一些具有体外抗肿瘤、抗氧化活性及对DNA损伤有高度保护作用的新型香豆素的合成与表征

Synthesis and Characterization of Some New Coumarins with in Vitro Antitumor and Antioxidant Activity and High Protective Effects against DNA Damage.

作者信息

Salem Mounir A I, Marzouk Magda I, El-Kazak Azza M

机构信息

Synthetic Organic Chemistry Laboratory, Chemistry Department, Faculty of Science, Ain Shams University, Abassia, Cairo 11566, Egypt.

Faculty of Education; Ain Shams University, Roxy, Cairo 11711, Egypt.

出版信息

Molecules. 2016 Feb 22;21(2):249. doi: 10.3390/molecules21020249.

Coumarins are naturally occurring oxygen heterocyclic compounds having multifarious medicinal properties, hence used as lead compounds for designing new potent analogs. The chromene butenoic acid 3 and the benzochromene butenoic acid 4 which are derived from the reaction of glyoxalic acid with 3-acetylcoumarin and 3-acetylbenzocoumarin, respectively, were reacted with different nitrogen and carbon nucleophiles to give new heterocyclic compounds. The structures of the prepared compounds were elucidated by IR, ¹H-NMR, and mass spectroscopy. Some of the newly prepared compounds were tested in vitro against a panel of four human tumor cell lines namely; hepatocellular carcinoma (liver) HepG2, colon cancer HCT-116, human prostate cancer PC3, and mammary gland breast MCF-7. Also they were tested as antioxidants. Almost all of the tested compounds showed satisfactory activity.

香豆素是天然存在的具有多种药用特性的含氧杂环化合物，因此被用作设计新型强效类似物的先导化合物。分别由乙醛酸与3-乙酰基香豆素和3-乙酰基苯并香豆素反应得到的色烯丁酸3和苯并色烯丁酸4，与不同的氮亲核试剂和碳亲核试剂反应，得到新的杂环化合物。通过红外光谱、¹H-核磁共振和质谱对所制备化合物的结构进行了阐明。对部分新制备的化合物针对一组四种人类肿瘤细胞系进行了体外测试，即：肝癌（肝脏）HepG2、结肠癌HCT-116、人类前列腺癌PC3和乳腺MCF-7。此外，还对它们作为抗氧化剂进行了测试。几乎所有测试化合物都表现出令人满意的活性。