SYNTHESIS OF MONOEPOXIDES OF ARACHIDONIC, EICOSAPENTAENOIC AND DOCOSAHEXAENOIC ACIDS

Authors
KUKLEV DV RYBIN VG IMBS AB BEZUGLOV VV
Citation
Dv. Kuklev et al., SYNTHESIS OF MONOEPOXIDES OF ARACHIDONIC, EICOSAPENTAENOIC AND DOCOSAHEXAENOIC ACIDS, Bioorganiceskaa himia, 19(11), 1993, pp. 1122-1127
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Bioorganiceskaa himia → ACNP
ISSN journal
01323423
Volume
19
Issue
11
Year of publication
1993
Pages
1122 - 1127
Database
ISI
SICI code
0132-3423(1993)19:11<1122:SOMOAE>2.0.ZU;2-5
Abstract
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 descri bed. The free polyunsaturated fatty acids (PUFA) were oxidized each by 1.25 eq. m-chloroperbenzoic acid in ethanol to give a mixture of PUFA s' mono-epoxy derivatives (45%) which was separated by HPLC and the in dividual isomers were characterised by mass spectrometry. All regioiso mers of the free PUFAs' cis-monoepoxides were thus obtained.