Prins‐Type Synthesis and SAR Study of Cytotoxic Alkyl Chloro Dihydropyrans
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.
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Main Authors: | Miranda, Pedro O., Padrón, José M., Padrón, Juan I., Villar, Jesús, Martín, Víctor S. |
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Other Authors: | Ministerio de Educación y Cultura (España) |
Format: | artículo biblioteca |
Language: | English |
Published: |
Wiley-VCH
2006-03-01
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Subjects: | Antitumor agents, Iron(III ) chloride, Organohalogen drugs, Prins reaction, Structure–activity relationship, |
Online Access: | http://hdl.handle.net/10261/212267 http://dx.doi.org/10.13039/501100006280 |
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