Dietary hydroperoxides of linoleic acid decompose to aldehydes in stomach before being absorbed into the body. 1998

K Kanazawa, and H Ashida
Laboratory of Food and Nutritional Chemistry, Faculty of Agriculture, Kobe University, Japan. kazuki@kobe-u.ac.jp

Our previous study (Biochim. Biophys. Acta 1393 (1998) 336-348, this issue) found that dietary hydroperoxides of trilinoleoylglycerol were broken down, releasing linoleic acid hydroperoxides (LA-OOH) in the stomach without reaching the intestines. The present paper describes the catabolic fate of LA-OOH in rat gastrointestines, in an attempt to elucidate those products which can be absorbed into the body. At an intragastric dose of 6.5 or 18 mumol, LA-OOH was not transported to the intestines as determined by HPLC. At large doses (200 or 800 mumol), much greater than that in the daily diet, there was partial leakage of LA-OOH to the intestines. The periodical fate was analyzed with 17.2 mumol [U-14C]LA-OOH chemically and radiochemically. Exemplifying the product composition at 30 min after treatment (as percentage of dosed amount), 27% unchanged LA-OOH, 9.7% epoxyketones, 3.5% hydroxyls (LA-OH), 2.4% decomposed aldehydes, and 13% unknown products were found in the gastric lumen. Another 25% was incorporated in the gastric tissue, and the other 6.4% occurred in the intestinal lumen and tissue as decomposed aldehyde. The LA-OH further decomposed to aldehydes with time in the stomach. When an aldehyde mixture was prepared and dosed, significant increases in hexanal and 4-hydroxynonenal were detected in the liver 15 h later. These results show that the dietary LA-OOH is decomposed to aldehydes in the stomach and that aldehydes are partly absorbed into the body.

UI MeSH Term Description Entries
D007408 Intestinal Absorption Uptake of substances through the lining of the INTESTINES. Absorption, Intestinal
D007659 Ketones Organic compounds containing a carbonyl group Ketone
D008054 Lipid Peroxides Peroxides produced in the presence of a free radical by the oxidation of unsaturated fatty acids in the cell in the presence of molecular oxygen. The formation of lipid peroxides results in the destruction of the original lipid leading to the loss of integrity of the membranes. They therefore cause a variety of toxic effects in vivo and their formation is considered a pathological process in biological systems. Their formation can be inhibited by antioxidants, such as vitamin E, structural separation or low oxygen tension. Fatty Acid Hydroperoxide,Lipid Peroxide,Lipoperoxide,Fatty Acid Hydroperoxides,Lipid Hydroperoxide,Lipoperoxides,Acid Hydroperoxide, Fatty,Acid Hydroperoxides, Fatty,Hydroperoxide, Fatty Acid,Hydroperoxide, Lipid,Hydroperoxides, Fatty Acid,Peroxide, Lipid,Peroxides, Lipid
D008099 Liver A large lobed glandular organ in the abdomen of vertebrates that is responsible for detoxification, metabolism, synthesis and storage of various substances. Livers
D002250 Carbon Radioisotopes Unstable isotopes of carbon that decay or disintegrate emitting radiation. C atoms with atomic weights 10, 11, and 14-16 are radioactive carbon isotopes. Radioisotopes, Carbon
D004042 Dietary Fats, Unsaturated Unsaturated fats or oils used in foods or as a food. Dietary Oils,Unsaturated Dietary Fats,Dietary Fat, Unsaturated,Dietary Oil,Fat, Unsaturated Dietary,Fats, Unsaturated Dietary,Oil, Dietary,Oils, Dietary,Unsaturated Dietary Fat
D004852 Epoxy Compounds Organic compounds that include a cyclic ether with three ring atoms in their structure. They are commonly used as precursors for POLYMERS such as EPOXY RESINS. Epoxide,Epoxides,Epoxy Compound,Oxiranes,Compound, Epoxy,Compounds, Epoxy
D005751 Gastric Lavage Medical procedure involving the emptying of contents in the stomach through the use of a tube inserted through the nose or mouth. It is performed to remove poisons or relieve pressure due to intestinal blockages or during surgery. Irrigation, Gastric,Lavage, Gastric,Gastric Irrigation,Gastric Irrigations,Gastric Lavages,Irrigations, Gastric,Lavages, Gastric
D005753 Gastric Mucosa Lining of the STOMACH, consisting of an inner EPITHELIUM, a middle LAMINA PROPRIA, and an outer MUSCULARIS MUCOSAE. The surface cells produce MUCUS that protects the stomach from attack by digestive acid and enzymes. When the epithelium invaginates into the LAMINA PROPRIA at various region of the stomach (CARDIA; GASTRIC FUNDUS; and PYLORUS), different tubular gastric glands are formed. These glands consist of cells that secrete mucus, enzymes, HYDROCHLORIC ACID, or hormones. Cardiac Glands,Gastric Glands,Pyloric Glands,Cardiac Gland,Gastric Gland,Gastric Mucosas,Gland, Cardiac,Gland, Gastric,Gland, Pyloric,Glands, Cardiac,Glands, Gastric,Glands, Pyloric,Mucosa, Gastric,Mucosas, Gastric,Pyloric Gland
D000447 Aldehydes Organic compounds containing a carbonyl group in the form -CHO. Aldehyde

Related Publications

K Kanazawa, and H Ashida
December 1977, Zeitschrift fur Lebensmittel-Untersuchung und -Forschung,
K Kanazawa, and H Ashida
June 2004, The American journal of clinical nutrition,
K Kanazawa, and H Ashida
March 2021, Biochimica et biophysica acta. Molecular and cell biology of lipids,
K Kanazawa, and H Ashida
June 2004, Prostaglandins, leukotrienes, and essential fatty acids,
K Kanazawa, and H Ashida
August 2008, Chemistry and physics of lipids,
K Kanazawa, and H Ashida
January 1975, Journal of agricultural and food chemistry,
K Kanazawa, and H Ashida
January 1973, Journal of nutritional science and vitaminology,
Copied contents to your clipboard!