Background: New N-substituted 5-(oxoindolinyl)-2-thioxo- thiazolidinone derivatives were synthesized.

Materials and Methods: The C² -substituted thiazolidinone derivatives with piperidinyl and morpholinyl moieties in addition to the tetracyclic [(oxindolo)pyrazino]thiazolidine, the chloro- and aminoderivatives of the (indolyl)thiazolidinone ring system were also prepared.

Results: The COX-2 inhibition activity of the synthesized compounds was investigated by studying their ability to inhibit the conversion of arachidonic acid to prostaglandin H2 (PGH2). Five of the tested candidates, substituted (oxonidolyl)thiazolidine derivatives (3a, 6f, 8b, 10 and 12) showed significant COX-2 inhibitory activity exhibiting IC₅₀ values better than or close to the reference celecoxib. The anti-inflammatory activity was studied revealing that a number of compounds have shown good activities and compound 10 produced no significant mucosal injury.

Conclusion: Molecular docking study was implemented to interpret the variable inhibitory activity of the newly synthesized compounds against COX enzyme. The results suggested that some of these derivatives could be active COX inhibitors possessing a high preference for COX-2.

背景：合成了新的 N-取代 5-(oxoindolinyl)-2-thioxo-thiazolidinone 衍生物。

材料和方法：除了四环[(oxindolo)吡嗪基]噻唑烷、(吲哚基)噻唑烷酮环系统的氯和氨基衍生物之外，还制备了具有哌啶基和吗啉基部分的C ² -取代的噻唑烷酮衍生物。

结果：通过研究合成化合物抑制花生四烯酸转化为前列腺素 H2 (PGH2) 的能力，研究了合成化合物的 COX-2 抑制活性。五个测试候选物，取代的（氧代吲哚基）噻唑烷衍生物（3a、6f、8b、10 和 12）显示出显着的 COX-2 抑制活性，IC ₅₀值优于或接近参考塞来昔布。对抗炎活性的研究表明，许多化合物显示出良好的活性，化合物 10 没有产生显着的粘膜损伤。

结论：实施分子对接研究来解释新合成化合物对 COX 酶的可变抑制活性。结果表明，这些衍生物中的一些可能是对 COX-2 具有高度偏好的活性 COX 抑制剂。