Agrimol B present in Agrimonia pilosa Ledeb impedes cell cycle progression of cancer cells through G0 state arrest.

Cancer recurrence poses a significant challenge. At the cellular level, recurrence takes place as a result of reactivation of dormant cancer cells residing at G0 phase. The aim of the study was to identify compounds that can trap prostate and lung cancer cells in G0 phase from a new Chinese herb recipe, Astringent recipe, consisting of Radix Paeoniae Alba, Agrimonia pilosa Ledeb, Fructus Mume, Fritillaria thunbergii Miq., Ganoderma Lucidum Karst, and Astragalus membranaceus (Fisch.) Bunge. Astringent recipe impeded cell cycle progression in prostate and lung cancer cells by rounding them up at G0 phase by flow cytometric analysis of cancer cells stained with Hoechst 33342 and Pyronin Y, respectively, for DNA and RNA. The anti-cancer efficacy of the recipe was found to be attributable to Agrimonia pilosa Ledeb. Further study established that agrimol B, a polyphenol derived from Agrimonia pilosa Ledeb, contributed to the activity of the herb. The action of agrimol B on the cancer cells was likely derived from its effect on c-MYC, SKP2 and p27 by immunoblotting and immunofluorescence. Oral administration of Agrimonia pilosa Ledeb or agrimol B reduced growth of prostate cancer cell xenograft in animal. In conclusion, Agrimol B can enrich for prostate and lung cancer cells in G0 state and influence key regulators that govern G0 status.

Identification and Characterization of Nematicidal Volatile Organic Compounds from Deep-Sea Virgibacillus dokdonensis MCCC 1A00493.

Root-knot nematode diseases cause severe yield and economic losses each year in global agricultural production. Virgibacillus dokdonensis MCCC 1A00493, a deep-sea bacterium, shows a significant nematicidal activity against Meloidogyne incognita in vitro. However, information about the active substances of V. dokdonensis MCCC 1A00493 is limited. In this study, volatile organic compounds (VOCs) from V. dokdonensis MCCC 1A00493 were isolated and analyzed through solid-phase microextraction and gas chromatography-mass spectrometry. Four VOCs, namely, acetaldehyde, dimethyl disulfide, ethylbenzene, and 2-butanone, were identified, and their nematicidal activities were evaluated. The four VOCs had a variety of active modes on M. incognita juveniles. Acetaldehyde had direct contact killing, fumigation, and attraction activities; dimethyl disulfide had direct contact killing and attraction activities; ethylbenzene had an attraction activity; and 2-butanone had a repellent activity. Only acetaldehyde had a fumigant activity to inhibit egg hatching. Combining this fumigant activity against eggs and juveniles could be an effective strategy to control the different developmental stages of M. incognita. The combination of direct contact and attraction activities could also establish trapping and killing strategies against root-knot nematodes. Considering all nematicidal modes or strategies, we could use V. dokdonensis MCCC 1A00493 to set up an integrated strategy to control root-knot nematodes.

Identification and Migration Studies of Photolytic Decomposition Products of UV-Photoinitiators in Food Packaging.

UV-curable inks, coatings, and adhesives are being increasingly used in food packaging systems. When exposed to UV energy, UV-photoinitiators (PI's) present in the formulations produce free radicals which catalyze polymerization of monomers and pre-polymers into resins. In addition to photopolymerization, other free radical reactions occur in these systems resulting in the formation of chemically varied photolytic decomposition products, many of which are low molecular weight chemical species with high migration potential. This research conducted model experiments in which 24 commonly used PI's were exposed to UV-energy at the typical upper limit of commercial UV-printing press conditions. UV-irradiated PI's were analyzed by gas chromatography-mass spectrometry (GC-MS) and electrospray-mass spectrometry (ESI-MS) in order to identify photolytic decomposition products. Subsequently, migration studies of 258 UV-cure food packaging samples were conducted using GC-MS; PI's and photolytic decomposition products were found in nearly all samples analyzed. One hundred-thirteen photolytic decomposition products were identified. Eighteen intact PI's and 21 photolytic decomposition products were observed as migrants from the 258 samples analyzed, and these were evaluated for frequency of occurrence and migratory concentration range. The most commonly observed PI's were 2-hydroxy-2-methylpropiophenone and benzophenone. The most commonly observed photolytic decomposition products were 2,4,6-trimethylbenzaldehyde and 1-phenyl-2-butanone. This compilation of PI photolytic decomposition data and associated migration data will aid industry in identifying and tracing non-intentionally added substances (NIAS) in food packaging materials.

