+ Resolve Article
+ Follow Us
Follow on FacebookFollow on Facebook
Follow on TwitterFollow on Twitter

+ Translate
+ Subscribe to Site Feed
GeoScience Most Shared ContentMost Shared Content

Characterization of toxic compound in thermally oxidized oil

, : Characterization of toxic compound in thermally oxidized oil. Lipids 8(6): 353-359

In preliminary experiments, soybean oil was heated at 275 C for 12 hr in the presence of N2 or air. Feeding studies with rats showed that the oil heated in the presence of air, oxidatively polymerized oil, retarded weight gain more than that heated with N2, thermally polymerized oil. Oxidatively polymerized oil was fractionated with silicic acid column chromatography, and the fraction eluted with ether (fraction III) proved to be most toxic to mice. For chemical studies combined with bioassays, additional oxidatively polymerized oil was prepared by aeration at 185 C for 90 hr, and the product was fractionated by silicic acid column chromatography. The material originally eluted with ether (fraction III) was eluted in stages, and fraction IIIc proved to be most toxic in a mouse bioassay. IR, UV and NMR analyses did not indicate the presence of COOC or COC linkages or aldehyde groups or aromatic compounds. Fraction IIIc was converted to its methyl esters and molecularly distilled to yield two fractions: one containing unpolymerized fatty acid esters and one giving evidence of more functional groups per molecule and of dimeric material. This “dimeric” fraction was more toxic to mice. IR analysis of this fraction revealed carbonyl groups, and NMR showed several functional groups on alkyl chains. Treatment with sodium borohydride and with hydroiodic acid revealed no COOC and no COC linkages. Mass spectrography showed peaks at mass 586 and 293; in the reduced fraction a peak also occurred at mass 143, suggestive of cleavage of some of the chains. It is tentatively concluded that a highly toxic material formed in oil heated in air is a dimer of triglyceride molecules.


PMID: 4736538

DOI: 10.1007/bf02531920

Other references

Mathurin, P.; Ganne Carrie, N.; Poynard, T.; Trinchet, J.C.aude, 1998: Pro-inflammatory cytokines and alcoholic hepatitis. Gastroenterologie Clinique et Biologique 22(3): 311-319, March

Ciro Velasco-Cruz, Scotland C.Leman, Mark Hudy, Eric P.Smith, 2012: Assessing the Risk of Rising Temperature on Brook Trout A Spatial Dynamic Linear Risk Model. Understanding the relationship between air temperature and water temperature is a critical component in the management of aquatic resources. One important application is for stream fisheries that have temperature-sensitive fish. Co-located devices...

Glinski, Z.; Grzegorczyk, K., 1995: Innate cell-free immunity in pupae of the honeybee (Apis mellifera L.) under various environmental conditions. Blood lysozyme activity was determined in pupae from colonies in 8 areas differing in the contents of heavy metals in their honeys. Lysozyme activity was apparently unaffected by the presence of low levels of Cu, Ni, Cr, Zn, Pb and Mn in a colony&...

Lamb, M.J.; Lilly, L.J., 1971: Induction of recessive lethals in Drosophila melanogaster by aflatoxin B 1. Mutation Research 11(4): 430-433

Morens, D.M.; Venkateshan, C.N.; Halstead, S.B., 1987: Dengue 4 virus monoclonal antibodies identify epitopes that mediate immune infection enhancement of dengue 2 viruses. Nineteen monoclonal antibodies produced to dengue type 4 virus (DEN-4) strain 4328-S were tested for their ability to mediate antibody-dependent infection enhancement (ADE) with seven DEN-2 strains in P-388D1 mouse macrophage-like cells. In this f...

Anonymous, 1982: The effect of pesticides on pedobionts and biological activity of soil. This book contains the results of studies carried out in Lithuania, USSR, between 1974 and 1979 on the effects of pesticides on pedobionts and biological activity of soil. The chapter on the effects of pesticides on the structure of the biocoenosi...

Kohara, A.; Nagakura, Y.; Kiso, T.; Toya, T.; Watabiki, T.; Tamura, S.; Shitaka, Y.; Itahana, H.; Okada, M., 2007: Antinociceptive profile of a selective metabotropic glutamate receptor 1 antagonist YM-230888 in chronic pain rodent models. Metabotropic glutamate receptor 1 (mGlu(1) receptor) has been suggested to play an important role in pain transmission. In this study, the effects of a newly-synthesized mGlu(1) receptor antagonist, (R)-N-cycloheptyl-6-({[(tetrahydro-2-furyl)methy...

Wemer, P., 1912: Die Nester des Zaun-konigs, Troglodytes troglodytes (L.). Munster Jahresberer. Wiss: 104-107

Wunderlich, V.; Tetzlaff, I.; Graffi, A., 1972: Studies on nitrosodimethylamine: preferential methylation of mitochondrial DNA in rats and hamsters. Chemico-Biological Interactions 4(2): 81-89

Takehara, Y.; Yamaoka, K.; Hiraki, Y.; Yoshioka, T.; Utsumi, K., 1995: Protection against alloxan diabetes by low-dose 60Co gamma irradiation before alloxan administration. We evaluated the protective effects of a single low-dose whole body 60Co gamma irradiation against alloxan-induced hyperglycemia in rats. i) In rats that did not receive alloxan, the superoxide dismutase (SOD) activity in the pancreas significantl...