In this paper we present the convenient syntheses of six new guanylhydrazone and aminoguanidine tetrahydropyran derivatives 2-7. The guanylhydrazone 2, 3 and 4 were prepared in 100% yield, starting from corresponding aromatic ketones 8a-c and aminoguanidine hydrochloride accessed by microwave irradiation. The aminoguanidine 5, 6 and 7 were prepared by reduction of guanylhydrazone 2-4 with sodium cyanoborohydride (94% yield of 5, and 100% yield of 6 and 7). The aromatic ketones 8a-c were prepared from the Barbier reaction followed by the Prins cyclization reaction (two steps, 63%-65% and 95%-98%). Cytotoxicity studies have demonstrated the effects of compounds 2-7 in various cancer and normal cell lines. That way, we showed that these compounds decreased cell viabilities in a micromolar range, and from all the compounds tested we can state that, at least, compound 3 can be considered a promising molecule for target-directed drug design.

中文翻译：

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新型胍基and和氨基胍四氢吡喃衍生物的合成及抗癌活性。

在本文中，我们提出了六种新的yl和氨基胍四氢吡喃衍生物2-7的便捷合成方法。从相应的芳族酮8a-c和通过微波辐照得到的氨基胍盐酸盐开始，以100％的收率制备yl 2、3和4。通过用氰基硼氢化钠还原胍hydr2-4来制备氨基胍5、6和7（94％的5，和100％的6和7）。芳香族酮8a-c由Barbier反应和Prins环化反应制备（两个步骤，分别为63％-65％和95％-98％）。细胞毒性研究证明了化合物2-7在各种癌症和正常细胞系中的作用。这样，我们证明了这些化合物在微摩尔范围内降低了细胞活力，并且从所有测试化合物中我们可以得出以下结论：