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Synthesis of 7,8-acetylenic analogs of hexahydro leukotriene-E4 with agonist and antagonist activities: convenient stereoselective routes to E- and Z-enynes

✍ Scribed by Anil K. Saksena; Michael J. Green; Pietro Mangiaracina; Jesse K. Wong; William Kreutner; Arax R. Gulbenkian

Book ID: 104229169
Publisher: Elsevier Science
Year: 1985
Tongue: French
Weight: 284 KB
Volume: 26
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)99017-8

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✦ Synopsis

E-and Z-enynes available by stereoselective dehydrations of Co2(CO) complexed and uncomplexed propargyl alcohols 13 and 5 produced acetylenic LT-E4 analogs with !! ontractile activity similar to leukotrienec

Their 5-desoxy analogs were found to have antagonist activity against LT-C4 induced contractions on isolated guinea pig lung parenchyma.

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Synthesis of butanoic acid 4,4′-[(4E, 6Z

Synthesis of butanoic acid 4,4′-[(4E, 6Z, 9Z-pentadecatrien-2-ynylidene)-bis with leukotriene- like activity: Novel acetylenic acetals and dithioacetals as antagonists of leukotriene-C4

✍ Anil K. Saksena; Michael J. Green; Pietro Mangiaracina; Jesse K. Wong; William K 📂 Article 📅 1985 🏛 Elsevier Science 🌐 French ⚖ 247 KB

A selective exchange reaction of the symmetrical acetal 3 with protected cysteine readily provided the hemi-thioacetals 9,a and lla related to leukotrlene-E . Use of acetylene- bis-(diethyl acetal) 12 led to a facile synth&is of the title compound 1 4 a. Its corresponding hexahydt? analogs displayed