TY - JOUR AU - Saleem, Hira AU - Maryam, Arooma AU - Bokhari, Saleem Ahmed AU - Ashiq, Ayesha AU - Rauf, Sadaf Abdul AU - Khalid, Rana Rehan AU - Qureshi, Fahim Ashraf AU - Siddiqi, Abdul Rauf PY - 2018/02/01 Y2 - 2024/03/28 TI - Design, synthesis, characterization and computational docking studies of novel sulfonamide derivatives JF - EXCLI Journal JA - EXCLI J. VL - 17 IS - 0 SE - Original articles DO - 10.17179/excli2017-886 UR - https://www.excli.de/index.php/excli/article/view/448 SP - 169-180 AB - <p>This study reports three novel sulfonamide derivatives 4-Chloro-N-[(4-methylphenyl) sulphonyl]-N-propyl benzamide (<b>1A</b>), N-(2-hydroxyphenyl)-4-methyl benzene sulfonamide (<b>1B</b>) and 4-methyl-N-(2-nitrophenyl) benzene sulfonamide (<b>1C</b>). The compounds were synthesised from starting material 4-methylbenzenesulfonyl chloride and their structure was studied through <sup>1</sup>H-NMR and <sup>13</sup>C-NMR spectra. Computational docking was performed to estimate their binding energy against bacterial<i> p</i>-amino benzoic acid (PABA) receptor, the dihydropteroate synthase (DHPS). The derivatives were tested <i>in vitro </i>for their antimicrobial activity against Gram+ and Gram- bacteria including <i>E. coli, B. subtilis, B. licheniformis </i>and<i> B. linen.</i> 1A was found active only against <i>B. linen</i>; 1B was effective against <i>E. coli, B. subtilis </i>and<i> B. linen </i>whereas 1C showed activity against <i>E. coli, B. licheniformis </i>and<i> B. linen</i>. 1C showed maximum activity with minimum inhibitory concentration (MIC) of 50, 100 and 150 µg/mL against <i>E. coli, B. licheniformis </i>and<i> B. linen</i> respectively. 1C exhibited maximum affinity to DHPS with binding free energy of -8.1 kcal/mol. It enriched in the top 0.5 % of a library of 7663 compounds, ranked in order of their binding affinity against DHPS. 1C was followed by 1B which showed a moderate to low level MIC of 100, 250 and 150 µg/mL against <i>E. coli, B. subtilis </i>and<i> B. linen</i> respectively, whereas 1A showed a moderate level MIC of 100 µg/mL but only against <i>B. linen</i>. These derivatives may thus serve as potential anti-bacterial alternatives against resistant pathogens.</p> ER -