Inhibition of leukotriene B4-induced neutrophil migration by lipoxin A4: Structure-function relationships

Tak H. Lee; Penny Lympany; Attilio E.G. Crea; Bernd W. Spur

doi:10.1016/S0006-291X(05)81354-3

Inhibition of leukotriene B₄-induced neutrophil migration by lipoxin A₄: Structure-function relationships

Tak H. Lee, Penny Lympany, Attilio E.G. Crea, Bernd W. Spur

Research output: Contribution to journal › Article › peer-review

80 Scopus citations

Abstract

Lipoxins are trihydroxytetraene metabolites which are derived from arachidonic acid through an interaction between different lipoxygenase pathways. Previous work has shown that lipoxin A₄ (LXA₄) inhibits the chemotactic responsiveness of neutrophils (PMN) to leukotriene B₄. We have now assessed the structural determinants of the lipoxin A₄ molecule which are necessary for its inhibitory activity, using structural analogs of LXA₄ prepared by chemical synthesis. Our results indicate the importance of two adjacent free hydroxyl groups in either the R or the S configuration; one hydroxyl group has to be in the C-6 position, but the other hydroxyl group can be in either the C-5 or the C-7 position for the conferment of inhibitory activity.

Original language	English (US)
Pages (from-to)	1416-1421
Number of pages	6
Journal	Biochemical and Biophysical Research Communications
Volume	180
Issue number	3
DOIs	https://doi.org/10.1016/S0006-291X(05)81354-3
State	Published - Nov 14 1991
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biophysics
Biochemistry
Molecular Biology
Cell Biology

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10.1016/S0006-291X(05)81354-3

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abstract = "Lipoxins are trihydroxytetraene metabolites which are derived from arachidonic acid through an interaction between different lipoxygenase pathways. Previous work has shown that lipoxin A4 (LXA4) inhibits the chemotactic responsiveness of neutrophils (PMN) to leukotriene B4. We have now assessed the structural determinants of the lipoxin A4 molecule which are necessary for its inhibitory activity, using structural analogs of LXA4 prepared by chemical synthesis. Our results indicate the importance of two adjacent free hydroxyl groups in either the R or the S configuration; one hydroxyl group has to be in the C-6 position, but the other hydroxyl group can be in either the C-5 or the C-7 position for the conferment of inhibitory activity.",

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T1 - Inhibition of leukotriene B4-induced neutrophil migration by lipoxin A4

T2 - Structure-function relationships

AU - Lee, Tak H.

AU - Lympany, Penny

AU - Crea, Attilio E.G.

AU - Spur, Bernd W.

PY - 1991/11/14

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N2 - Lipoxins are trihydroxytetraene metabolites which are derived from arachidonic acid through an interaction between different lipoxygenase pathways. Previous work has shown that lipoxin A4 (LXA4) inhibits the chemotactic responsiveness of neutrophils (PMN) to leukotriene B4. We have now assessed the structural determinants of the lipoxin A4 molecule which are necessary for its inhibitory activity, using structural analogs of LXA4 prepared by chemical synthesis. Our results indicate the importance of two adjacent free hydroxyl groups in either the R or the S configuration; one hydroxyl group has to be in the C-6 position, but the other hydroxyl group can be in either the C-5 or the C-7 position for the conferment of inhibitory activity.

AB - Lipoxins are trihydroxytetraene metabolites which are derived from arachidonic acid through an interaction between different lipoxygenase pathways. Previous work has shown that lipoxin A4 (LXA4) inhibits the chemotactic responsiveness of neutrophils (PMN) to leukotriene B4. We have now assessed the structural determinants of the lipoxin A4 molecule which are necessary for its inhibitory activity, using structural analogs of LXA4 prepared by chemical synthesis. Our results indicate the importance of two adjacent free hydroxyl groups in either the R or the S configuration; one hydroxyl group has to be in the C-6 position, but the other hydroxyl group can be in either the C-5 or the C-7 position for the conferment of inhibitory activity.

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Inhibition of leukotriene B₄-induced neutrophil migration by lipoxin A₄: Structure-function relationships

Abstract

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