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Synthesis and cytotoxic activity of various 5-[alkoxy-(4-nitro-phenyl)-methyl]-uracils in their racemic form
- Source :
-
Bioorganic & Medicinal Chemistry Letters . Dec2007, Vol. 17 Issue 23, p6647-6650. 4p. - Publication Year :
- 2007
-
Abstract
- Abstract: The preparation of various 5-[alkoxy-(4-nitro-phenyl)-methyl]-uracils with alkyl chain lengths C1–C12 is described. The synthesis is based on the preparation of 5-[chloro-(4-nitro-phenyl)-methyl]-uracil and subsequent substitution of chlorine with appropriate alcohols. The resulting ethers were tested for their cytotoxic activity in vitro against five cancer cell lines. The compounds were less active in lung resistance protein expressing cell lines, suggesting the involvement of this multidrug resistant protein in control of the biological activity. Cytotoxic substances induced rapid inhibition of DNA and modulation of RNA synthesis followed by induction of apoptosis. The data indicate that the biological activity of 5-[alkoxy-(4-nitro-phenyl)-methyl]-uracils depends on the alkyl chain length. [Copyright &y& Elsevier]
- Subjects :
- *APOPTOSIS
*NUCLEIC acids
*ALCOHOLS (Chemical class)
*CANCER cells
Subjects
Details
- Language :
- English
- ISSN :
- 0960894X
- Volume :
- 17
- Issue :
- 23
- Database :
- Academic Search Index
- Journal :
- Bioorganic & Medicinal Chemistry Letters
- Publication Type :
- Academic Journal
- Accession number :
- 27353874
- Full Text :
- https://doi.org/10.1016/j.bmcl.2007.09.022