Disease relevance of AI3-17956

• Production of conjugated linoleic acids through KOH-catalyzed dehydration of ricinoleic acid [1].
• There is also evidence that anaerobic bacteria translocate along with facultative species in situations associated with intestinal epithelial damage, i.e., burn trauma, oral ricinoleic acid, and acute mesenteric ischemia [2].
• Production of a novel compound, 7,10,12-trihydroxy-8(E)-octadecenoic acid from ricinoleic acid by Pseudomonas aeruginosa PR3 [3].
• Pigmented contact cheilitis from ricinoleic acid in lipsticks [4].
• Lipstick dermatitis caused by ricinoleic acid [5].

Psychiatry related information on AI3-17956

• These structural and functional alterations may contribute to intraluminal accumulation of fluid and catharsis that can result from administration of ricinoleic acid (castor oil) [6].
• Ricinoleic acid and castor oil poduced a brief initial stimulation followed by polonged inhibition of small bowel motor activity [7].

High impact information on AI3-17956

• Ricinoleic acid stimulation of active anion secretion in colonic mucosa of the rat [8].
• Ricinoleic acid effect on the electrical activity of the small intestine in rabbits [9].
• A second preparation consisted of an intraluminal perfusion of ricinoleic acid, 2 microgram/kg per min, into the first section of the duodenum [9].
• Translocation of indigenous bacteria from the gastrointestinal tract of mice after oral ricinoleic acid treatment [10].
• The peak incidence of bacterial translocation occurred 4 days after the ricinoleic acid treatment [10].

Chemical compound and disease context of AI3-17956

• Studies on the metabolism of unsaturated fatty acids. I. Synthesis and identification of 6-hydroxydodec-3-cis-enoic acid, the final metabolite of ricinoleic acid by Escherichia coli K-12 [11].
• Allergic contact dermatitis from oleyl alcohol in lipstick cross-reacting with ricinoleic acid in castor oil and lanolin [12].

Biological context of AI3-17956

• These studies were designed to determine whether ricinoleic acid effects active ion transport across isolated rat colonic mucosa [8].
• A single dose of ricinoleic acid, the active component of castor oil, administered intragastrically to specific pathogen-free mice produced significant alterations in the proximal small intestinal mucosa [10].
• The microsomal membranes had delta 12-hydroxylase activity and catalysed the NAD(P)H-dependent hydroxylation of oleate to yield ricinoleic acid [13].
• While ethanol was ineffective, the monounsaturated fatty acid ricinoleic acid inhibited IL-4-stimulated VCAM-1 expression in a dose-dependent manner (IC50 between 10 and 100 microM) [14].
• We used lipase-catalyzed hydrolysis of triricinolein to obtain 2-monoricinolein and thereafter synthesized 1,2(2,3)-diricinolein through esterification of 2-monoricinolein, using ricinoleic acid as the acyl donor [15].

Anatomical context of AI3-17956

• Ricinoleic acid decreases short circuit current in T84 cells, a colonic carcinoma cell line that secretes Cl-. Our results suggest that the direct effect of arachidonic and other fatty acids on Cl- secretion is to block Cl- channel current [16].
• Increased cell loss in the human jejunum induced by laxatives (ricinoleic acid, dioctyl sodium sulphosuccinate, magnesium sulphate, bile salts) [17].
• Two vehicle components, ethanol and ricinoleic acid, were further evaluated directly on endothelial cells in vitro [14].
• The results show that ricinoleic acid, the active ingredient in castor oil, is not a stimulant or irritant to isolated intestinal smooth muscle [18].
• Cytotoxicity of ricinoleic acid (castor oil) and other intestinal secretagogues on isolated intestinal epithelial cells [19].

Associations of AI3-17956 with other chemical compounds

• These experiments were designed to determine whether the alterations of mucosal permeability produced by ricinoleic acid and deoxycholic acid were related to production of hydroxy fatty acid- and bile acid-induced fluid and electrolyte accumulation in the rat colon [20].
• A cDNA encoding the oleate 12-hydroxylase from castor bean (Ricinus communis L.) has previously been shown to direct the synthesis of small amounts of ricinoleic acid (12-hydroxyoctadec-cis-9-enoic acid) in seeds of transgenic tobacco plants [21].
• These results suggest that either the castor hydroxylase can utilize oleic acid and eicosenoic acid as substrates for ricinoleic and lesquerolic acid biosynthesis, respectively, or Arabidopsis contains an elongase that accepts ricinoleic acid as a substrate [21].
• The effects of ricinoleic acid, isotonic and hypertonic solutions of magnesium sulfate and mannitol on net water and electrolyte absorption were tested on everted segments of hamster jejunum [22].
• The major fatty acid component of castor (Ricinus communis L.) oil is ricinoleic acid (12-hydroxy-cis-9-octadecenoic acid), and unsaturated hydroxy acid accounts for >85% of the total fatty acids in triacylglycerol (TAG) [23].

Gene context of AI3-17956

• Evidence for cytochrome b5 as an electron donor in ricinoleic acid biosynthesis in microsomal preparations from developing castor bean (Ricinus communis L.) [13].
• These include protein disulphide isomerase (PDI), calreticulin and developing-ER-specific oleate-12-hydroxylase involved in the biosynthesis of ricinoleic acid [24].
• Of the various low HLB primary surfactants tested, only cethyl dimethicone copolyol (Abil EM90), A-B-A block copolymer (Arlacel P135), and polyglycerol ester of ricinoleic acid (Grinstead PGR-90) yielded a stable W/O emulsion [25].
• Sixteen Pseudomonas aeruginosa strains, including patent strain NRRL B-18602, three recent isolates from composted materials amended with ricinoleic acid, and 12 randomly selected from the holdings of the ARS Culture Collection, were examined for their fatty acid converting abilities [26].
• TO (10 and 30 mmol/l), BSA (3%), and RA (5 mmol/l) had no inhibitory effect on the ileal absorption of TCA [27].

Analytical, diagnostic and therapeutic context of AI3-17956

• Perfusion of the colon with ricinoleic acid produces fluid and electrolyte accumulation [8].
• The mucosa began regenerating within 4 h after the ricinoleic acid treatment and viable translocated bacteria were no longer cultured from the mesenteric lymph nodes by 7 days after treatment [10].
• Alterations in the digestive contractile patterns produced by oral administration of 10 ml of oleic, ricinoleic acid or their respective triglycerides were also tested [7].
• Capsaicin, but not ricinoleic acid at any dose tested, showed an irritant effect in the wiping test in guinea pig conjunctiva after local application and in the paw licking test in mice after intradermal injection [28].
• The late phase was not affected by cannulation of the bile duct but was completely extinguished when animals were treated with saline instead of the ricinoleic acid, a cathartic agent used in the original experimental protocol [29].

References