iPF2alpha-III-17,18,19,20-d4: total synthesis and metabolism.
The first total synthesis of 17,18,19,20-d4-iPF2alpha-III 32, a deuterated analog of iPF2alpha-III, is described. We have used this analog in some beta-oxidation studies with rat liver homogenates and have shown that 32 was metabolized to 17,18,19,20-tetradeutero-2,3-dinor-iPF2alpha-III 36 and 17,18,19,20-tetradeutero-2,3-dinor-5,6-dihydro-iPF2alpha-III 37.
Kim
Seongjin
S
Claude Pepper Institute and Department of Chemistry, Florida Institute of Technology, 150 West University Boulevard, Melbourne, FL 32901, USA.
Powell
William S
WS
Lawson
John A
JA
Jacobo
Sheila H
SH
Pratico
Domenico
D
FitzGerald
Garret A
GA
Maxey
Kirk
K
Rokach
Joshua
J
D000818:Animals; D003903:Deuterium; D066298:In Vitro Techniques; D028421:Isoprostanes / Q000737:chemistry* / Q000378:metabolism*; D007553:Isotope Labeling; D008099:Liver / Q000201:enzymology; D015394:Molecular Structure; D051381:Rats
D028421:Isoprostanes; C438786:isoprostane F2alpha III; D003903:Deuterium