11,12-断前列腺素。3. 8-烷硫基（亚磺酰基和磺酰基）-12-羟基链烷酸及相关化合物。
11,12-Secoprostaglandins. 3. 8-Alkylthio(sulfinyl and sulfonyl)-12-hydroxyalkanoic acids and related compounds.
作者信息
Smith R L, Bicking J B, Gould N P, Lee T, Robb C M, Kuehl F A, Mandel L R, Cragoe E J
出版信息
J Med Chem. 1977 Apr;20(4):540-7. doi: 10.1021/jm00214a016.
A series of 8-alkylthio(sulfinyl and sulfonyl)-12-hydroxyalkanoic acids which embody structural features of 11,12-secoprostaglandins was synthesized and evaluated for their ability to mimic the E series prostaglandins in stimulating cAMP formation in the mouse ovary and in binding to the rat lipocyte prostaglandin receptor. A key member of the series, 8-methylsulfonyl-12-hydroxyheptadecanoic acid, markedly stimulated cAMP formation at reasonable pharmacological concentrations, shows significant affinity for a prostaglandin receptor, and effectively inhibits antigen-induced lymphocyte transformation. In contrast, this compound is not a substrate for 15-hydroxyprostaglandin dehydrogenase, the major prostaglandin-metabolizing enzyme.
合成了一系列具有11,12-断前列腺素结构特征的8-烷硫基（亚磺酰基和磺酰基）-12-羟基链烷酸，并评估了它们在刺激小鼠卵巢中cAMP形成以及与大鼠脂肪细胞前列腺素受体结合方面模拟E系列前列腺素的能力。该系列的关键成员8-甲基磺酰基-12-羟基十七烷酸在合理的药理浓度下能显著刺激cAMP形成，对前列腺素受体具有显著亲和力，并有效抑制抗原诱导的淋巴细胞转化。相比之下，该化合物不是主要的前列腺素代谢酶15-羟基前列腺素脱氢酶的底物。
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