Stereospecific synthesis of leukotriene B4 (LTB4)
โ Scribed by Yvan Guindon; Robert Zamboni; Cheuk-Kun Lau; Joshua Rokach
- Publisher
- Elsevier Science
- Year
- 1982
- Tongue
- French
- Weight
- 253 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
A stereospecific and chorally economical synthesis of LTE, starting from E-deoxy-D-nbose IS reported as part of a comprehensive and efflclent approach to the Leukotnenes (A, 8, C, 0, E). The process includes a novel approach to choral dienlc synthons. Leukotnene 8, (1) IS a component of the arachldonlc acid cascade which has been recently lsolatedl and characterized*. This local hormone stimulates leukocyte functlons3 (chemotaxls, chemokinesis), induces an increase in capillary permeablllty3 and causes smooth muscle contrac-tion4. The potential importance of LTE, in allergic and inflammatory states and the need for a better supply to lnvestlgate Its properties prompted us to embark on the synthesis of this mediator which we are now reporting. HO 1, LT84 1.
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The stereospecific synthesis of the recently identified metabolites of LT8 1: 5(S),lZ(R),20-trihydroxy-6-cis,8,10-trans,l4-cis-eicosatetraenoic acid 2 and 5(S),12!Rr,dihydroxy-6-cis,8,10-trans,l4-cis-eicosatetraen-l,20-dioic acid 3, via thz synthon 4 has been accomplished; identity of synthetic and
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