Letters in Drug Design & Discovery

G. Perry
University of Texas
San Antonio, TX
USA
Email: lddd@benthamscience.org

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A Remarkably Faster Approach Towards 1,2,3-Triazolyl Quinolines Via CuAAC in Water: Their Crystal Structure Analysis and Antibacterial Activities

Author(s): Jyoti Mareddy, Koduru Sri Shanthi Praveena, Nallapati Suresh, Anireddy Jayashree, Soma Roy, Dandela Rambabu, Nandula Yadagiri Sreenivasa Murthy, Sarbani Pal.

Abstract:

A series of 1,2,3-triazolyl quinolines possessing substituents like –CH2OAr (Ar = aryl) moiety on the triazolyl ring were synthesized via a multi-step sequence consisting of copper-catalyzed azide-alkyne cycloaddition (CuAAC) of 3- (azidomethyl)-quinoline derivative with terminal alkynes as a key step. This step was found to be remarkably faster in pure water and completed within 10-45 min. The robustness of this step was demonstrated by synthesizing a large number of compounds some of which showed promising antibacterial activities when tested in vitro. The crystal structure analysis of a representative compound along with hydrogen bonding patterns and molecular arrangement present within the molecule is described.

Keywords: Quinoline, 1, 2, 3-Triazole, Cycloaddition, Antibacterial agents, Copper, Water

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Article Details

VOLUME: 10
ISSUE: 4
Year: 2013
Page: [343 - 352]
Pages: 10
DOI: 10.2174/1570180811310040008
Price: $58