase immediately before or after the coagulant addition. Ferric sulphate was used as the coagulant with dosages from 10 to 30 mg/L, and PAC dosages varied from 10 to 40 mg/L. The highest MIB removal efficiency (about 70%) was achieved without the coagulant addition and with the highest PAC dosage (40 mg/L). Lower MIB removal efficiencies were observed in the presence of coagulant, showing a clear interference of the iron precipitate or coagulant in the adsorption process. The degree of interference of the coagulation process in the MIB removal was proportional to the ratio of ferric hydroxide mass to the PAC mass. For both cases of PAC dosing, upstream and downstream of the coagulant injection point, the MIB removal efficiency was similar. However, MIB removal efficiency was 15% lower when compared with experiments without the coagulant application. This interference in the MIB adsorption occurs potentially because the coagulant coats the surface of the carbon and interferes with the MIB coming in contact with the carbon's surface and pores. This constraint requires an increase of the PAC dosage to provide the same efficiency observed without coagulation.


Subject(s)
Camphanes/isolation & purification , Carbon/chemistry , Iron/chemistry , Nephelometry and Turbidimetry , Water/chemistry , Adsorption , Kinetics
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