Nicotine and methyl vinyl ketone, major components of cigarette smoke extracts, increase protective amyloid-ß peptides in cells harboring amyloid-ß precursor protein.

The increased ratio of longer amyloid-ß (Aß1-42)/shorter amyloid-ß (Aß1-40) peptides, generated from amyloid precursor protein (APP), is known to promote the development of Alzheimer's disease (AD). To investigate the role of smoking in Aß production, we determined the production of Aß species in the presence of nicotine or methyl vinyl ketone (MVK), major components of cigarette smoke extracts, in Flp-In™ T-REx™-293 (T-REx293) cells harboring a single copy of human APP. While treatment with nicotine or MVK did not affect the amount of APP, the levels of Aß1-40 in the culture media were significantly increased. On the other hand, the levels of Aß1-42 were unaltered by nicotine or MVK treatment. The Aß1-42/Aß1-40 ratio was therefore attenuated by cigarette smoke extracts. Similar results were obtained in T-REx293 cells harboring APP of Swedish- or London-type mutation linked to familial AD. T-REx293 cells expressed the nicotinic acetylcholine receptor (nAchR) and tubocurarine, an nAChR antagonist, completely blocked the effects of nicotine. Treatment with nicotine significantly elevated cellular levels of ß-secretase that cleaves APP prior to Aß generation. Taken together, a protective role of nicotine against AD pathology was suggested by enhanced extracellular Aß1-40 production, which may suppress Aß fibrillogenesis.

Butane-2,3-dione: the key contributor to axillary and foot odor associated with an acidic note.

Human body odor, which contains several volatile organic compounds, possesses various odor qualities. To identify key volatile compounds responsible for the common unpleasant odors derived from human axillae and feet, the odor quality and intensity of 118 human axillae and feet were directly evaluated by sniffing, and odor compounds obtained from the subjects were identified. Furthermore, the sensory differences in odor intensity and quality with and without addition of butane-2,3-dione were evaluated by using the visual analog scale (VAS). An acidic odor was a common unpleasant note in human axillae and feet. Butane-2,3-dione was identified as a key compound associated with this odor. Strong positive correlations between the amount of butane-2,3-dione, and the odor intensities of axillae and feet were observed, and the addition of butane-2,3-dione solution to blended short-chain fatty-acid solutions caused significantly increased VAS values of axillary-like odor, unpleasantness, and odor intensity compared to those of each solution without added butane-2,3-dione.

Online capillary solid-phase microextraction coupled liquid chromatography-mass spectrometry for analysis of chiral secondary alcohol products in yeast catalyzed stereoselective reduction cell culture.

An online solid-phase microextraction coupled liquid chromatography-electrospray ionization-ion trap mass spectrometry was developed for the analysis of trace R- and S-4-phenyl-2-butanol (R- and S-pbol) in salt rich cell culture of Saccharomyces cerevisiae catalyzed stereoselective reduction of 4-pheny-2-butanone (pbone). A Supel-Q PLOT capillary column was used for the extraction and deionized distilled water was used as the extraction mobile phase. The extraction flow rate and extraction time were at 0.1 mL min(-1) and 0.95 min, respectively. The three target analytes, pbone, R-pbol, and S-4-pbol, were desorbed and eluted by the mobile phase of water/methanol/isopropanol (55/25/20, v/v/v) with a flow rate of 0.5 mL min(-1) and analyzed by a chiral column. The mass spectrometric detection of the three target analytes was in positive ion mode with the signal [M+Na](+). The matrix-matched external standard calibration curves with linear concentration range between 0 and 50 µg mL(-1) were used for quantitative analysis. The linear regression correlation coefficients (r(2)) of the standard calibration curves were between 0.9950 and 0.9961. The yeast mediated reduction was performed with a recation culture of yeast incubation culture/glycerol (70/30, v/v) for 4 days. This biotransformation possessed 82.3% yield and 92.9% S-enantomeric excess. The limit of detection (LOD)/limit of quantification (LOQ) for pbone, R-pbol, and S-pbol was 0.02/0.067, 0.01/0.033, and 0.01/0.033 µg mL(-1), respectively. The intra-day and inter-day precisions from repeated measurements were 10.8-21.1% and 11.6-18.7%, respectively. The analysis accuracy from spike recovery was 84-91%.

