1462-53-9Relevant academic research and scientific papers
Antioxidant behaviour of thia fatty acids
Easton, Christopher J.,Ferrante, Antonio,Robertson, Thomas A.,Xia, Ling
, p. 647 - 653 (2002)
Eight thia fatty acids and other sulfides have been studied as inhibitors of autoxidation of arachidonic acid. The inhibitors extend the lag phase of the oxidation, to varying degrees. A carboxyl group in the vicinity of the sulfur reduces the antioxidant activity, while unsaturated sulfides are more effective than their saturated analogues. The results are consistent with the sulfides acting to reduce fatty acid hydroperoxides, which otherwise accumulate during the early stages of reaction and propagate the free-radical oxidation process.
Thiophospholipid compound and production method thereof
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Paragraph 0046-0051, (2019/10/29)
The invention discloses a thiophospholipid compound and a production method thereof. The production method of the sulfurphospholipid compound comprises the following production steps of (1) dissolving10-12 mmol of 1-n-olefin and 10 mmol of 1-mercapto-n-alkanoic acid in a solvent dichloromethane, adding 0.05-0.5 mmol of 2,2,-dimethoxy-2-phenylacetophenone to initiate a click reaction, and after the reaction is completed, conducting separation and purification by means of silica gel column chromatography to obtain thioalkanoic acid; and (2) dissolving the thioalkanoic acid product in dichloromethane, adding N,N'-carbonyldiimidazole for activation for 0.5-4 hours, adding a mixed dimethylsulfoxide solution of 1,8-diazabicyclo[5.4.0]undec-7-ene and glycerophosphoryl choline, and after a reaction is completed, conducting separation and purification to obtain a white solid product thioalkanoic acid glycerophosphoryl choline. The structure of the provided thiophospholipid compound contains thioether bonds which are easy to oxidize, so that the thiophospholipid compound is subjected to fast oxidation modification in an oxidant, and has better hydrophilicity.
An improved and green preparation of 3-(alkylthio)propionic acids
Vaismaa, Matti J. P.,Yliniemel?, Sanna M.,Lajunen, Marja K.
, p. 1317 - 1323 (2008/10/09)
An efficient, facile microwave-assisted synthesis has been developed for the preparation of unsymmetrical sulfide derivatives from 3-mercaptopropionic acid and a wide variety of alkyl, allyl or aryl chlorides or bromides. The synthesis performed in ethanol at 80 or 120 °C using sodium hydroxide as a base, selectively without an offensive smell, generates 3-(alkylthio)propionic acids in good yields. Effects of reaction components, temperature, and the heating technique on the formation of the product and side-products were studied.
Anti-cancer nitro- and thia-fatty acids
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, (2008/06/13)
The present invention relates to pharmaceutical compositions comprising, as an anti-cancer agent: (a) one or more compounds having the formula NO2-A-B, wherein A is a saturated or unsaturated hydrocarbon chain of 14-26 double bonds, and B is (CH2)m(COOH)n in which n is a integer from 0 to 2 and m is an integer from 0 to 2; or a derivative thereof in which the hydrocarbon chain has one or more than one substitution selected from the group consisting of hydroxy, hydroperoxy, epoxy and peroxy; (b) one or more compounds selected from polyunsaturated fatty acids (PUFA's) having a 16 to 26 carbon atom chain and 3 to 16 double bonds, and wherein the PUFA is covalently coupled at the carboxylic acid group to an amino acid selected from glycine and aspartic acid; (c) one or more compounds selected from unsaturated fatty acids having an 18 to 25 carbon atom chain and 1 to 6 double bonds and wherein the fatty acid has one or two beta-oxa, gamma-oxa, beta-thia, gamma-thia substitutions: or (d) one or more compounds having formula (I) wherein A' is a saturated or unsaturated hydrocarbon chain of 9-26 carbon atoms, X is oxygen or is absent and B' is (CH2)J(COOH)k in which j is an integer from 1 to 3 and K is 0 or 1; or a derivative thereof in which the hydrocarbon chain has one or more than one substitution selected from the group consisting of hydroxy, hydroperoxy, epoxy and peroxy; and a pharmaceutically acceptable carrier or diluent.
Sufrace-Active Properties and Thermal Behavior of S-Alkylthio-Carboxylic Acids and Their Potassium Salts
Kamio, Katsuhisa,Kamata, Kohro,Mima, Seiji,Kuroda, Toshiharu,Ookawara, Hiroshi,et al.
, p. 805 - 810 (2007/10/02)
S-Alkylthiocarboxylic acids and their potassium salts were prepared by photoaddition of α-olefins (C10, C12, and C14) with mercapto carboxylic acids such as thiomalic acid, triopropionic acid, and thioglycolic acid.The physicochemical solution properties and thermal stabilities for three series of thiosurfactants were evaluated.S-Alkylthiocarboxylic acids that contain bridged S-bonds provide excellent thermally stable surfactants, and their alkaline salts exhibit good surface activity.KEY WORDS: α-Olefin, mercapto carboxylic acid, photoaddition, S-alkylthiocarboxylic acid, S-alkylthioglycolic acid, S-alkylthiomalic acid, S-alkylthiopropionic acid, surface activity, thermal stability.
1H and 13C N.M.R. Studies on the Positional Isomers of Methyl Thialaurate and Methyl Thiastearate
Jie, Marcel S. F. Lie Ken,Bakare, Oladapo
, p. 2121 - 2126 (2007/10/02)
1H N.m.r. analysis of methyl thialaurate and methyl thiastearate shows that the sulphur atom in the alkyl chain has a significant deshilding effect (α-effect) on the chemical shift of the protons of the adjacent methylene and methyl groups, and also on the methyl protons of the methoxycarbonyl (ester) function.It was possible to identify seven of the positional isomers in each series by examining the chemical shifts and the splitting pattern of the signals in the 1H n.m.r. spectra of these fatty acid ester analogues.The 13C n.m.r. results showed that this S atom has an interesting effect (α-, β-, and γ-effect) on the chemical shift of the carbonyl carbon atom of the methoxycarbonyl (ester) function: the sulphur atom exerts a significant shilding effect in the case of the 2-, 3-, and 4-thia isomers.In the remaining isomers the sulphur atom causes a strong deshilding effect on the methylene or methyl carbon atoms on either side of the sulphide linkage.These results permitted all positional isomers of methyl thialaurate to be identified by this technique, while 10 out of the 16 positional isomers of methyl thiastearate could be characterized.
