pimaric-acid and dehydroabietic-acid

Twenty-three resin samples have been obtained by tapping from individual Pinus pinaster adult trees grown in Corsica and submitted to acido-basic partition. Identification and quantitative determination of resin acids has been carried out using

Topics: Abietanes; Carbon-13 Magnetic Resonance Spectroscopy; Chromatography, Gas; Diterpenes; Furans; Lignans; Pinus; Plant Extracts; Plant Leaves; Principal Component Analysis; Resins, Plant

Poria cocos Wolf confers edible sclerotia also known as 'Indian bread' in North America, that have been used for the treatment of various diseases in Asian countries. As part of our ongoing aim to identify biologically new metabolites from Korean edible mushrooms, we investigated the ethanol (EtOH) extract of the sclerotia of P. cocos by applying a comparative LC/MS- and bioassay-based analysis approach, since the EtOH extract reciprocally regulated adipocyte and osteoblast differentiation in mouse mesenchymal stem cells (MSCs). Bioassay-based analysis of the EtOH extract led to the successful isolation of two sterols, ergosterol peroxide (1) and 9,11-dehydroergosterol peroxide (2); three diterpenes, dehydroabietic acid (3), 7-oxocallitrisic acid, (4) and pimaric acid (5); and two triterpenes, dehydroeburicoic acid monoacetate (6) and eburicoic acid acetate (7) from the active hexane-soluble fraction. The isolated compounds (1-7) were examined for their effects on the regulation of MSC differentiation. The two sterols (1 and 2) were able to suppress MSC differentiation toward adipocytes. In contrast, the three diterpenes (3-5) showed activity to promote osteogenic differentiation of MSC. These findings demonstrate that the EtOH extract of P. cocos sclerotia is worth consideration as a new potential source of bioactive compounds effective in the treatment of osteoporosis in the elderly, since the extract contains sterols that inhibit adipogenic differentiation as well as diterpenes that promote osteogenic differentiation from MSCs.

Topics: Abietanes; Adipocytes; Animals; Cell Differentiation; Cells, Cultured; Diterpenes; Dose-Response Relationship, Drug; Mice; Molecular Structure; Osteoblasts; Peroxides; Sterols; Structure-Activity Relationship; Wolfiporia

The particulate emissions from biomass burning are a growing concern due to the recent evidence of their ubiquitous and important contribution to the ambient aerosol load. A possible strategy to apportion the biomass burning share of particulate matter is the use of organic molecular tracers. Anhydrosugars (levoglucosan, mannosan and galactosan), together with two organic acids (dehydroabietic and pimaric acids), were previously reported as organic markers for particulate wood burning emissions. These five compounds were studied in four European cities (Helsinki, Copenhagen, Birmingham and Oporto), at both a Roadside and an Urban Background station, during a summer and a winter campaign in the fine (PM(2.5)) and the coarse (PM(10-2.5)) size-fractions of the ambient aerosol. Levoglucosan concentrations were highest in the city of Oporto. In winter, levoglucosan was more present in the fine fraction but in summer, concentrations were similar in both size fractions. Levoglucosan concentrations in the fine size fraction were higher in winter, but no seasonal differences were observed for the coarse size fraction. The lack of difference between the Roadside and Urban Background levoglucosan concentrations points towards a regional nature of this type of pollution. Wood burning was estimated to contribute to about 3.1% of the winter PM(10) mass in Oporto, and to 3.7% in Copenhagen. Mannosan followed the trends exhibited by levoglucosan. The ratio between the levoglucosan and mannosan concentrations allowed determination of a preference for softwood over hardwood in all four cities. Galactosan, pimaric acid and dehydroabietic acid were found to be minor compounds.