Methyl vinyl ketone, a toxic ingredient in cigarette smoke extract, modifies glutathione in mouse melanoma cells.

Cigarette smoke contains many harmful chemicals, which contribute to the pathogenesis of smoking-related diseases such as chronic obstructive pulmonary disease, cancer and cardiovascular disease. The cytotoxicity of cigarette smoke is well documented, but the definitive mechanism behind its toxicity remains unknown. Ingredients in cigarette smoke are known to deplete intracellular glutathione (GSH), the most abundant cellular thiol antioxidant, and to cause oxidative stress. In the present study, we investigated the mechanism of cigarette smoke extract (CSE)-induced cytotoxicity in B16-BL6 mouse melanoma (B16-BL6) cells using liquid chromatography-tandem mass spectrometry. CSE and ingredients in cigarette smoke, methyl vinyl ketone (MVK) and crotonaldehyde (CA), reduced cell viability in a concentration-dependent manner. Also, CSE and the ingredients (m/z 70, each) irreversibly reacted with GSH (m/z 308) to form GSH adducts (m/z 378) in cells and considerably decreased cellular GSH levels at concentrations that do not cause cell death. Mass spectral data showed that the major product formed in cells exposed to CSE was the GSH-MVK adduct via Michael-addition and was not the GSH-CA adduct. These results indicate that MVK included in CSE reacts with GSH in cells to form the GSH-MVK adduct, and thus a possible reason for CSE-induced cytotoxicity is a decrease in intracellular GSH levels.

Modified method combining in situ detoxification with simultaneous saccharification and cofermentation (SSCF) as a single step for converting exploded rice straw into ethanol.

This paper reports an improved fermentation process that includes simultaneous saccharification, detoxification, and cofermentation as steps for producing bioethanol. Rice straw was first steam exploded (SE) or butanone solution exploded (BSE) and then cofermented with Saccharomyces cerevisiae and Candida shehatae. To overcome the inhibitors, the exploded rice straw was continuously and slowly introduced into a 10 L ventilated fermenter. When the fermentation conditions were set to 1.0% initial dry matter, 10% total dry matter, addition rate of 120 mg/min, total fermentation time of 234 h, and dose of 0.1% (NH4)2SO4, yields of 25.8 g/100 g of dry matter ethanol and 88% total sugar use were obtained for BSE rice straw. The ethanol yields were not significantly different between detoxified materials and non-detoxified materials. Most of the furfural, hydroxymethylfurfural (5-HMF), acetic acid, and butanone were removed during the fermentation of non-detoxified materials, and the sugar concentrations were very low. The in situ detoxification and fermentation was effective and inexpensive when the pre-detoxification of exploded materials and the pre-adaptation of strains steps were omitted.

Exhaled breath analysis with electronic nose technology for detection of acute liver failure in rats.

The aim of this study was to assess the classification accuracy of an e-Nose in detecting acute liver failure (ALF) in rats. Exhaled breath from 14 rats was repeatedly sampled by e-Nose (8 sensors) and an additional external CO2 sensor at three stages: healthy period; portacaval shunt; and during the development of ALF due to surgically induced complete liver ischemia. We performed principal component analysis (PCA) on the (grouped) sensor data in each stage and the classification accuracy of the first two principal components was assessed by the leave-one-out approach. In addition we performed gas chromatography-mass spectrometry (GC-MS) analysis of the exhaled breath from three rats. The first and second principal components from the PCA analysis of e-Nose data accounted for more than 95% variance in the data. Measurements in the ALF stage were contrasted with the measurements in the control stage. Leave-one-out validation showed classification accuracy of 96%. This accuracy was reached after 3h of ALF development, and was reached already after 2h when data of an external CO2 sensor were also included. GC-MS identified 2-butanol, 2-butanone, 2-pentanone and 1-propanol to be possibly elevated in the ALF stage. This is the first study to demonstrate that ALF in rats can be detected by e-Nose data analysis of the exhaled breath. Confirmation of these results in humans will be an important step forward in the non-invasive diagnosis of ALF.

