Seventeen new compounds of benzo[f]quinazoline, pyridine, and imidazole derivatives were prepared via reaction of 2-amino-4-phenyl-5,6,7,8-tetrahydronaphthalene-1,3-dicarbonitrile (1) with carbon disulfide, urea, thiourea, formic acid, formamide, acetonitrile, acetic anhydride, phenyl isocyanate, phenyl isothiocyante, and triethyl orthofromate followed by cyclization with hydrazine hydrate to give pyrimidine derivatives 2-10. Besides that, reaction of compound 1 with 2-benzylidenemalononitrile or with ethyl acetoacetate afforded pyridine derivatives 11 and 12. Also, compound 1 reacted with ethylenediamine or o-phenylenediamine to give imidazole derivatives 13a-d. Structures of the isolated new products were elucidated by compatible analytical and spectroscopic measurements. Moreover, antitumor activity of all new compounds is studied. Compound 3b is the most active compound among these derivatives against two cancer cell lines (MCF7, HepG2) in comparison with Doxorubicin as a reference drug. Computational modeling of studied DNA-ligands systems reveals that 3b compound can potentially inhibit DNA dodecamerd target thereby creating a pathway toward DNA targeting approach in the anticancer treatment.

中文翻译：

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1,3-四氢萘-1,3-二腈作为苯并源的合成与利用[

以2-amino-4-phenyl-5,6,7,8-tetrahydronaphthalene-1,3-dicarbonitrile ( 1 ) 与二硫化碳反应制备了17种苯并[ f ]喹唑啉、吡啶和咪唑衍生物新化合物，尿素、硫脲、甲酸、甲酰胺、乙腈、醋酐、异氰酸苯酯、异硫氰酸苯酯、原甲酸三乙酯与水合肼环合得到嘧啶衍生物2-10 。除此之外，化合物1与2-亚苄基丙二腈或与乙酰乙酸乙酯反应得到吡啶衍生物11和12 。此外，化合物1与乙二胺或o反应-苯二胺得到咪唑衍生物13a-d 。通过兼容的分析和光谱测量阐明了分离的新产品的结构。此外，研究了所有新化合物的抗肿瘤活性。与作为参考药物的多柔比星相比，化合物3b是这些衍生物中对两种癌细胞系（MCF7、HepG2）最具活性的化合物。所研究的 DNA 配体系统的计算模型表明，3b化合物可能会抑制 DNA 十二聚体靶标，从而为抗癌治疗中的 DNA 靶向方法开辟一条途径。