Gauthier J Y, Jones T, Champion E, Charette L, Dehaven R, Ford-Hutchinson A W, Hoogsteen K, Lord A, Masson P, Piechuta H
Merck Frosst Centre for Therapeutic Research, Pointe Claire-Dorval, Quebec, Canada.
J Med Chem. 1990 Oct;33(10):2841-5. doi: 10.1021/jm00172a025.
The enantiomers of the leukotriene D4 antagonist 3-[[[3-[2-(7-chloroquinolin-2-yl)-(E)-ethenyl]phenyl] [[3-(dimethylamino)-3-oxopropyl]thio]methyl]thio]propionic acid (L-660,711)(MK-571) have been prepared, their absolute stereochemistry has been assigned as S for (+)-1 and R for (-)-1 by X-ray analysis of a synthetic intermediate (5), and the biological activity of the enantiomers has been explored. Unexpectedly, the enantiomers are both comparably biologically active with (+)-1 slightly more intrinsically active at the LTD4 receptor in vitro.
白三烯D4拮抗剂3-[[[3-[2-(7-氯喹啉-2-基)-(E)-乙烯基]苯基][[3-(二甲基氨基)-3-氧代丙基]硫代]甲基]硫代]丙酸（L-660,711）（MK-571）的对映体已被制备出来，通过对一种合成中间体（5）的X射线分析，确定了它们的绝对立体化学构型，即(+)-1为S构型，(-)-1为R构型，并对这些对映体的生物活性进行了研究。出乎意料的是，这两种对映体在生物学活性上相当，其中(+)-1在体外对LTD4受体的内在活性略高。
