Synthesis of novel 2-alkyl triazole-3-alkyl substituted quinoline derivatives and their cytotoxic activity

Novel 2-alkyl triazole-3-alkyl substituted quinoline derivatives 5a–o were prepared in series of steps and screened for antimicrobial and cytotoxic activity. The promising compounds in each case have been identified. The propargyl alcohol on reaction with alkylazides under Sharpless conditions throu...

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Veröffentlicht in:Bioorganic & medicinal chemistry letters 2013-03, Vol.23 (5), p.1225-1227
Hauptverfasser: Sambasiva Rao, P., Kurumurthy, C., Veeraswamy, B., Santhosh Kumar, G., Shanthan Rao, P., Pamanji, R., Venkateswara Rao, J., Narsaiah, B.
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Sprache:eng
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Zusammenfassung:Novel 2-alkyl triazole-3-alkyl substituted quinoline derivatives 5a–o were prepared in series of steps and screened for antimicrobial and cytotoxic activity. The promising compounds in each case have been identified. The propargyl alcohol on reaction with alkylazides under Sharpless conditions through click chemistry concept gave exclusively 1,4-disubstituted triazoles 2. The compounds 2 were oxidized to aldehydes 3 followed by reaction with aniline resulted Schiff’s bases 4. The compounds 4 was further reacted with various aldehydes having α-hydrogen using molecular iodine as a catalyst and obtained 2-alkyl triazole-3-alkyl substituted quinoline derivatives 5. All the final compounds were screened against four human cancer cell lines (THP-1, Colo205, U937 & HeLa) and promising compounds have been identified.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2013.01.021