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One-pot synthesis and SAR study of cis-2,6-dialkyl-4-chloro-tetrahydropyrans.
- Source :
-
Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2006 Jun 15; Vol. 16 (12), pp. 3135-8. Date of Electronic Publication: 2006 Apr 05. - Publication Year :
- 2006
-
Abstract
- A series of cis-2,6-dialkyl-4-chloro-tetrahydropyrans were prepared by means of an iron(III)-catalyzed process. The in vitro antiproliferative activities were examined in the human solid tumor cell lines A2780, SW1573, and WiDr. The results show that the presence of bulky substituents favors the Prins cyclization leading to new products with better activity profile against all cell lines tested.
- Subjects :
- Aldehydes chemistry
Alkylation
Cell Line, Tumor
Cell Proliferation drug effects
Cyclization
Humans
Hydrogen chemistry
Hydrophobic and Hydrophilic Interactions
Hydroxylation
Molecular Structure
Propanols chemistry
Pyrans chemical synthesis
Structure-Activity Relationship
Chlorine chemistry
Pyrans chemistry
Pyrans pharmacology
Subjects
Details
- Language :
- English
- ISSN :
- 0960-894X
- Volume :
- 16
- Issue :
- 12
- Database :
- MEDLINE
- Journal :
- Bioorganic & medicinal chemistry letters
- Publication Type :
- Academic Journal
- Accession number :
- 16603350
- Full Text :
- https://doi.org/10.1016/j.bmcl.2006.03.064