A new class of potential leukotriene analogues is synthesized which atttempts to restrict the conformationally mobile lipophilic chain. Biological evaluation shows weak agonist activity, giving key information on LTD4 geometry to the receptor. The peptido-leukotrienes LTC4, LTD., and LTE, are poten
1,4-thiazanes as conformationally-restricted analogs of the peptido-leukotrienes
โ Scribed by Michael D. Ennis; Mark E. Baze
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 203 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0040-4039
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๐ SIMILAR VOLUMES
The stereocontrolled synthesis of conformationally restricted LTD4 analogs 2a. b is described. Epoxidation of enone 4 affords a 2.4:1 mixture of trans-epoxide 5 and cis-epoxide 9. Stereocontrolled elaboration of each epoxide to final product involves stereoselective Wittig olefination to Z-olefins 6
The enantiomeric pair of conformationally-restricted nor-LTD4 analogs s and 11 have been synthesized stereoselectively from (g)-2-cyclohexen-l-01. Due to our continuing interest in the stereoselective syntheses of conformationallyrestricted LTDl analogsr, we were attracted by recent reports' that 2-
Lewis acid catalyzed allylation of diacetyl-D-xylal 2 is stereoselectlve for ~-C-glycoside 2b, a result used in the syntheses of pyrans 8a, b, from D-xylose. Vhile pursuing approaches to the stereocontrolled syntheses of conformationally-restrlcted LTD 4 receptor antagonists, we became aware of a hi