[Synthesis of monoepoxides of arachidonic, eicosapentaenoic, and docosahexaenoic acids].
A practical synthesis of cis-monoepoxides from free arachidonic 20:4 (n-6), eicosapentaenoic 20:5 (n-3) and docosahexaenoic 22:6 (n-3) acids, their cytochrome P-450 epoxygenase metabolites, is described. The free polyunsaturated fatty acids (PUFA) were oxidized each by 1.25 eq. m-chloroperbenzoic acid in ethanol to give a mixture of PUFAs' mono-epoxy derivatives (45%) which was separated by HPLC and the individual isomers were characterised by mass spectrometry. All regioisomers of the free PUFAs' cis-monoepoxides were thus obtained.
Kuklev
D V
DV
Rybin
V G
VG
Imbs
A B
AB
Bezuglov
V V
VV
D016718:Arachidonic Acid / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D004281:Docosahexaenoic Acids / Q000737:chemistry*; D015118:Eicosapentaenoic Acid / Q000737:chemistry*; D004852:Epoxy Compounds / Q000138:chemical synthesis*; D013058:Mass Spectrometry
D004852:Epoxy Compounds; D004281:Docosahexaenoic Acids; D016718:Arachidonic Acid; D015118:Eicosapentaenoic Acid
Sintez monoépoksidov arakhidonovoĭ, éĭkozapentaenovoĭ i dokozageksaenovoĭ kislot.