Rapid and Facile Synthesis of N-Benzenesulfonyl Derivatives of Heterocycles and their Antimicrobial Properties

Title: Rapid and Facile Synthesis of N-Benzenesulfonyl Derivatives of Heterocycles and their Antimicrobial Properties

Volume: 8 Issue: 9

Author(s): Romina J. Pagliero, Reesa Mercado, Vance McCracken, Maria R. Mazzieri and Marcelo J. Nieto

Affiliation:

Keywords: Antibacterial activity, Benzenesulfonyl, Heterocycles, Indole, indoline, Solution phase parallel synthesis, Tetrahydroquinoline, antimicrobials, pharmacotherapy, nitrogenated-heterocycles, Escherichia coli, pharmacophore, N-sulfonylation, scaffolds, phase-transfer catalyst, MS analysis, LC analysis

Abstract: A focused library of more than 90 N-benzenesulfonyl derivatives of heterocycles was generated by a practical and efficient solution-phase parallel synthesis. The methodology used led to pure compounds in a shorter time compared with the classical synthesis. The reaction conditions were carefully studied to achieve a one-pot method that allows the use of automated equipment. A simple chromatography-free workup procedure was developed making this method not only efficient but also fast and simple. The overall yield for the synthesis of this library was over 90% with an average purity of 97%. Five of the tested compounds have shown a moderate inhibitory activity (up to MIC = 32 μg/mL) against Escherichia coli (ATCC 25922).

Cite this article as:

J. Pagliero Romina, Mercado Reesa, McCracken Vance, R. Mazzieri Maria and J. Nieto Marcelo, Rapid and Facile Synthesis of N-Benzenesulfonyl Derivatives of Heterocycles and their Antimicrobial Properties, Letters in Drug Design & Discovery 2011; 8 (9) . https://dx.doi.org/10.2174/157018011797200803