Intermittent trickling bed filter for the removal of methyl ethyl ketone and methyl isobutyl ketone.

Biodegradations of methyl ethyl ketone and methyl isobutyl ketone were performed in intermittent biotrickling filter beds (ITBF) operated at two different trickling periods: 12 h/day (ITBF-12) and 30 min/day (ITBF-0.5). Ralstonia sp. MG1 was able to degrade both ketones as evidenced by growth kinetic experiments. Results show that trickling period is an important parameter to achieve high removal performance and to maintain the robustness of Ralstonia sp. MG1. Overall, ITBF-12 outperformed ITBF-0.5 regardless of the target compound. ITBF-12 had high performance recovery at various inlet gas concentrations. The higher carbon dioxide production rates in ITBF-12 suggest higher microbial activity than in ITBF-0.5. Additionally, lower concentrations of absorbed volatile organic compound (VOC) in trickling solutions of ITBF-12 systems also indicate VOC removal through biodegradation. Pressure drop levels in ITBF-12 were relatively higher than in ITBF-0.5 systems, which can be attributed to the decrease in packed bed porosity as Ralstonia sp. MG1 grew well in ITBF-12. Nonetheless, the obtained pressure drop levels did not have any adverse effect on the performance of ITBF-12. Biokinetic constants were also obtained which indicated that ITBF-12 performed better than ITBF-0.5 and other conventional biotrickling filter systems.

Removal of benzene and methyl ethyl ketone vapor: comparison of hypercrosslinked polymeric adsorbent with activated carbon.

A novel hypercrosslinked polymeric adsorbent (HY-1) with high surface area and specific bimodal pore size distribution in the regions of micropore (0.5-2.0 nm) and meso-macropore (30-70 nm) was prepared. Adsorption properties of benzene and methyl ethyl ketone (MEK) vapors onto HY-1 were investigated and compared with a commercial microporous activated carbon (m-GAC). The equilibrium adsorption data showed that the adsorption capacities of benzene and MEK on HY-1 were larger than those of m-GAC at the higher relative pressure. The Dubinin-Radushkevich (D-R) equation was found to fit the experimental data well. The isosteric enthalpy of adsorption for benzene and MEK were calculated. The m-GAC exhibited much higher values of ΔH(st) for the VOCs than HY-1 at the whole loading studied, which can lead to significant temperature rises during the adsorption step. The results of dynamic experiments revealed that HY-1 had a good dynamic adsorption capacity with a longer breakthrough time and shorter length of mass transfer zone due to its specific bimodal property. Therefore, HY-1 will be a particularly efficient and competitive adsorbent for VOCs recovery, especially at medium-high concentrations.

Evaluation of in vitro and in vivo depigmenting activity of raspberry ketone from Rheum officinale.

Melanogenesis inhibition by raspberry ketone (RK) from Rheum officinale was investigated both in vitro in cultivated murine B16 melanoma cells and in vivo in zebrafish and mice. In B16 cells, RK inhibited melanogenesis through a post-transcriptional regulation of tyrosinase gene expression, which resulted in down regulation of both cellular tyrosinase activity and the amount of tyrosinase protein, while the level of tyrosinase mRNA transcription was not affected. In zebrafish, RK also inhibited melanogenesis by reduction of tyrosinase activity. In mice, application of a 0.2% or 2% gel preparation of RK applied to mouse skin significantly increased the degree of skin whitening within one week of treatment. In contrast to the widely used flavoring properties of RK in perfumery and cosmetics, the skin-whitening potency of RK has been demonstrated in the present study. Based on our findings reported here, RK would appear to have high potential for use in the cosmetics industry.

Isolation and characterization of 4-tert-butylphenol-utilizing Sphingobium fuliginis strains from Phragmites australis rhizosphere sediment.

