Abstract
1. 1. trans-3-Phenylglycidols were potent inhibitors of cytosolic epoxide hydrolases in all species tested. 2. 2. The order of inhibitor potency varied from species to species but trans-3-(4-nitrophenyl)glycidols were always the most potent inhibitors tested for cytosolic epoxide hydrolase. 3. 3. The S,S-enantiomer was a more potent cytosolic epoxide hydrolase inhibitor than the R,R-enantiomer when a free hydroxyl group was present. However, (2R,3R)-1-benzoyloxy-2,3-epoxy-3-(4-nitrophenyl)propane was always a better inhibitor than the (2S,3S)-enantiomer. 4. 4. All microsomal epoxide hydrolases were poorly inhibited by the trans-3-phenylglycidols, and related compounds, tested. The best new microsomal epoxide hydrolase inhibitor tested was (1S,2S)-1-phenyl-propylene oxide which gave 18-63% inhibition, at 2 mM, depending on the species tested.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 309-314 |
| Number of pages | 6 |
| Journal | Comparative Biochemistry and Physiology -- Part B: Biochemistry and |
| Volume | 104 |
| Issue number | 2 |
| DOIs | |
| State | Published - 1993 |
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ASJC Scopus subject areas
- Biochemistry
- Physiology
Cite this
Inhibition of epoxide hydrolase from human, monkey, bovine, rabbit and murine liver by trans-3-phenylglycidols. / Dietze, Eric C.; Casas, Josefina; Kuwano, Eiichi; Hammock, Bruce D.
In: Comparative Biochemistry and Physiology -- Part B: Biochemistry and, Vol. 104, No. 2, 1993, p. 309-314.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Inhibition of epoxide hydrolase from human, monkey, bovine, rabbit and murine liver by trans-3-phenylglycidols
AU - Dietze, Eric C.
AU - Casas, Josefina
AU - Kuwano, Eiichi
AU - Hammock, Bruce D.
PY - 1993
Y1 - 1993
N2 - 1. 1. trans-3-Phenylglycidols were potent inhibitors of cytosolic epoxide hydrolases in all species tested. 2. 2. The order of inhibitor potency varied from species to species but trans-3-(4-nitrophenyl)glycidols were always the most potent inhibitors tested for cytosolic epoxide hydrolase. 3. 3. The S,S-enantiomer was a more potent cytosolic epoxide hydrolase inhibitor than the R,R-enantiomer when a free hydroxyl group was present. However, (2R,3R)-1-benzoyloxy-2,3-epoxy-3-(4-nitrophenyl)propane was always a better inhibitor than the (2S,3S)-enantiomer. 4. 4. All microsomal epoxide hydrolases were poorly inhibited by the trans-3-phenylglycidols, and related compounds, tested. The best new microsomal epoxide hydrolase inhibitor tested was (1S,2S)-1-phenyl-propylene oxide which gave 18-63% inhibition, at 2 mM, depending on the species tested.
AB - 1. 1. trans-3-Phenylglycidols were potent inhibitors of cytosolic epoxide hydrolases in all species tested. 2. 2. The order of inhibitor potency varied from species to species but trans-3-(4-nitrophenyl)glycidols were always the most potent inhibitors tested for cytosolic epoxide hydrolase. 3. 3. The S,S-enantiomer was a more potent cytosolic epoxide hydrolase inhibitor than the R,R-enantiomer when a free hydroxyl group was present. However, (2R,3R)-1-benzoyloxy-2,3-epoxy-3-(4-nitrophenyl)propane was always a better inhibitor than the (2S,3S)-enantiomer. 4. 4. All microsomal epoxide hydrolases were poorly inhibited by the trans-3-phenylglycidols, and related compounds, tested. The best new microsomal epoxide hydrolase inhibitor tested was (1S,2S)-1-phenyl-propylene oxide which gave 18-63% inhibition, at 2 mM, depending on the species tested.
UR - http://www.scopus.com/inward/record.url?scp=0027479886&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0027479886&partnerID=8YFLogxK
U2 - 10.1016/0305-0491(93)90373-D
DO - 10.1016/0305-0491(93)90373-D
M3 - Article
C2 - 8462281
AN - SCOPUS:0027479886
VL - 104
SP - 309
EP - 314
JO - Comparative biochemistry and physiology. B, Comparative biochemistry
JF - Comparative biochemistry and physiology. B, Comparative biochemistry
SN - 1096-4959
IS - 2
ER -