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.
Saczewski
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F
Department of Chemical Technology of Drugs, Medical University of Gdańsk, 80-416 Gdańsk, Poland. saczew@amg.gda.pl
Bułakowska
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A
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