We isolated three Sphingobium fuliginis strains from Phragmites australis rhizosphere sediment that were capable of utilizing 4-tert-butylphenol as a sole carbon and energy source. These strains are the first 4-tert-butylphenol-utilizing bacteria. The strain designated TIK-1 completely degraded 1.0 mM 4-tert-butylphenol in basal salts medium within 12 h, with concomitant cell growth. We identified 4-tert-butylcatechol and 3,3-dimethyl-2-butanone as internal metabolites by gas chromatography-mass spectrometry. When 3-fluorocatechol was used as an inactivator of meta-cleavage enzymes, strain TIK-1 could not degrade 4-tert-butylcatechol and 3,3-dimethyl-2-butanone was not detected. We concluded that metabolism of 4-tert-butylphenol by strain TIK-1 is initiated by hydroxylation to 4-tert-butylcatechol, followed by a meta-cleavage pathway. Growth experiments with 20 other alkylphenols showed that 4-isopropylphenol, 4-sec-butylphenol, and 4-tert-pentylphenol, which have alkyl side chains of three to five carbon atoms with α-quaternary or α-tertiary carbons, supported cell growth but that 4-n-alkylphenols, 4-tert-octylphenol, technical nonylphenol, 2-alkylphenols, and 3-alkylphenols did not. The rate of growth on 4-tert-butylphenol was much higher than that of growth on the other alkylphenols. Degradation experiments with various alkylphenols showed that strain TIK-1 cells grown on 4-tert-butylphenol could degrade 4-alkylphenols with variously sized and branched side chains (ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, n-pentyl, tert-pentyl, n-hexyl, n-heptyl, n-octyl, tert-octyl, n-nonyl, and branched nonyl) via a meta-cleavage pathway but not 2- or 3-alkylphenols. Along with the degradation of these alkylphenols, we detected methyl alkyl ketones that retained the structure of the original alkyl side chains. Strain TIK-1 may be useful in the bioremediation of environments polluted by 4-tert-butylphenol and various other 4-alkylphenols.

Purification and biological evaluation of the metabolites produced by Streptomyces sp. TK-VL_333.

An Actinobacterium strain isolated from laterite soils of the Guntur region was identified as Streptomyces sp. TK-VL_333 by 16S rRNA analysis. Cultural, morphological and physiological characteristics of the strain were recorded. The secondary metabolites produced by the strain cultured on galactose-tyrosine broth were extracted and concentrated followed by defatting of the crude extract with cyclohexane to afford polar and non-polar residues. Purification of the two residues by column chromatography led to isolation of five polar and one non-polar fraction. Bioactivity- guided fractions were rechromatographed on a silica gel column to obtain four compounds, namely 1H-indole-3-carboxylic acid, 2,3-dihydroxy-5-(hydroxymethyl) benzaldehyde, 4-(4-hydroxyphenoxy) butan-2-one and acetic acid-2-hydroxy-6-(3-oxo-butyl)-phenyl ester from three active polar fractions and 8-methyl decanoic acid from one non-polar fraction. The structure of the compounds was elucidated on the basis of FT-IR, mass and NMR spectroscopy. The antimicrobial activity of the bioactive compounds produced by the strain was tested against the bacteria and fungi and expressed in terms of minimum inhibitory concentration. Antifungal activity of indole-3-carboxylic acid was further evaluated under in vitro and in vivo conditions. This is the first report of 2,3-dihydroxy-5-(hydroxymethyl) benzaldehyde, 4-(4-hydroxyphenoxy) butan-2-one, acetic acid-2-hydroxy-6-(3-oxo-butyl)-phenyl ester and 8-methyl decanoic acid from the genus Streptomyces.

Compounds interaction on the biodegradation of acetone and methyl ethyl ketone mixture in a composite bead biofilter.

Compounds interaction on the biodegradation of acetone and methyl ethyl ketone (MEK) mixture in a composite bead biofilter was investigated. The biodegradation rate of two compounds in the exponential growth phase and stationary phase for the single compound and two compounds mixing systems was determined. The microbial growth rate and biochemical reaction rate of biodegraded two compounds was inhibited at higher compound inlet concentration for the single compound system. The microbial metabolic activity of biodegraded acetone in the microbial growth process and biochemical reaction process was inhibited by introducing MEK and was more pronounced at higher MEK inlet concentration and lower acetone inlet concentration for the two compounds mixing system. The maximum elimination capacity of acetone and MEK for the single compound system was smaller and greater than those for the two compounds mixing system, respectively.

