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Synthesis of the sulfones of leukotriene C4, D4, and E4

✍ Scribed by Yves Girard; Marie Larue; Thomas R. Jones; Joshua Rokach

Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
255 KB
Volume
23
Category
Article
ISSN
0040-4039

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✦ Synopsis

A simple one-step preparation of the sulfones of Leukotriene Cq, D, and E, has been developed by the direct oxidation of the parent compounds. An alternative synthesis of these sulfones has also been carried out by reduction of an acetylenic precursor. Slow reacting substance of anaphylaxis (SRS-A) has for many years been implicated as an important mediator of anaphylactic reactions'. Interest in the role of SRS in these reactions and other biological responses has been stimulated in recent years by the elucidation of its structure' and its chemical synthesis". Syntheses of its three major components: LTCI,, LTDb, and LTE4, has allowed more precise studies of its biological properties. However, in 1980, Ohnishi and coworkers4 reported the structure of SRS-A isolated from rat peritoneal cells in which the sulfur of the thioether linkage is present as a sulfone (structure A) rather than a sulfide (structure B) as proposed by Samuelsson'.

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