Topics: Abietanes; Air Pollutants; Air Pollution; Atmosphere; Cities; Diterpenes; Environmental Monitoring; Galactose; Mannose; Particulate Matter; Seasons; Wood

The purpose of this study was to develop a sensitive and specific method for quantifying dermal exposure to the resin acids 7-oxodehydroabietic acid (7-OXO), dehydroabietic acid (DHAA), abietic acid (AA), and pimaric acid (PA). In addition the method was evaluated in occupational settings during production of wood pellets. Tape-strips were spiked with the substances to evaluate the recovery of the acids from the tape. The removal efficiency of the tape was assessed by tape-stripping a specified area on a glass plate spiked with resin acids. The recovery of the acids from human skin in vivo was evaluated by applying acids in methanol onto the skin of volunteers. Occupational dermal exposure to the resin acids was assessed by tape-stripping the skin of workers involved in the production of wood pellets. The resin acids were analyzed by liquid chromatography mass spectrometry (LC-MS). The limit of detection was 15 pg (7-OXO), 150 pg (DHAA), 285 pg (AA) and 471 pg (PA) per injection. The recovery from spiked tapes was in general 100%. The removal efficiency of the tape was 48-101%. Recovery tests from human skin in vivo showed a mean recovery of 27%. Quantifiable amounts of resin acids were observed on four different skin areas with an increase in exposure during a work shift. This study shows that occupational dermal exposure to resin acids can be assessed by tape-stripping and quantified by LC-MS.

Topics: Abietanes; Dermis; Diterpenes; Environmental Monitoring; Gas Chromatography-Mass Spectrometry; Humans; Occupational Exposure; Occupational Health; Phenanthrenes; Resins, Plant; Sensitivity and Specificity; Skin Absorption; Workplace

Lipophilic extractives commonly referred to as wood pitch or wood resin can have a negative impact on paper machine runnability and product quality. The lipophilic extractives are composed mainly of fatty acids, resin acids, sterols, steryl esters and triglycerides. In this work, the suitability of laccases for the modification of fatty and resin acids was studied, using two model fractions. In the treatments, resin and fatty acid dispersions were treated with two different laccases, i.e. laccases from Trametes hirsuta and T. villosa. Different chromatographic methods were used to elucidate the effects of laccase treatments on the chemistry of the fatty and resin acids. Both laccases were able to modify the fatty and resin acids to some extent. In the case of fatty acids, a decrease in the amount of linoleic, oleic and pinolenic acids was observed, whereas the modification of resin acids resulted in a reduced amount of conjugated resin acids.

Topics: Abietanes; alpha-Linolenic Acid; Carboxylic Acids; Chromatography, Gas; Chromatography, Gel; Diterpenes; Fatty Acids; Laccase; Oleic Acid; Oxidoreductases; Phenanthrenes; Polyporaceae

Rainbow trout (Salmo gairdneri) were exposed for 10 and 30 days to microbiologically treated effluent of a bleached kraft pulp and paper mill (BKME). Throughout the experiments, the quality of dilution water, taken from an upstream location close to the mill, was allowed to vary both diurnally and seasonally (September-October) in a natural manner. The test concentrations averaged 0 (control), 0.6, 1.2, 2.0, and 5.1% (v/v) of BKME. Conjugates of all major resin acids and chlorinated phenolics of BKME, except chlorocatechols, were detected in trout bile. They comprised 93.1-99.9% of the total amounts in the bile. The level of conjugated resin acids increased linearly with the content of BKME in test water. On the other hand, no increase in concentration of conjugated phenolics was seen above 2.0% BKME. In the blood plasma no conjugates were analyzable. Concentrations of free resin acids in the blood plasma, but not in the bile, significantly increased at high test concentrations of BKME. No active excretion of free resin acids from plasma to bile can be inferred, but some of the phenolics--particularly 3,4,5,6-tetrachloroguaiacol--seem to be concentrated in the bile as a free compound. Changes in several biochemical parameters did not display any simple relationship with the external concentrations of BKME. In intermediate exposure concentrations, however, liver RNA and protein concentrations were decreased after 10 days but increased after 30 days. Condition of fish, relative size of the liver, and concentrations of liver glycogen and water were unresponsive to BKME at the dilutions investigated.

Topics: Abietanes; Animals; Bile; Bilirubin; Chlorophenols; Diterpenes; Guaiacol; Industrial Waste; Kinetics; Liver; Paper; Proteins; RNA; Salmonidae; Trout; Water Pollutants; Water Pollutants, Chemical