Cargando…

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, (1)H-NMR, (13)C-NMR, and HREI-MS, and their binding interactions were studie...

Descripción completa

Detalles Bibliográficos
Autores principales: Khan, Shoaib, Iqbal, Shahid, Shah, Mazloom, Rehman, Wajid, Hussain, Rafaqat, Rasheed, Liaqat, Alrbyawi, Hamad, Dera, Ayed A., Alahmdi, Mohammed Issa, Pashameah, Rami Adel, Alzahrani, Eman, Farouk, Abd-ElAziem
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9609496/
https://www.ncbi.nlm.nih.gov/pubmed/36296720
http://dx.doi.org/10.3390/molecules27207129
_version_ 1784819034865270784
author Khan, Shoaib
Iqbal, Shahid
Shah, Mazloom
Rehman, Wajid
Hussain, Rafaqat
Rasheed, Liaqat
Alrbyawi, Hamad
Dera, Ayed A.
Alahmdi, Mohammed Issa
Pashameah, Rami Adel
Alzahrani, Eman
Farouk, Abd-ElAziem
author_facet Khan, Shoaib
Iqbal, Shahid
Shah, Mazloom
Rehman, Wajid
Hussain, Rafaqat
Rasheed, Liaqat
Alrbyawi, Hamad
Dera, Ayed A.
Alahmdi, Mohammed Issa
Pashameah, Rami Adel
Alzahrani, Eman
Farouk, Abd-ElAziem
author_sort Khan, Shoaib
collection PubMed
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, (1)H-NMR, (13)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 (1–15). 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 5 (IC(50) = 3.20 ± 0.40 and 2.10 ± 0.10 µM) and 6 (IC(50) = 2.50 ± 0.40 and 5.30 ± 0.20 µM), emerged as potent molecules when compared to the standard drugs acarbose (IC(50) = 8.24 ± 0.08 µM) and urease (IC(50) = 7.80 ± 0.30). Moreover, an anti-microbial study also demonstrated that analogs 5 and 6 were found with minimum inhibitory concentrations (MICs) in the presence of standard drugs streptomycin and terinafine.
format Online
Article
Text
id pubmed-9609496
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-96094962022-10-28 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 Khan, Shoaib Iqbal, Shahid Shah, Mazloom Rehman, Wajid Hussain, Rafaqat Rasheed, Liaqat Alrbyawi, Hamad Dera, Ayed A. Alahmdi, Mohammed Issa Pashameah, Rami Adel Alzahrani, Eman Farouk, Abd-ElAziem Molecules Article 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, (1)H-NMR, (13)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 (1–15). 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 5 (IC(50) = 3.20 ± 0.40 and 2.10 ± 0.10 µM) and 6 (IC(50) = 2.50 ± 0.40 and 5.30 ± 0.20 µM), emerged as potent molecules when compared to the standard drugs acarbose (IC(50) = 8.24 ± 0.08 µM) and urease (IC(50) = 7.80 ± 0.30). Moreover, an anti-microbial study also demonstrated that analogs 5 and 6 were found with minimum inhibitory concentrations (MICs) in the presence of standard drugs streptomycin and terinafine. MDPI 2022-10-21 /pmc/articles/PMC9609496/ /pubmed/36296720 http://dx.doi.org/10.3390/molecules27207129 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Khan, Shoaib
Iqbal, Shahid
Shah, Mazloom
Rehman, Wajid
Hussain, Rafaqat
Rasheed, Liaqat
Alrbyawi, Hamad
Dera, Ayed A.
Alahmdi, Mohammed Issa
Pashameah, Rami Adel
Alzahrani, Eman
Farouk, Abd-ElAziem
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 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 Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9609496/
https://www.ncbi.nlm.nih.gov/pubmed/36296720
http://dx.doi.org/10.3390/molecules27207129
work_keys_str_mv AT khanshoaib synthesisinvitroantimicrobialanalysisandmoleculardockingstudyofaliphatichydrazidebasedbenzenesulphonamidederivativesaspotentinhibitorsofaglucosidaseandurease
AT iqbalshahid synthesisinvitroantimicrobialanalysisandmoleculardockingstudyofaliphatichydrazidebasedbenzenesulphonamidederivativesaspotentinhibitorsofaglucosidaseandurease
AT shahmazloom synthesisinvitroantimicrobialanalysisandmoleculardockingstudyofaliphatichydrazidebasedbenzenesulphonamidederivativesaspotentinhibitorsofaglucosidaseandurease
AT rehmanwajid synthesisinvitroantimicrobialanalysisandmoleculardockingstudyofaliphatichydrazidebasedbenzenesulphonamidederivativesaspotentinhibitorsofaglucosidaseandurease
AT hussainrafaqat synthesisinvitroantimicrobialanalysisandmoleculardockingstudyofaliphatichydrazidebasedbenzenesulphonamidederivativesaspotentinhibitorsofaglucosidaseandurease
AT rasheedliaqat synthesisinvitroantimicrobialanalysisandmoleculardockingstudyofaliphatichydrazidebasedbenzenesulphonamidederivativesaspotentinhibitorsofaglucosidaseandurease
AT alrbyawihamad synthesisinvitroantimicrobialanalysisandmoleculardockingstudyofaliphatichydrazidebasedbenzenesulphonamidederivativesaspotentinhibitorsofaglucosidaseandurease
AT deraayeda synthesisinvitroantimicrobialanalysisandmoleculardockingstudyofaliphatichydrazidebasedbenzenesulphonamidederivativesaspotentinhibitorsofaglucosidaseandurease
AT alahmdimohammedissa synthesisinvitroantimicrobialanalysisandmoleculardockingstudyofaliphatichydrazidebasedbenzenesulphonamidederivativesaspotentinhibitorsofaglucosidaseandurease
AT pashameahramiadel synthesisinvitroantimicrobialanalysisandmoleculardockingstudyofaliphatichydrazidebasedbenzenesulphonamidederivativesaspotentinhibitorsofaglucosidaseandurease
AT alzahranieman synthesisinvitroantimicrobialanalysisandmoleculardockingstudyofaliphatichydrazidebasedbenzenesulphonamidederivativesaspotentinhibitorsofaglucosidaseandurease
AT faroukabdelaziem synthesisinvitroantimicrobialanalysisandmoleculardockingstudyofaliphatichydrazidebasedbenzenesulphonamidederivativesaspotentinhibitorsofaglucosidaseandurease