[The secondary metabolites of the mangrove endophytic fungi ZZF13 and Guignardia sp. 4382 from the South China Sea].

OBJECTIVE: The secondary metabolites of the fungus ZZF13 isolated from the leaves of the mangrove sample Kandelia candel in Zhanjiang and Guignardia sp. 4382 isolated from bark of Kandelia candel (endophyte) of Mai Po, Hong Kong were studied. METHODS: The compounds were isolated by siliga gel, and their structures were identified by IR, MS and NMR. RESULTS: Four compounds were isolated from the culture of this strain. Their structures were identified as Bacillpsporin C (1), 5-carboxymellein (2), 5-methylmellein (3) and 1-(2,6-dihydroxyphenyl) butanone (4). CONCLUSION: The compounds 2 - 4 are isolated from the Guignardia sp. of Marine fungi for the first time.

Experimental studies and kinetic modeling for removal of methyl ethyl ketone using biofiltration.

The removal of toxic methyl ethyl ketone (MEK) is studied in a lab scale biofilter packed with mixture of coal and matured compost. The biofiltration operation is divided into 5 phases for a period of 60 days followed by shock loading conditions for three weeks. The maximum removal efficiency of 95% is achieved during phase II for an inlet concentration of 0.59 gm(-3), and 82-91% for the inlet concentration in the range of 0.45-1.23 gm(-3) of MEK during shock loads. The Michaelis-Menten kinetic constants obtained are 0.086 gm(-3)h(-1) and 0.577 gm(-3). The obtained experimental results are validated using Ottengraf-van den Oever model for zero-order diffusion-controlled region to understand the mechanism of biofiltration. The critical inlet concentration of MEK, critical inlet load of MEK and biofilm thickness are estimated using the results obtained from model predictions.

Rapid response concentration-controlled desorption of activated carbon to dampen concentration fluctuations.

Fluctuations in concentration of organic vapors in gas streams that are treated by devices such as biofilters or oxidizers make it challenging to remove the vapors from the gas streams in an efficient and economic manner. Combining adsorption with concentration-controlled desorption provides an active buffer between the source of vapors and the control device for better control of concentration and flow rate of the gas stream that is treated by the secondary control device, hence further enhancing the performance or reducing the size of the devices. Activated carbon fiber cloth is used with microwave swing adsorption to remove methyl ethyl ketone (MEK) from air streams and then provide a readily controllable feed stream of that vapor in air at a specified concentration and gas flow rate with steady-state tracking desorption. MEK was captured with >99.8% efficiency during the adsorption cycle. The MEK concentration during the regeneration cycle was readily controlled at concentration set-points between 170 and 5000 ppmv, within relative standard deviations of 1.8 and 4.9%, respectively, and at 20% of the gas flow rate that was treated during the adsorption cycle. Such capability of the system allows the secondary control device to be optimized for select constant concentrations and low gas flow rates that is not possible without such pretreatment.

Evaluation of trickle-bed air biofilter performance for MEK removal.

A lab-scale trickle-bed air biofilter (TBAB) was operated to evaluate the removal of methyl ethyl ketone (MEK) from waste gas. Three biomass control strategies were investigated, namely, backwashing and two non-use periods (starvation and stagnant). Five volumetric loading rates from 0.70 to 7.04 kg COD/m(3)day were employed. Backwashing once a week removed the excess biomass and obtained long-term, stable performance over 99% removal efficiency for loading rates less than 5.63 kg COD/m(3)day. The two non-use periods could also sustain 99% removal efficiency and could be employed as another means of biomass control for loading rates up to 3.52 kg COD/m(3)day. The non-use periods did not delay the recovery when the loading rate did not exceed 3.52 kg COD/m(3)day. The pseudo-first-order removal rate constant decreased with increase in volumetric loading rate. The effect of non-use periods on removal rate showed apparent transition from positive to negative with the increase in loading rate.