Novel Schiff Base Sulfonate Derivatives as Carbonic Anhydrase and Acetylcholinesterase Inhibitors: Synthesis, Biological Activity, and Molecular Docking Insights DOI Open Access
Ümit Yaşar, Yeliz Demir, İlyas Gönül

et al.

Chemistry & Biodiversity, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 10, 2024

ABSTRACT Sulfonate derivatives are an essential class of compounds with diverse pharmacological applications. This study presents the synthesis and detailed characterization six novel Schiff base sulfonate ( L 1 –L 6 ) through spectroscopic techniques (FT‐IR NMR). Their inhibitory potential was evaluated against human carbonic anhydrase isoenzymes h CA I II) acetylcholinesterase (AChE), which crucial therapeutic targets for diseases such as glaucoma, epilepsy, Alzheimer's disease. The K values concerning AChE, I, II enzymes were in ranges 106.10 ± 14.73 to 422.80 17.64 nM (THA: 159.61 8.41 nM), 116.90 24.40 268.00 35.84 (AAZ: 439.17 9.30 177.00 35.03 435.20 75.98 98.28 1.69 respectively. Molecular docking analyses revealed key interactions within active sites enzymes, including hydrogen bonding critical residues π–π stacking interactions. Notably, 3 demonstrated superior inhibition : nM) AChE positioning it a promising lead compound. comprehensive investigation contributes development isoform‐specific inhibitors use provides valuable insights into their binding mechanisms. findings underscore sulfonates scaffolds drug discovery neurodegenerative metabolic disorders.

Language: Английский

Protective effects of esculetin against doxorubicin‐induced toxicity correlated with oxidative stress in rat liver: In vivo and in silico studies DOI

Zeynep Özdemir Köroğlu,

Duygu Kizir, Melike Karaman

et al.

Journal of Biochemical and Molecular Toxicology, Journal Year: 2024, Volume and Issue: 38(4)

Published: April 1, 2024

Abstract Doxorubicin (DOX) is widely used in cancer treatment but the dose‐related toxicity of DOX on organs including liver limit its use. Therefore, there great interest combining with natural compounds antioxidant properties to reduce and increase drug efficacy. Esculetin a coumarin derivative biological encompassing anti‐inflammatory activities. In light these properties, this study was meticulously crafted investigate potential esculetin preventing doxorubicin (DOX)‐induced hepatotoxicity Sprague‐Dawley rats. The rats were divided into total six groups: control group, group (administered at cumulative dose 5 mg/kg intraperitoneally every other day for 2 weeks), E50 50 day), E100 100 day) combined groups (DOX + E100) which administered together DOX. treatments, both alone combination E50, manifested reduction catalase (CAT mRNA) levels comparison group. Notably, enzymatic activities superoxide dismutase (SOD), CAT, glutathione peroxidase (GPx) witnessed significant decreases treated Moreover, induced statistically elevation malondialdehyde (MDA) levels, coupled concurrent decrease (GSH) levels. Additionally, molecular docking studies conducted. However, further are needed confirm hepatoprotective precisely elucidate mechanisms action.

Language: Английский

Citations

14

Exploring the latest trends in chemistry, structure, coordination, and diverse applications of 1-acyl-3-substituted thioureas: a comprehensive review DOI Creative Commons

Sayyed Aqib Ullah,

Aamer Saeed, Muhammad Atif Azeem

et al.

RSC Advances, Journal Year: 2024, Volume and Issue: 14(25), P. 18011 - 18063

Published: Jan. 1, 2024

This literature update is a continuation of our efforts to compile comprehensive data on research endeavors concerning acyl thioureas over the past two years.

Language: Английский

Citations

12

Anti-alzheimer's Disease Properties of Vanillic Acid-thiazole Hybrids: Synthesis, Characterization, and Biological Evaluation DOI

Zhao‐Yuan Zhang,

Shu‐Tong Han,

Jiliang Hu

et al.

Journal of Molecular Structure, Journal Year: 2025, Volume and Issue: 1328, P. 141378 - 141378

Published: Jan. 8, 2025

Language: Английский

Citations

1

Thiazole derivatives: prospectives and biological applications DOI
Usama Fathy

Journal of Sulfur Chemistry, Journal Year: 2024, Volume and Issue: 45(5), P. 786 - 828

Published: April 24, 2024

Thiazole derivatives have long been a hot topic in pharmaceutical research and remain among the greatest active fields heterocyclic chemistry. derivatives, as one of potentially favored structure, extensively desirable by industrial medicinal researchers gained significant success previous decades due to their various biological activities, such anticancer, antibacterial, antifungal, anti-HIV, antiulcer, anti-inflammatory activity. In addition, many thiazole drugs are well-known pharmaceuticals on market.

