Synthesis, In Vitro Anti-Microbial Analysis and Molecular Docking Study of Aliphatic Hydrazide-Based Benzene Sulphonamide Derivatives as Potent Inhibitors of α-Glucosidase and Urease
A unique series of sulphonamide derivatives was attempted to be synthesized in this study using a new and effective method. All of the synthesized compounds were verified using several spectroscopic methods, including FTIR, <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, and HREI-MS,...
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MDPI AG
2022-10-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/27/20/7129 |
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| author | Shoaib Khan Shahid Iqbal Mazloom Shah Wajid Rehman Rafaqat Hussain Liaqat Rasheed Hamad Alrbyawi Ayed A. Dera Mohammed Issa Alahmdi Rami Adel Pashameah Eman Alzahrani Abd-ElAziem Farouk |
| author_facet | Shoaib Khan Shahid Iqbal Mazloom Shah Wajid Rehman Rafaqat Hussain Liaqat Rasheed Hamad Alrbyawi Ayed A. Dera Mohammed Issa Alahmdi Rami Adel Pashameah Eman Alzahrani Abd-ElAziem Farouk |
| author_sort | Shoaib Khan |
| collection | DOAJ |
| description | A unique series of sulphonamide derivatives was attempted to be synthesized in this study using a new and effective method. All of the synthesized compounds were verified using several spectroscopic methods, including FTIR, <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, and HREI-MS, and their binding interactions were studied using molecular docking. The enzymes urease and α-glucosidase were evaluated against each derivative (<b>1</b>–<b>15</b>). When compared to their respective standard drug such as acarbose and thiourea, almost all compounds were shown to have excellent activity. Among the screened series, analogs <b>5</b> (IC<sub>50</sub> = 3.20 ± 0.40 and 2.10 ± 0.10 µM) and <b>6</b> (IC<sub>50</sub> = 2.50 ± 0.40 and 5.30 ± 0.20 µM), emerged as potent molecules when compared to the standard drugs acarbose (IC<sub>50</sub> = 8.24 ± 0.08 µM) and urease (IC<sub>50</sub> = 7.80 ± 0.30). Moreover, an anti-microbial study also demonstrated that analogs <b>5</b> and <b>6</b> were found with minimum inhibitory concentrations (MICs) in the presence of standard drugs streptomycin and terinafine. |
| first_indexed | 2024-03-09T19:41:55Z |
| format | Article |
| id | doaj.art-f2af396dfb304e84839d9b1c35ec7c67 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T19:41:55Z |
| publishDate | 2022-10-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-f2af396dfb304e84839d9b1c35ec7c672023-11-24T01:37:58ZengMDPI AGMolecules1420-30492022-10-012720712910.3390/molecules27207129Synthesis, In Vitro Anti-Microbial Analysis and Molecular Docking Study of Aliphatic Hydrazide-Based Benzene Sulphonamide Derivatives as Potent Inhibitors of α-Glucosidase and UreaseShoaib Khan0Shahid Iqbal1Mazloom Shah2Wajid Rehman3Rafaqat Hussain4Liaqat Rasheed5Hamad Alrbyawi6Ayed A. Dera7Mohammed Issa Alahmdi8Rami Adel Pashameah9Eman Alzahrani10Abd-ElAziem Farouk11Department of Chemistry, Hazara University, Mansehra 21120, PakistanDepartment of Chemistry, School of Natural Sciences (SNS), National University of Science and Technology (NUST), H-12, Islamabad 46000, PakistanDepartment of Chemistry, Abbottabad University of Science and Technology (AUST), Abbottabad 22010, PakistanDepartment of Chemistry, Hazara University, Mansehra 21120, PakistanDepartment of Chemistry, Hazara University, Mansehra 21120, PakistanDepartment of Chemistry, Hazara University, Mansehra 21120, PakistanPharmaceutics and Pharmaceutical Technology Department, College of Pharmacy, Taibah University, Medina 42353, Saudi ArabiaDepartment of