Abstract A novel series of [2-(2,6-dichlorophenylamino)-phenyl]-acetic acid N`-3-(substituted)-4-thiazolidin-5-ylidenemethyl-hydrazide derivatives has been designed and synthesized. The structures of synthesized compounds were confirmed by their 1H NMR, 13C NMR and LCMS spectroscopic data. Target compounds were screened for their in vitro anticancer activity according to US NCI protocols, in vitro trypanocidal activity toward Trypanosoma brucei brucei (Tbb) and evaluated for anti-inflammatory activity on the carrageenan edema model in rats. Biological screening data led to identification of compounds 3.3 ([2-(2,6-dichloro-phenylamino)-phenyl]-acetic acid N`-(4-oxo-2-thioxo-thiazolidin-5-ylidenemethyl)-hydrazide) and 3.7 ([2-(2,6-dichloro-phenylamino)-phenyl]-acetic acid N`-(4-oxo-2-thioxo-3-(3-trifluoromethylphenyl)thiazolidin-5-ylidenemethyl)-hydrazide) which demonstrated moderate antitumor activity on the non-small-cell lung cancer NCI-H522 and colon cancer HCT-116 cell lines. Several hit compounds (3.2, 3.4) exhibited the promising and significant inhibition growth of the parasites at micromolar concentrations (IC50 values of 4.8 and 7.06 μM, respectively). The synthesized compounds also demonstrated considerable anti-inflammatory effect comparable to the reference non-steroidal anti-inflammatory drugs (NSAIDs) diclofenac sodium or ketorolac tromethamine. Graphical Abstract

中文翻译：

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新型噻唑烷酮-双氯芬酸杂化分子的合成及生物活性评价

摘要 设计并合成了一系列新型[2-(2,6-二氯苯基氨基)-苯基]-乙酸N`-3-(取代)-4-噻唑烷-5-亚基甲基-酰肼衍生物。合成化合物的结构由其 1H NMR、13C NMR 和 LCMS 光谱数据证实。根据美国 NCI 协议筛选目标化合物的体外抗癌活性、对布氏锥虫 (Tbb) 的体外杀锥虫活性，并评估对大鼠角叉菜胶水肿模型的抗炎活性。生物筛选数据导致鉴定了化合物 3.3（[2-(2,6-二氯-苯基氨基)-苯基]-乙酸 N`-(4-oxo-2-thioxo-thiazolidin-5-ylidenemethyl)-hydrazide）和3.7 ([2-(2, 6-二氯-苯氨基)-苯基]-乙酸 N`-(4-oxo-2-thioxo-3-(3-trifluoromethylphenyl)thiazolidin-5-ylidenemethyl)-hydrazide) -细胞肺癌 NCI-H522 和结肠癌 HCT-116 细胞系。几种命中化合物（3.2、3.4）在微摩尔浓度（IC50 值分别为 4.8 和 7.06 μM）下表现出对寄生虫的有希望和显着的抑制作用。合成的化合物还表现出与参考非甾体抗炎药 (NSAID) 双氯芬酸钠或酮咯酸氨丁三醇相当的相当大的抗炎作用。图形概要 4) 在微摩尔浓度（IC50 值分别为 4.8 和 7.06 μM）下表现出对寄生虫的有希望和显着的抑制作用。合成的化合物还表现出与参考非甾体抗炎药 (NSAID) 双氯芬酸钠或酮咯酸氨丁三醇相当的相当大的抗炎作用。图形概要 4) 在微摩尔浓度（IC50 值分别为 4.8 和 7.06 μM）下表现出对寄生虫的有希望和显着的抑制作用。合成的化合物还表现出与参考非甾体抗炎药 (NSAID) 双氯芬酸钠或酮咯酸氨丁三醇相当的相当大的抗炎作用。图形概要