Design, synthesis, characterization and computational docking studies of novel sulfonamide derivatives
| dc.contributor.author | Saleem, Hira | |
| dc.contributor.author | Maryam, Arooma | |
| dc.contributor.author | Bokhari, Saleem Ahmed | |
| dc.contributor.author | Ashiq, Ayesha | |
| dc.contributor.author | Rauf, Sadaf Abdul | |
| dc.contributor.author | Khalid, Rana Rehan | |
| dc.contributor.author | Qureshi, Fahim Ashraf | |
| dc.contributor.author | Siddiqi, Abdul Rauf | |
| dc.date.accessioned | 2018-06-15T06:29:23Z | |
| dc.date.available | 2018-06-15T06:29:23Z | |
| dc.date.issued | 2018-02-01 | |
| dc.description.abstract | This study reports three novel sulfonamide derivatives 4-Chloro-N-[(4-methylphenyl) sulphonyl]-N-propyl ben- zamide (1A), N-(2-hydroxyphenyl)-4-methyl benzene sulfonamide (1B) and 4-methyl-N-(2-nitrophenyl) ben- zene sulfonamide (1C). The compounds were synthesised from starting material 4-methylbenzenesulfonyl chlo- ride and their structure was studied through 1H-NMR and 13C-NMR spectra. Computational docking was per- formed to estimate their binding energy against bacterial p-amino benzoic acid (PABA) receptor, the dihydrop- teroate synthase (DHPS). The derivatives were tested in vitro for their antimicrobial activity against Gram+ and Gram- bacteria including E. coli, B. subtilis, B. licheniformis and B. linen. 1A was found active only against B. linen; 1B was effective against E. coli, B. subtilis and B. linen whereas 1C showed activity against E. coli, B. li- cheniformis and B. linen. 1C showed maximum activity with minimum inhibitory concentration (MIC) of 50, 100 and 150 µg/mL against E. coli, B. licheniformis and B. linen 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 E. coli, B. subtilis and B. linen respectively, whereas 1A showed a moderate level MIC of 100 µg/mL but only agai st B. linen. These derivatives may thus serve as potential anti-bacterial alternatives against resistant pathogens. | en |
| dc.identifier.issn | 1611-2156 | |
| dc.identifier.uri | http://hdl.handle.net/2003/36916 | |
| dc.identifier.uri | http://dx.doi.org/10.17877/DE290R-18915 | |
| dc.language.iso | en | |
| dc.relation.ispartofseries | EXCLI Journal;Vol. 17 2018 | |
| dc.rights.uri | https://creativecommons.org/licenses/by/4.0/ | |
| dc.subject | Sulfonamide | en |
| dc.subject | Derivatives | en |
| dc.subject | Synthesis | en |
| dc.subject | Antimicrobial | en |
| dc.subject | Activity | en |
| dc.subject | Structure | en |
| dc.subject.ddc | 610 | |
| dc.title | Design, synthesis, characterization and computational docking studies of novel sulfonamide derivatives | en |
| dc.type | Text | |
| dc.type.publicationtype | article | |
| dcterms.accessRights | open access | |
| eldorado.dnb.zdberstkatid | 2132560-1 | |
| eldorado.secondarypublication | true |