Miranda Pedro O, Padrón José M, Padrón Juan I, Villar Jesús, Martín Víctor S
Instituto Universitario de Bio-Orgánica Antonio González (IUBO-AG), Universidad de la Laguna, C/Astrofísico Francisco Sánchez, 2, 38206 La Laguna, and Instituto Canario de Investigación Biomédica, Hospital Universitario NS de Candelaria, Tenerife, Spain.
ChemMedChem. 2006 Mar;1(3):323-9. doi: 10.1002/cmdc.200500057.
A series of functionalized tetrahydropyran and dihydropyran derivatives was synthesized by means of a Prins-type cyclization between unsaturated alcohols and several aldehydes. An unprecedented dimer bearing two 4-chloro-5,6-dihydro-2H-pyran scaffolds was obtained in high yield. A panel of three representative human solid tumor cells from diverse origin was used to assess the cytotoxicity of the compounds. Overall, the results show the relevance of the chlorovinyl group in the biological activity, and 2-alkyl-4-chloro-5,6-dihydro-2H-pyrans represent interesting leads for further chemical modifications and biological studies.
通过不饱和醇与几种醛之间的普林斯型环化反应，合成了一系列功能化的四氢吡喃和二氢吡喃衍生物。以高产率获得了一种前所未有的带有两个4-氯-5,6-二氢-2H-吡喃支架的二聚体。使用一组来自不同来源的三种代表性人类实体瘤细胞来评估这些化合物的细胞毒性。总体而言，结果表明氯乙烯基在生物活性方面具有相关性，并且2-烷基-4-氯-5,6-二氢-2H-吡喃是进一步化学修饰和生物学研究的有趣先导化合物。
