linoleic-acid and decanoic-acid

In this study, the dried powder of seeds and pollen of Phoenix dactylifera was extracted using Soxhlet extractor and biochemical composition of lipophilic extracts was analysed by GCMS. Then, we have tested the antibacterial effect of fatty acids and volatile compounds found in these sub-products. The results revealed that the main fatty acids found in Deglet Nour seeds is are oleic acid (42.06%) followed by capric acid (24.16%), Takerbucht seeds extract contains mostly oleic acid (40.59%) and palmitic acid (20.19%), while Bent Kbala seed extract is rich in cis-vaccenic acid (52.09%) followed by capric acid (16.71%). Pollen extract have shown for the first time the richness in 14-methyl palmitic acid (33.31%), linoleic acid (31.16%) and linolenic acid (25.78%). Some of these elements seem to have a significant effect against some pathogenic bacteria.

Topics: alpha-Linolenic Acid; Anti-Bacterial Agents; Decanoic Acids; Fatty Acids; Gas Chromatography-Mass Spectrometry; Linoleic Acid; Microbial Sensitivity Tests; Oleic Acid; Palmitic Acid; Phoeniceae; Plant Extracts; Pollen; Seeds

Paracaryum is a medium sized genus in Cynoglosseae. This study represents the most comprehensive phytochemical investigation of Paracaryum to date. The fatty acid compositions of the fruits of ten Paracaryum taxa belonging to three different subgenera were investigated for chemotaxonomic allocation using gas chromatography. The fatty acid profiles of seven Paracaryum taxa, five of which are endemic to Turkey, were recorded for the first time. Among the twenty-two analysed fatty acids, oleic, linoleic and α-linolenic acids were the major fatty acids represented. The oleic acid content ranged from 22.1% in P. hirsutum to 51.7% in P. lithospermifolium subsp. cariense var. erectum; linolenic acid content ranged from 8.6% in P. lithospermifolium subsp. cariense var. erectum to 20.7% in P. erysimifolium; α-linolenic acid content ranged from 7.5% in P. lithospermifolium subsp. cariense var. erectum to 13.5% in P. cristatum subsp. cristatum; gamma linolenic acid content ranged from 2.8% in P. erysimifolium to 6.0% in P. hirsutum. Additional fatty acids also displayed varying levels in different species; palmitic acid content accounted for 17.7% in P. erysimifolium, erucic acid content was 8.73% in P. strictum, eicosenoic acid content was 6.0% in P. cristatum subsp. cristatum, eicosadienoic acid content was 4.4% in P. hirsutum, and stearic acid content was 4.3% in P. erysimifolium. The classification of the tribe Cynoglosseae remains controversial despite the many intensive morphological and phylogenetic investigations that have been carried out. Our fatty acid data from Paracaryum were analysed together with previously recorded fatty acid data from Cynoglosseae s.l. taxa to examine the chemotaxonomic contribution to the classification among taxa in Cynoglosseae by multivariate methods, including the unweighted pair group method with arithmetic mean and principal component analysis. An assessment of these chemometrics data supported the chemotaxonomic position of the genus Paracaryum in the tribe Cynoglosseae. While the principal component graphic did not depict clear separation of the three subgenera of Paracaryum, the principal component analysis revealed the chemotaxonomic significance of palmitic, linoleic, capric, and oleic acids.

Topics: Boraginaceae; Decanoic Acids; Fatty Acids; Fruit; Linoleic Acid; Oleic Acid; Palmitic Acid; Phylogeny

