2022
DOI: 10.3390/molecules27207129
|View full text |Cite
|
Sign up to set email alerts
|

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

Abstract: 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, 1H-NMR, 13C-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 sho… Show more

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
4
1

Citation Types

0
10
0

Year Published

2023
2023
2024
2024

Publication Types

Select...
6
1

Relationship

1
6

Authors

Journals

citations
Cited by 19 publications
(10 citation statements)
references
References 37 publications
0
10
0
Order By: Relevance
“…4.54 (t, 2H, ester-O-CH 2 ), 7.15 (d, 2H,ArÀ H ), 7.49 (d, 2H, ArÀ H), 7.85 (s, 1H, benzylidene-=CH), 8.57 (s, 1H, pyrimidine-CH); 13 CNMR (100 MHz, CDCl 3 ):δ16.69, 40.68, 50.90, 61.52, 66.50, 116.59, 116.89, 120.37, 120.80, 123.36, 129.50, 132.40, 132.49, 133.13, 139.90, 154.19, 162.29, 163.58, 166.07, 167.58, 169.49; LC-MS (Positive ion mode): m/z 529 (M + H) + for C 24 H 21 FN 4 O 5 S 2 . (9 e): Yield: 89 %; IR (KBr) ν (cm À 1 ) 3013 (ArÀ CÀ H), 2962 (CÀ H), 1701 (C=O), 1602 (ArÀ C=C), 1536 (C=N), 1439 (CÀ N), 1242 (CÀ O); 1 HNMR (400 MHz, CDCl 3 ): δ 2.78 (s, 3H, thiophene-CH 3 ), 3.51 (t, 4H, morpholine-N-(CH 2 ) 2 ), 3 (…”
Section: -(5-(4-nitrobenzylidene)-24-dioxothiazolidin-3-yl)-ethyl-5-m...mentioning
confidence: 99%
See 1 more Smart Citation
“…4.54 (t, 2H, ester-O-CH 2 ), 7.15 (d, 2H,ArÀ H ), 7.49 (d, 2H, ArÀ H), 7.85 (s, 1H, benzylidene-=CH), 8.57 (s, 1H, pyrimidine-CH); 13 CNMR (100 MHz, CDCl 3 ):δ16.69, 40.68, 50.90, 61.52, 66.50, 116.59, 116.89, 120.37, 120.80, 123.36, 129.50, 132.40, 132.49, 133.13, 139.90, 154.19, 162.29, 163.58, 166.07, 167.58, 169.49; LC-MS (Positive ion mode): m/z 529 (M + H) + for C 24 H 21 FN 4 O 5 S 2 . (9 e): Yield: 89 %; IR (KBr) ν (cm À 1 ) 3013 (ArÀ CÀ H), 2962 (CÀ H), 1701 (C=O), 1602 (ArÀ C=C), 1536 (C=N), 1439 (CÀ N), 1242 (CÀ O); 1 HNMR (400 MHz, CDCl 3 ): δ 2.78 (s, 3H, thiophene-CH 3 ), 3.51 (t, 4H, morpholine-N-(CH 2 ) 2 ), 3 (…”
Section: -(5-(4-nitrobenzylidene)-24-dioxothiazolidin-3-yl)-ethyl-5-m...mentioning
confidence: 99%
“…For example, thienopyrimidine and thiazolidinediones are the important nitrogen-and sulfur-containing heterocyclic derivatives known as potential candidates for antidiabetic and anticancer activities. [3] Over the past two decades, various thiophene-fused pyrimidine scaffolds have been developed and synthesized as drug-like candidates for a variety of pharmacological applications, particularly as adenosine receptor ligands. [4,5] Further, since purine and pyrimidine bases are structural elements of double-stranded nucleic acids, many fused pyrimidines and purines have been considered for integration through medicinal chemistry approaches to design effective therapeutic agents.…”
Section: Introductionmentioning
confidence: 99%
“…Previously, PCOS was considered a reproductive disorder affecting fertility. However, PCOS has since been reclassified as a metabolic disorder since insulin resistance (IR) is acknowledged as one of the key pathogens [ 3 , 4 ]. Patients with PCOS commonly have a high prevalence of obesity and IR [ 3 ], carrying an increased risk of metabolic syndrome, type 2 diabetes (T2D), and cardiovascular disease [ 5 , 6 ].…”
Section: Introductionmentioning
confidence: 99%
“…This research identified a few drug-based conjugates that would be the best pharmacological agents for the inhibition of the urease enzyme. 11,21,22 The nonsteroidal anti-inflammatory drugs (NSAIDs) and their derivatives, such as acetylsalicylic acid, ibuprofen, diclofenac, mefenamic acid, flurbiprofen, naproxen, and piroxicam, were investigated for their ability to exhibit a range of biological activities, including inhibiting enzymes like α-glucosidase, β-glucuronidase, α-amylase, and urease. 4,11,23−27 Our objective was to design and synthesize the conjugates that combine mefenamic acid and diclofenac with sulfa drugs, employing the multitarget approach that is gaining popularity among pharmaceutical chemists worldwide.…”
Section: Introductionmentioning
confidence: 99%
“…To prepare safe and secure urease inhibitors, a variety of sulfa drugs and NSAID derivatives have been thoroughly studied in the past decade (Figure ). This research identified a few drug-based conjugates that would be the best pharmacological agents for the inhibition of the urease enzyme. ,, The nonsteroidal anti-inflammatory drugs (NSAIDs) and their derivatives, such as acetylsalicylic acid, ibuprofen, diclofenac, mefenamic acid, flurbiprofen, naproxen, and piroxicam, were investigated for their ability to exhibit a range of biological activities, including inhibiting enzymes like α-glucosidase, β-glucuronidase, α-amylase, and urease. ,, …”
Section: Introductionmentioning
confidence: 99%