Structural analogs of leukotrienes C and D and their contractile activities.

Abstract

Thirteen structural analogs of leukotrienes C and D were prepared and tested for contractile activities on guinea pig pulmonary parenchymal strips. The analogs differed from the native structures in the peptide moiety, the 5-hydroxyl group, the carboxyl group and in the number and geometry of ethylenic bonds. Deamino analogs of leukotriene C₄ (LTC₄) and leukotriene D₄ (LTD₄) retained substantial contractile activities. Amide analogs of LTD₄ and 5-O-methyl-LTC₄ showed some activity. Modification of the peptide moiety caused a 1-3 orders of magnitude decrement. Analogs in which the various ethylenic bonds were saturated retained substantial contractile activity. However, perhydro LTD had no contractile activity.