To investigate the feasibility of developing a new tenoxicam transdermal delivery system (TDS), the pharmacokinetics of tenoxicam from various formulated TDS were evaluated and compared with values following oral administration of tenoxicam and with application of a piroxicam plaster (Trast) marketed in Korea. Based on previous in-vitro study results, a mixture of diethylene glycol monoethyl ether (DGME) and propylene glycol monolaurate (PGML) (40:60) was used as a vehicle, and caprylic acid, capric acid, lauric acid, oleic acid or linoleic acid (each at 3%) was added as an enhancer. Triethanolamine (5%) was used as a solubilizer, and Duro-Tak 87-2510 as a pressure-sensitive adhesive. Among these fatty acids used for the formulation of tenoxicam TDS, caprylic acid showed the greatest enhancing effect; the area under the plasma concentration-time profile (AUC) decreased in the order of caprylic acid>linoleic acid>or=oleic acid>lauric acid>capric acid. Compared with oral administration, maximum plasma concentration (Cmax) was significantly lower, and time to reach Cmax (Tmax) delayed with all formulated tenoxicam TDS. All formulated TDS resulted in a lower AUC than with the oral formulation, except for TDS containing caprylic acid, although the difference was statistically significant only with capric acid. The AUC for all the formulated tenoxicam TDS was significantly higher than that of the piroxicam plaster; TDS with caprylic acid increased AUC 8.53-fold compared with the piroxicam plaster. Even though the Tmax of tenoxicam TDS was not significantly different from that of the piroxicam plaster, Cmax was higher; formulations containing caprylic acid and linoleic acid increased Cmax by 7.39- and 8.76-fold, respectively. In conclusion, a formulation containing 1.5 mL DGME-PGML (40:60) with 3% caprylic acid and 5% triethanolamine mixed with 6 g Duro-Tak 87-2510 could be a good candidate for developing a new tenoxicam TDS to maintain a comparable extent of absorption to oral delivery while attaining a prolonged effect with fewer toxic events.

Topics: Acrylates; Administration, Cutaneous; Administration, Oral; Animals; Anti-Inflammatory Agents, Non-Steroidal; Area Under Curve; Caprylates; Chemistry, Pharmaceutical; Chromatography, High Pressure Liquid; Decanoic Acids; Drug Delivery Systems; Ethanolamines; Ethylene Glycols; Lauric Acids; Linoleic Acid; Male; Oleic Acid; Pharmaceutical Vehicles; Piroxicam; Rats; Rats, Sprague-Dawley; Technology, Pharmaceutical; Tissue Distribution

The kinetics of addition of fatty acids (as alkaline solutions of the fatty acid anions) to pre-existing unilamellar phospholipid vesicles (mean diameter 100 nm) has been studied. The phospholipid DMPC (1,2-dimyristoyl-sn-glycero-3-phosphocholine) has been mainly used, together with three fatty acids, oleic acid (cis-9-octadecenoic acid), linoleic acid (cis,cis-9,12-octadecadienoic acid) and capric acid (decanoic acid). Experiments were performed above as well as below the main phase transition temperature (Tm) of DMPC vesicles. The pH chosen to study the fatty acid vesicle interaction (after fatty acid and vesicle mixing) was 8.5 in the case of oleic acid and linoleic acid and 7.4 for capric acid. In the absence of any pre-existing phospholipid vesicles, the addition of alkaline solutions of the fatty acid anions to corresponding buffer solutions of pH 8.5 or 7.4 leads to a partial protonation of the fatty acid anions again resulting in the formation of fatty acid vesicles. This process is rather slow, taking place over a period of hours/days, and the vesicles formed are very polydisperse and include a range of vesicle sizes/shapes. However, in the presence of pre-existing phospholipid vesicles the added fatty acids equilibrate readily within a few minutes and the size of the vesicles that form are then closely related to the size of the originally present phospholipid vesicles; the vesicles formed being generally somewhat larger than the pre-existing vesicles. In the case of the phospholipid DMPC, the mixed fatty acid/phospholipid vesicle system is often formed rather rapidly (particularly above Tm), so that stopped-flow methods have been applied to follow the kinetics of the process. It is proposed that most of the fatty acid molecules are initially rapidly incorporated into the bilayers of the pre-exisiting phospholipid vesicles as monomers, rather than that the added fatty acids form separate fatty acid vesicles. The mean vesicle sizes formed in the systems investigated have been analysed by using dynamic light scattering measurements. The behaviour of the DMPC system was found to be slightly different from the POPC (1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine) system studied before, but the results are consistent with a model that involves growth and subsequent fission of the mixed vesicles. The study provides further support of the "matrix effect" in this type of system [S. Lonchin, P.L. Luisi, P. Walde, B.H. Robinson, J. Phys. Chem. B 103 (19

Topics: Buffers; Calorimetry, Differential Scanning; Chemical Phenomena; Chemistry, Physical; Cryoelectron Microscopy; Decanoic Acids; Fatty Acids; Hydrogen-Ion Concentration; Kinetics; Light; Linoleic Acid; Liposomes; Microscopy, Electron; Oleic Acid; Phosphatidylcholines; Scattering, Radiation; Structure-Activity Relationship; Temperature