Clinical Laboratory Sciences, College of Applied Medical Sciences, King Khalid University, Abha 61413, Saudi ArabiaDepartment of Chemistry, Faculty of Science, University of Tabuk, Tabuk 71491, Saudi ArabiaDepartment of Chemistry, Faculty of Applied Science, Umm Al-Qura University, Makkah 24230, Saudi ArabiaDepartment of Chemistry, College of Science, Taif University, P.O. Box 11099, Taif 21944, Saudi ArabiaDepartment of Biotechnology, College of Science, Taif University, P.O. Box 11099, Taif 21944, Saudi ArabiaA unique series of sulphonamide derivatives was attempted to be synthesized in this study using a new and effective method. All of the synthesized compounds were verified using several spectroscopic methods, including FTIR, <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, and HREI-MS, and their binding interactions were studied using molecular docking. The enzymes urease and α-glucosidase were evaluated against each derivative (<b>1</b>–<b>15</b>). When compared to their respective standard drug such as acarbose and thiourea, almost all compounds were shown to have excellent activity. Among the screened series, analogs <b>5</b> (IC<sub>50</sub> = 3.20 ± 0.40 and 2.10 ± 0.10 µM) and <b>6</b> (IC<sub>50</sub> = 2.50 ± 0.40 and 5.30 ± 0.20 µM), emerged as potent molecules when compared to the standard drugs acarbose (IC<sub>50</sub> = 8.24 ± 0.08 µM) and urease (IC<sub>50</sub> = 7.80 ± 0.30). Moreover, an anti-microbial study also demonstrated that analogs <b>5</b> and <b>6</b> were found with minimum inhibitory concentrations (MICs) in the presence of standard drugs streptomycin and terinafine.https://www.mdpi.com/1420-3049/27/20/7129synthesissulphonamideα-glucosidaseanti-ureaseanti-microbialSAR and molecular docking |
| spellingShingle | Shoaib Khan Shahid Iqbal Mazloom Shah Wajid Rehman Rafaqat Hussain Liaqat Rasheed Hamad Alrbyawi Ayed A. Dera Mohammed Issa Alahmdi Rami Adel Pashameah Eman Alzahrani Abd-ElAziem Farouk Synthesis, In Vitro Anti-Microbial Analysis and Molecular Docking Study of Aliphatic Hydrazide-Based Benzene Sulphonamide Derivatives as Potent Inhibitors of α-Glucosidase and Urease Molecules synthesis sulphonamide α-glucosidase anti-urease anti-microbial SAR and molecular docking |
| title | Synthesis, In Vitro Anti-Microbial Analysis and Molecular Docking Study of Aliphatic Hydrazide-Based Benzene Sulphonamide Derivatives as Potent Inhibitors of α-Glucosidase and Urease |
| title_full | Synthesis, In Vitro Anti-Microbial Analysis and Molecular Docking Study of Aliphatic Hydrazide-Based Benzene Sulphonamide Derivatives as Potent Inhibitors of α-Glucosidase and Urease |
| title_fullStr | Synthesis, In Vitro Anti-Microbial Analysis and Molecular Docking Study of Aliphatic Hydrazide-Based Benzene Sulphonamide Derivatives as Potent Inhibitors of α-Glucosidase and Urease |
| title_full_unstemmed | Synthesis, In Vitro Anti-Microbial Analysis and Molecular Docking Study of Aliphatic Hydrazide-Based Benzene Sulphonamide Derivatives as Potent Inhibitors of α-Glucosidase and Urease |
| title_short | Synthesis, In Vitro Anti-Microbial Analysis and Molecular Docking Study of Aliphatic Hydrazide-Based Benzene Sulphonamide Derivatives as Potent Inhibitors of α-Glucosidase and Urease |
| title_sort | synthesis in vitro anti microbial analysis and molecular docking study of aliphatic hydrazide based benzene sulphonamide derivatives as potent inhibitors of α glucosidase and urease |
| topic | synthesis sulphonamide α-glucosidase anti-urease anti-microbial SAR and molecular docking |
| url | https://www.mdpi.com/1420-3049/27/20/7129 |
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