Language: Английский

Citations

6

Acyl Thiourea Derivatives: Versatile Tools for Chemosensing and Heavy Metal Remediation DOI
Özge Selcuk, Nangyallai Azizi, Mohammad Tahir Aminzai

et al.

Journal of environmental chemical engineering, Journal Year: 2024, Volume and Issue: unknown, P. 114279 - 114279

Published: Oct. 1, 2024

Language: Английский

Citations

5

New Thiazole Derivatives: Carbonic Anhydrase I–II and Cholinesterase Inhibition Profiles, Molecular Docking Studies DOI
A. Karakaya, Tuğba Erçeti̇n,

Şüheda Yıldırım

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(28)

Published: July 23, 2024

Abstract Thiosemicarbazone derivative was obtained by the addition of thiosemicarbazide to 5‐nitro‐thiophene‐2‐carbaldehyde. The addition–cyclization 2‐bromoacetophenone thiosemicarbazone gave new thiazole derivatives ( 2 a‐k ). Acetylcholinesterase (AChE), butyrylcholinesterase (BChE), antioxidant, and human carbonic anhydrase (hCA) I II isoform inhibitory activities were investigated. effects on (hCA I–II) isoenzymes examined in vitro using esterase method. IC 50 values for enzyme inhibition found be 2.661–22.712 μM hCA 5.372–26.813 II. All reduced potential inhibitor molecule candidates. These compounds have minimal AChE BChE. antioxidant properties target determined DPPH ferric ion‐chelating assays. In particular, k h had highest effect series with 30.11±0.008 30.21±0.006 μM, respectively. ADMET effective evaluated their interactions molecular docking.

Language: Английский

Citations

4

2,3-Diaminonaphthalene-1,4-dione: Versatile precursor for the synthesis of molecular systems DOI
Sherif M. H. Sanad

Synthetic Communications, Journal Year: 2024, Volume and Issue: unknown, P. 1 - 24

Published: Dec. 3, 2024

The current review investigates the reactivity of 2,3-diaminonaphthalene-1,4-dione in production substituted and annulated 1,4-naphthoquinones. 2,3-Diaminonaphthalene-1,4-dione has two adjacent amino functions, allowing for reactions with a variety electrophilic centers. They are regarded as effective chemical reagents capable producing wide range heterocyclic derivatives biological applications favorable electrochemical properties. We reviewed all available papers on synthesis 1,4-naphthoquinones via various electrophiles. This includes reports which is annulated, yielding heterocycles mono-, bi-, tri-, tetracyclic rings. divided into sections based type annulation system number heteroatoms each system.

Language: Английский

Citations

4

Comparative analysis of biodesulfurization of dibenzothiophene (DBT) and 4,6-dimethyl dibenzothiophene (4,6-DMDBT) by 4S pathway using molecular simulations DOI

Pushpita Das,

Umesh,

Lepakshi Barbora

et al.

Preparative Biochemistry & Biotechnology, Journal Year: 2025, Volume and Issue: unknown, P. 1 - 17

Published: Jan. 3, 2025

In this paper, we have analyzed biodesulfurization of dibenzothiophene (DBT) and 4,6-dibenzothiophene (4,6-DMDBT) by 4S metabolic pathway using molecular simulations. Docking analysis revealed lower binding energies inhibition constants (Ki) for 4,6-DMDBT its intermediates with DSZ enzymes than DBT intermediates. The complexes substrate metabolites had higher stability owing to RMSF values apoprotein. docking affinity the inhibitors HBPS HBP (for DBT) DMHBPS DMHBP 4,6-DMDBT) toward enzyme due negative energies. Molecular dynamics simulations showed several enzyme–inhibitor complexes. inhibitory effect on DSZC (Ki = 1.53 µM) DSZB 3.87 was most marked. moderate Ki 6.36 7.93 µM, respectively. DSZA insignificant high 53.6 µM. summary, enzyme–substrate strong (due very low Ki) contribute slower as compared DBT.

Language: Английский

Citations

0

Catalyst-free, one-pot four-component synthesis of aryl-linked hydroxy-naphthoquinone fused with imidazolone and 2-hydroxy-1,4-naphthoquinone moiety: naphtho[1,2-d]imidazolyl(aryl)methylnaphthalene-1,4-diones DOI Creative Commons

Mohaddeseh Ahmadusefi-Sarhadi,

Hossein Mehrabi,

Farzaneh Alizadeh‐Bami

et al.

Results in Chemistry, Journal Year: 2025, Volume and Issue: unknown, P. 102057 - 102057

Published: Jan. 1, 2025

Language: Английский

Citations

0

Recent Advances in The Therapeutic Insights of Thiazole Scaffolds as Acetylcholinesterase Inhibitors DOI
Dina H. Dawood, Manal M. Anwar

European Journal of Medicinal Chemistry, Journal Year: 2025, Volume and Issue: unknown, P. 117331 - 117331

Published: Jan. 1, 2025

Language: Английский

Citations

0