Tsai B S, Bernstein P, Macia R A, Conaty J, Krell R D
Prostaglandins. 1982 Apr;23(4):489-506. doi: 10.1016/0090-6980(82)90111-3.
The relative contractile activity of C5 and C6 diastereomers of Leukotriene D4 (LTD4), as well as 11-trans stereoisomers were evaluated in guinea-pig tracheal smooth muscle. 5(S)6(R) LTD4 was 1000 times more potent than histamine as a contractile agent. While a change of the 11-ethylenic bond from cis to trans resulted in a four fold decrease in potency, a change in configuration of the 5-hydroxyl group and/or the 6-peptide adduct resulted in a decrease in potency of at least 2 to 3 orders of magnitude. The contractile activity of all LTD4 isomers was inhibited by FPL 55712, whereas indomethacin markedly enhanced the contractile activity of 5(S)6(R) LTD4, but appeared to have less of an effect on the other diastereomers. The results demonstrate the critical nature of configuration of the 5-hydroxyl and the 6-peptide adduct of eicosatetraenoic acid for maintenance of high affinity for receptors.
在豚鼠气管平滑肌中评估了白三烯D4（LTD4）的C5和C6非对映异构体以及11-反式立体异构体的相对收缩活性。5(S)6(R) LTD4作为收缩剂的效力比组胺强1000倍。虽然11-烯键从顺式变为反式导致效力降低四倍，但5-羟基和/或6-肽加合物构型的改变导致效力降低至少2至3个数量级。所有LTD4异构体的收缩活性均被FPL 55712抑制，而吲哚美辛显著增强了5(S)6(R) LTD4的收缩活性，但对其他非对映异构体的影响似乎较小。结果表明，二十碳四烯酸的5-羟基和6-肽加合物的构型对于维持与受体的高亲和力至关重要。
