Pontiki Eleni, Hadjipavlou-Litina Dimitra, Litinas Konstantinos, Geromichalos George
Department of Pharmaceutical Chemistry, School of Pharmacy, Faculty of Health Sciences, Aristotle University of Thessaloniki, Thessaloniki 54124, Greece.
Laboratory of Organic Chemistry, Department of Chemistry, Aristotle University of Thessaloniki, Thessaloniki 54124, Greece.
Molecules. 2014 Jul 7;19(7):9655-74. doi: 10.3390/molecules19079655.
Cinnamic acids have been identified as interesting compounds with antioxidant, anti-inflammatory and cytotoxic properties. In the present study, simple cinnamic acids were synthesized by Knoevenagel condensation reactions and evaluated for the above biological activities. Compound 4ii proved to be the most potent LOX inhibitor. Phenyl- substituted acids showed better inhibitory activity against soybean LOX, and it must be noted that compounds 4i and 3i with higher lipophilicity values resulted less active than compounds 2i and 1i. The compounds have shown very good activity in different antioxidant assays. The antitumor properties of these derivatives have been assessed by their 1/IC50 inhibitory values in the proliferation of HT-29, A-549, OAW-42, MDA-MB-231, HeLa and MRC-5 normal cell lines. The compounds presented low antitumor activity considering the IC50 values attained for the cell lines, with the exception of compound 4ii. Molecular docking studies were carried out on cinnamic acid derivative 4ii and were found to be in accordance with our experimental biological results.
肉桂酸已被确认为具有抗氧化、抗炎和细胞毒性特性的有趣化合物。在本研究中，通过克诺文纳格尔缩合反应合成了简单的肉桂酸，并对上述生物活性进行了评估。化合物4ii被证明是最有效的脂氧合酶（LOX）抑制剂。苯基取代的酸对大豆LOX表现出更好的抑制活性，必须注意的是，具有较高亲脂性值的化合物4i和3i的活性低于化合物2i和1i。这些化合物在不同的抗氧化试验中表现出非常好的活性。通过它们在HT-29、A-549、OAW-42、MDA-MB-231、HeLa和MRC-5正常细胞系增殖中的1/IC50抑制值评估了这些衍生物的抗肿瘤特性。考虑到细胞系获得的IC50值，除化合物4ii外，这些化合物的抗肿瘤活性较低。对肉桂酸衍生物4ii进行了分子对接研究，发现其与我们的实验生物学结果一致。