The purpose of this work was to investigate if fatty acids can increase the iontophoretic delivery of midodrine hydrochloride through human dermatomed skin and to observe the effects of iontophoresis and fatty acids on skin using SEM.. After prehydration for 1 h, human dermatomed skin was treated with 0-0.3 M fatty acids (oleic acid, linoleic acid, decanoic acid, and lauric acid) in propylene glycol (PG) for 1 h. Then the fatty acid solution was replaced by 1% midodrine hydrochloride aqueous solution, and 0.1 mA/cm2 constant current was applied. Samples were taken over 24 h and analyzed by HPLC. After the treatments outlined above, the epidermis was separated, fixed with glutaraldehyde, and dehydrated for SEM.. SEM studies revealed that only 1 h of treatment with fatty acids opened up the tightly compact stratum corneum cell layer, and the permeation study showed a significant increase of the permeability of skin to midodrine hydrochloride after fatty acid treatment.. Using 5% oleic acid pretreatment, with the electrical current offset at 0.1 mA/cm2, the daily delivery of midodrine hydrochloride can provide an adequate clinical application. The enhancement of passive and iontophoretic delivery by fatty acids may be occurring through the same mechanism.

Topics: Adjuvants, Pharmaceutic; Administration, Cutaneous; Antihypertensive Agents; Decanoic Acids; Epidermis; Excipients; Fatty Acids; Humans; In Vitro Techniques; Iontophoresis; Lauric Acids; Linoleic Acid; Midodrine; Oleic Acid; Prodrugs; Propylene Glycol; Skin Absorption; Skin Physiological Phenomena

Increasing conjugated linoleic acid (CLA) content of milk fat from lactating dairy cattle has become a research interest due to the possible health benefits afforded humans consuming CLA. Dietary supplementation of CLA to lactating dairy cows is one potential method by which CLA content of milk and dairy products may be enhanced. Feeding CLA in calcium salt form could potentially deliver CLA to the lower digestive tract through prevention of biohydrogenation by rumen microbes. Milk fat depression (MFD) occurs when cows receive CLA-60, a commercially available CLA source containing numerous CLA isomers, abomasally. Our objectives were to determine the quantity of CLA as calcium salts required to elicit maximal MFD and to evaluate the effects of CLA supplementation on fatty acid composition of milk fat. Five Holstein cows at approximately 93 DIM were utilized in a 5 x 5 balanced Latin square crossover design. Periods were 14-d in length with a 5-d treatment phase and 9-d rest phase. Treatments were 5-d supplementation of 0, 12.5, 25, 50, and 100 g of CLA-60 in calcium salt form. Milk samples were collected on d 5 of CLA supplementation and analyzed for composition and fatty acid profile. Regression analysis of milk fat data suggested that MFD was not maximized over the dose levels investigated, despite delivery of 34.5 g of trans-10, cis-12 CLA in the 100-g dose of CLA. Supplementation with 50 and 100 g of CLA per day resulted in a reduction of milk fat percent of 29 and 34%, respectively. Trend analysis indicated a linear decrease in the milk fat content of caprylic, capric, and lauric acids as the dose of CLA increased. Milk fat content of cis-9, trans-11, and trans-10, cis-12 CLA increased at an increasing rate as dose increased.

Topics: Animals; Calcium, Dietary; Caprylates; Cattle; Decanoic Acids; Dietary Fats; Fatty Acids; Female; Lactation; Lauric Acids; Linoleic Acid; Lipids; Milk; Oleic Acid; Regression Analysis; Stearic Acids

6-O-Palmitoyl L-ascorbate was added to linoleic acid at various molar ratios of the ascorbate to the acid, the mixtures were emulsified with a maltodextrin or gum arabic solution, and the emulsions were spray-dried to produce microcapsules. At higher molar ratios, the oil droplets in the emulsions were smaller, and the oxidative stabilities of the encapsulated linoleic acid were higher for both the maltodextrin- and gum arabic-based microcapsules. 6-O-Capryloyl, caproyl, and lauroyl L-ascorbates, which were synthesized through lipase-catalyzed condensation in acetone, were also used for the microencapsulation of linoleic acid. Except for capryloyl L-ascorbate, the addition of a saturated acyl ascorbate, especially caproyl ascorbate, to linoleic acid was effective for preparing oil droplets of small particle diameter and for suppressing the oxidation of the encapsulated linoleic acid.

