Synthesis of butanoic acid 4, 4′-[(4E, 6Z, 9Z-pentadecatrien-2-ynylidene)-bis with leukotriene-like activity: Novel acetylenic acetals and dithioacetals as antagonists …
AK Saksena, MJ Green, P Mangiaracina, JK Wong…
Index: Saksena; Green; Mangiaracina; et al. Tetrahedron Letters, 1985 , vol. 26, # 52 p. 6427 - 6430
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Abstract
Abstract A selective exchange reaction of the symmetrical acetal 5a with protected cysteine readily provided the hemi-thioacetals 9a and 11a related to leukotriene-E 4. Use of acetylene-bis-(diethyl acetal) 12 led to a facile synthesis of the title compound 17a. Its corresponding hexahydro analogs displayed marked antagonist activity against LT-C 4 induced contractions on isolated guinea pig lung parenchyma.
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