A novel series of chromen-3-yl-pyridine moieties were synthesized. IR, NMR, and MS spectroscopy were used to confirm the structure of these novel compounds and study antitumor activity of these compounds. The structure-activity relationship investigation demonstrated that 2,4-diamino-5-(3-methoxyphenyl)-7-(2-oxo-2H-chromen-3-yl)-1,8-naphthyridine-3-carbonitrile (16), naphthyridine-3-carbonitrile derivatives 17, 18 and pyrido[2,3-d]pyrimidine derivative 12 were found to be more effective, while compounds 5a,b, 9c, 11, 13 and 14 showed moderate activity for antitumor activities. Objectives: The objective was to design a series of new chromen-3-yl-pyridine and pyrido[2,3-d]py-rimidine derivatives and study the antitumor of these compounds. Materials and Methods: The condensation reaction of 3-acetyl-2H-chromen-2-one with 3-methoxy benzaldehyde and malononitrile or ethyl cyanoacetate in the presence of ammonium acetate and acetic acid under reflux to give the corresponding chromen-3-yl pyridine-3-carbonitrile derivatives. Results: In this study, the antitumor activity of the synthesized compounds chromen-3-yl-pyridine derivatives has been determined for the broad spectrum of cytotoxic activity toward the investigated three cell lines and 5-Fluorouracil, as reference drugs. Conclusion: A series of new chromen-3-yl-pyridine and pyrido[2,3-d]pyrimidine derivatives were synthesized in this work. All compounds were evaluated for cytotoxic activity.

中文翻译：

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香豆素的杂芳构化第一部分：新型吡啶和萘啶衍生物的设计、合成、反应和抗肿瘤活性

合成了一系列新的色满-3-基-吡啶部分。使用红外、核磁共振和质谱来确认这些新型化合物的结构并研究这些化合物的抗肿瘤活性。构效关系研究表明 2,4-二氨基-5-(3-甲氧基苯基)-7-(2-氧代-2H-苯并吡喃-3-基)-1,8-萘啶-3-甲腈 (16) ，发现萘啶-3-甲腈衍生物17、18和吡啶并[2,3-d]嘧啶衍生物12更有效，而化合物5a、b、9c、11、13和14显示出中等的抗肿瘤活性。目的：设计一系列新型苯并吡啶-3-基-吡啶和吡啶并[2,3-d]吡啶啶衍生物并研究这些化合物的抗肿瘤作用。材料与方法：3-乙酰基-2H-2-苯并吡啶与3-甲氧基苯甲醛和丙二腈或氰基乙酸乙酯在乙酸铵和乙酸存在下回流缩合反应，得到相应的3-苯并吡啶-3-甲腈衍生物。结果：在本研究中，已确定合成化合物 chrome-3-yl-pyridine 衍生物的抗肿瘤活性，以及​​对所研究的三种细胞系和 5-氟尿嘧啶（作为参考药物）的广谱细胞毒活性。结论：本工作合成了一系列新的苯并吡啶-3-基-吡啶和吡啶并[2,3-d]嘧啶衍生物。评估所有化合物的细胞毒活性。