Synthesis, structure and anticancer activity of novel alkenyl-1,3,5-triazine derivatives.
A series of novel 4-(E)-ethenyl-6-alkylamino-1,3,5-triazin-2-ylamine derivatives 9-17 have been synthesized by a Wittig reaction of corresponding alkyltriphenylphosphonium bromides 5-8 with (hetero)aromatic aldehydes. The E configuration of these alkenes was confirmed by 1H NMR spectroscopic data. All the compounds prepared were screened at the National Cancer Institute (NCI) for their activity against a panel of 56 tumor cell lines and relationship between structure and in vitro antitumor activity is discussed. The most active compounds 14 and 17 showed 50% growth inhibitory activity in low micromolar concentrations against renal cancer A498 cell line and colon cancer cell line COLO 205, respectively.
Department of Chemical Technology of Drugs, Medical University of Gdańsk, 80-416 Gdańsk, Poland. saczew@amg.gda.pl
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Saczewski
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Bułakowska
D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D004353:Drug Evaluation, Preclinical; D006801:Humans; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D014227:Triazines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
D000475:Alkenes; D000970:Antineoplastic Agents; D014227:Triazines