Topics: Acylation; Antioxidants; Ascorbic Acid; Caprylates; Capsules; Decanoic Acids; Drug Stability; Emulsions; Gum Arabic; Lauric Acids; Linoleic Acid; Oxidation-Reduction; Polysaccharides; Solubility; Time Factors

To study the effect of the chain length of medium-chain fatty acids on the intestinal absorption of long-chain fatty acids, we examined the lymphatic transport of fat following administration of five purified structured triacylglycerols (STAG) containing different medium-chain fatty acids in the sn-1,3 positions and long-chain fatty acids in the sn-2 position in a rat model. Significant amounts of medium-chain fatty acids were found in lymph samples after intragastric administration of 1,3-dioctanoyl-2-linoleyl-sn-glycerol (8:0/18:2/8:0), 1,3-didecanoyl-2-linoleyl-sn-glycerol, and 1,3-didodecanoyl-2-linoleyl-sn-glycerol. The accumulated lymphatic transport of medium-chain fatty acids increased with increasing carbon chain length. The recoveries of caprylic acid (8:0), capric acid (10:0), and lauric acid (12:0) were 7.3 +/- 0.9, 26.3 +/- 2.4, and 81.7 +/- 6.9%, respectively. No significant differences were observed for the maximal intestinal absorption of linoleic acid (18:2n-6) when the chain length of medium-chain fatty acids at the primary positions was varied, and the absorption of 18:2 and oleic acid (18:1) from 8:0/18:2/8:0 and 1,3-dioctanoyl-2-oleyl-sn-glycerol was similar. We conclude that the chain length of the medium-chain fatty acids in the primary positions of STAG does not affect the maximal intestinal absorption of long-chain fatty acids in the sn-2 position in the applied rat model, whereas the distribution of fatty acids between the lymphatics and the portal vein reflects the chain length of the fatty acids.

Topics: Animals; Biological Transport; Caprylates; Decanoic Acids; Fatty Acids; Intestinal Absorption; Kinetics; Lauric Acids; Linoleic Acid; Lymph; Lymphatic System; Male; Oleic Acid; Rats; Rats, Wistar; Triglycerides

The influence of triglyceride structure on the intestinal absorption of specific triglycerides was investigated. A bolus of either a structured or a randomized oil was given to lymph-cannulated rats. The structured oil contained medium-chain fatty acids (MCFA) in the sn-1 and sn-3 position of the triglyceride, and linoleic acid (C18:2 n-6) in the sn-2 position, whereas in the randomized oil the same fatty acids were distributed randomly between the three positions. The absorption of MCFA was highest from the randomized oil, where approximately 33% of the MCFA were located in the sn-2 position. The absorption of C18:2 n-6 was highest from the structured oil, where C18:2 n-6 is located in the sn-2 position, indicating that the intestinal absorption is influenced by triglyceride structure, and that the absorption is enhanced for fatty acids located in the sn-2 position. Prior to lymph collection, the rats were fed either a fish oil or a vegetable oil diet. The absorption of C18:2 n-6 was highest in the rats previously fed the fish oil diet. The incorporation of the highly unsaturated fatty acids from the fish oil into the membrane phospholipids may thus influence the absorption of fat.

Topics: Animals; Caprylates; Decanoic Acids; Dietary Fats; Fatty Acids; Fish Oils; Intestinal Absorption; Linoleic Acid; Linoleic Acids; Lymphocytes; Male; Phospholipids; Rats; Rats, Wistar; Structure-Activity Relationship; Triglycerides

Gastric lipase activity in aspirates from premature human infants was tested for fatty acid and positional selectivity using racemic diacid triacylglycerols (TG) as substrates. The resulting free fatty acids and monoacylglycerols (MG) were recovered and analyzed. Octanoic acid (8:0) and decanoic acid (10:0) were hydrolyzed with a preference of 61.5:1 and 2.4:1 compared to palmitic acid (16:0) from rac-16:0-8:0-8:0 and rac-16:0-10:0-10:0, respectively. The ratio of lauric acid (12:0) to oleic acid (18:1) hydrolyzed from rac-18:1-12:0-12:0 was 13:1. Myristic acid (14:0), 18:1 and linoleic acid (18:2) were released at similar rates. These data and the composition of the MG suggest that, in vitro, the lipase is selective for shorter chain fatty acids and for fatty acids on the primary positions of the TG backbone.

Topics: Caprylates; Decanoic Acids; Fatty Acids; Gastric Juice; Humans; Hydrolysis; Infant, Newborn; Infant, Premature; Lauric Acids; Linoleic Acid; Linoleic Acids; Lipase; Myristic Acid; Myristic Acids; Oleic Acid; Oleic Acids; Palmitic Acid; Palmitic Acids; Substrate Specificity; Triglycerides