- A study of 1,5-hydrogen shift and cyclization reactions of an alkali isomerized methyl linolenoate
-
Heating a mixture formed by alkali isomerization of methyl linolenoate (1) produces a complex mixture with the bicyclic hexahydroindenoic esters 4β-(7-methoxycarbonylheptyl)-5α-methyl-2,3,3aα,4,5, 7aαhexahydroindene (CL5) and 4β-ethyl-5α-(6-methoxycarbonylhexyl)-2,3,3aα,4,5, 7aα-hexahydroindene (CL6) as main components. Similar isomerization reactions of three synthetic model compounds, methyl 9Z,13E,15Z-octadecatrienoate (2), 9Z,14E,16E-octadecatrienoate (4) and 9Z,11E,15Z-octadecatrienoate (5) corroborated the results obtained with alkali isomerized methyl linolenoate.
- Matikainen, Jorma,Kaltia, Seppo,Ala-Peijari, Maija,Petit-Gras, Ninna,Harju, Kirsi,Heikkil?, Jaakko,Yksj?rvi, Raija,Hase, Tapio
-
-
Read Online
- Synthesis of 11-thialinoleic acid and 14-thialinoleic acid, inhibitors of soybean and human lipoxygenases
-
Lipoxygenases catalyse the oxidation of polyunsaturated fatty acids and have been invoked in many diseases including cancer, atherosclerosis and Alzheimer's disease. Currently, no X-ray structures are available with substrate or substrate analogues bound
- Jacquot, Cyril,McGinley, Chris M.,Plata, Erik,Holman, Theodore R.,Van Der Donk, Wilfred A.
-
-
Read Online
- IDEBENONE COMPOUNDS
-
The present application provides idebenone derivatives or analogues useful for treating a disease or disorder in a subject in need thereof. Pharmaceutical compositions comprising the compounds and methods of treating the disease or disorder are also provided.
- -
-
Page/Page column 54; 55
(2021/10/22)
-
- Identification of very long chain unsaturated fatty acids from Ximenia oil by atmospheric pressure chemical ionization liquid chromatography-mass spectroscopy
-
A method is described for the enrichment of very long chain unsaturated fatty acids from total fatty acids of Ximenia oil and their identification as picolinyl esters by means of liquid chromatography-mass spectrometry with atmospheric pressure chemical ionization (LC-MS/APCI). The method is based on the use of preparative reversed phase HPLC and their subsequent identification by microbore LC-MS/APCI. The combination of these two techniques was used to identify unusual unsaturated VLCFAs up to tetracontenoic acid. All four positional isomers of tetratriacontenoic acid were also synthesized to unambiguously confirm their structure.
- Rezanka, Tomas,Sigler, Karel
-
p. 925 - 934
(2008/03/14)
-
- Studies related to in vivo C-H activation: Synthesis and influence of 8,8- and 11,11-dimethyl oleic and 11,11-dimethyl linoleic acids on Δ12- desaturation of C. sorokiniana
-
The synthesis of three acids was achieved using the Wittig reaction in order to study their in vivo influence on the Δ12-desaturase of Chlorella sorokiniana. It was shown that the introduction of two methyls near the double bond prevent the desaturation of these exogenous acids while they seem to be accurately incorporated. This functionality could be of interest for the design of new thiaoleic acids as probes of the different oxidation processes.
- Poulain, Sophie,Noiret, Nicolas,Fauconnot, Laetitia,Nugier-Chauvin, Caroline,Patin, Henri
-
p. 3595 - 3604
(2007/10/03)
-
- A Synthesis of (Z)-Octadec-9-enedioic Acid
-
The monomethyl ester of azelaic acid was transformed into two fragments, namely triphenylphosphonium bromide and methyl 9-oxononanoate.A Wittig reaction between these two fragments produced dimethyl (Z)-octadec-9-enedioate and subsequent hydrolysis gave the title diacid.Interestingly, the same acid was available directly from oleic acid in a published procedure which utilized a mutant strain of Candida tropicalis.
- Brunow, Goesta,Stick, Robert V.,Syrjaenen, Kaisa,Tilbrook, D. Matthew G.,Williams, Spencer J.
-
p. 1893 - 1898
(2007/10/03)
-
- Studies related to fatty acid desaturation. Part I: Preparation of methyl-substituted nonanols, nonyl bromides and total synthesis of new branched oleic acids
-
Convenient pathways for the synthesis of seven structurally defined isomers of methyl-nonanols and methyl-nonylbromides are described.These synthons are used to perform Wittig reactions between convenient phosphoranes and aldehydes in order to obtain seven new octadecenoic acids bearing a methyl grouping on carbons 11 to 17. branched nonan-1-ols / branched 1-nonylbromides / Wittig reactions / methyl 9-bromononanoate / methyl 8-formyloctanoate / methyl 11 or 17-methyloctadec-9-enoates
- Genard, S.,Patin, H.
-
p. 397 - 406
(2007/10/02)
-
- An efficient synthesis of 13(S)-hydroxy-9Z,11E-octadecadienoic (coriolic) acid
-
An efficient and highly selective total synthesis of 13(S)-hydroxy-9Z,11E octadecadienoic (coriolic) acid is described, starting from an optically active lactol easily available though an enantioselective enzymatic hydrolysis.
- Bloch,Perfetti
-
p. 2577 - 2580
(2007/10/02)
-