4.7 Article

Design, synthesis, biological evaluation and docking analysis of pyrrolidine-benzenesulfonamides as carbonic anhydrase or acetylcholinesterase inhibitors and antimicrobial agents

相关参考文献

注意:仅列出部分参考文献,下载原文获取全部文献信息。
Article Biochemistry & Molecular Biology

In vitro anticancer, antioxidant and enzyme inhibitory potentials of endemic Cephalaria elazigensis var. purpurea with in silico studies

Mehmet Kadir Erdogan et al.

Summary: This study explored the therapeutic potential and phytochemical composition of ethanolic extract of the Cephalaria elazigensis var. purpurea (CE), an endemic species. The CE exhibited antiproliferative effects on MCF-7 breast cancer cells, increased apoptosis, and showed antioxidant activity. It also inhibited acetylcholinesterase and butyrylcholinesterase enzymes, which are associated with neurological diseases.

JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS (2023)

Article Chemistry, Multidisciplinary

Design, Synthesis, and Biological Evaluation of Notopterol Derivatives as Triple Inhibitors of AChE/BACE1/GSK3β for the Treatment of Alzheimer's Disease

Nan Wang et al.

Summary: The pathogenesis of Alzheimer's disease (AD) is complex, and developing a multi-target-directed-ligand could be an effective therapeutic strategy. This study successfully synthesized compound 1c, which has inhibitory activity against AChE, BACE1, and GSK3β. Compound 1c showed good blood-brain barrier penetrability, suitable bioavailability, and oral safety. Furthermore, it improved impaired learning and memory in Aβ-induced AD mice. This research provides a potential new strategy for AD treatment.

ACS OMEGA (2023)

Article Biochemistry & Molecular Biology

Some calcium-channel blockers: kinetic andin silicostudies on paraoxonase-I

Cuneyt Turkes et al.

Summary: This study aims to investigate the interaction between certain calcium channel blockers (CCBs) and the enzyme PON1. The results indicate that these drugs inhibit PON1 enzyme activity, with cinnarizine competitively binding to PON1. Further research, including gene expression and in vivo experiments, is needed.

JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS (2022)

Article Chemistry, Medicinal

Discovery of sulfadrug-pyrrole conjugates as carbonic anhydrase and acetylcholinesterase inhibitors

Mehmet Gumus et al.

Summary: Human carbonic anhydrase (hCA) isoenzymes are zinc ion-containing metalloenzymes that play a crucial role in various diseases treatment. A novel series of compounds have been identified as highly potent inhibitors for AChE, hCA I, and hCA II, showing more effective inhibition compared to standard drugs. Compound 5f was the most effective against hCA I, compound 5e against hCA II, and compound 5c against AChE.

ARCHIV DER PHARMAZIE (2022)

Article Chemistry, Medicinal

Novel benzenesulfonamide-bearing pyrazoles and 1,2,4-thiadiazoles as selective carbonic anhydrase inhibitors

Rajiv Kumar et al.

Summary: Two series of novel benzenesulfonamides were synthesized and tested as hCA inhibitors, with amino-linked 1,2,4-thiadiazoles showing better inhibition of hCA I compared to thioureido-linked pyrazoles. Most of the newly synthesized sulfonamides exhibited strong inhibition of hCA II, while compound 8e was found to be the most selective inhibitor of hCA II.

ARCHIV DER PHARMAZIE (2022)

Article Chemistry, Medicinal

Design and synthesis of ciprofloxacin-sulfonamide hybrids to manipulate ciprofloxacin pharmacological qualities: Potency and side effects

Noha M. Ibrahim et al.

Summary: Novel ciprofloxacin-sulfonamide hybrids showed significant antibacterial activity by inhibiting DNA gyrase/topoisomerase IV, with lower CNS and convulsive side effects compared to ciprofloxacin.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2022)

Article Biochemistry & Molecular Biology

N-substituted benzenesulfonamide compounds: DNA binding properties and molecular docking studies

Seyit Ali Gungor et al.

Summary: Benzenesulfonamide-based imine compounds 5-8 were synthesized and screened for their binding properties to FSdsDNA. Compound 8 exhibited the highest binding affinity to FSdsDNA, displacing EB from the DNA. The compounds interacted with the DNA in the minor groove region through hydrogen bonding contacts between sulfonamide oxygen atoms and specific nucleotides.

JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS (2022)

Article Chemistry, Medicinal

Design, synthesis, and biological activity of novel dithiocarbamate-methylsulfonyl hybrids as carbonic anhydrase inhibitors

Derya Osmaniye et al.

Summary: This study synthesized a series of new dithiocarbamate-methylsulfonyl derivatives and investigated their inhibitory activities against CA enzymes. The compounds exhibited activity at the nanomolar level.

ARCHIV DER PHARMAZIE (2022)

Article Chemistry, Medicinal

Tandem construction of biological relevant aliphatic 5-membered N-heterocycles

Daniel Lowicki et al.

Summary: This article reviews the applications of cascade reactions in constructing structurally diverse nitrogen-containing heterocyclic scaffolds, emphasizing the importance of cascade reactions in medicinal chemistry and pharmacy, as well as their advantages in the synthesis of new drug candidates.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2022)

Article Biochemistry & Molecular Biology

Design, synthesis, spectroscopic characterizations, single crystal X-ray analysis, in vitro xanthine oxidase and acetylcholinesterase inhibitory evaluation as well as in silico evaluation of selenium-based N-heterocyclic carbene compounds

Guelsen Kaya et al.

Summary: In this study, selenourea derivatives from N-heterocyclic carbene (NHC) precursors were synthesized. All compounds were characterized using NMR, FTIR spectroscopic method, and elemental analysis technique. Additionally, the crystal structure of the three compounds was determined using the single-crystal X-ray diffraction method. New selenoura derivatives were tested for their effect to inhibit the xanthine oxidase and acetylcholinesterase enzymes. The DNA binding properties of the Se-NHC compounds were investigated and the compounds did not have significant DNA binding properties. In addition, DPPH radical scavenging activities of Se-NHC compounds were also investigated. All compounds exhibited DPPH radical scavenging activity.

JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS (2022)

Article Chemistry, Medicinal

Synthesis and biological evaluation of sulfonamide-based compounds as inhibitors of carbonic anhydrase from Vibrio cholerae

Francesca Mancuso et al.

Summary: This study reports on the screening process of inhibitors targeting carbonic anhydrases expressed in bacteria. By studying the inhibitory effects and selectivity of newly synthesized analogs, it was found that simple structural modifications can have a significant impact on inhibition and selectivity. Although the best active inhibitors showed high activity against bacterial carbonic anhydrases, they demonstrated a loss of selectivity towards human isozymes, highlighting the need for further development of more promising inhibitors.

ARCHIV DER PHARMAZIE (2022)

Article Biochemistry & Molecular Biology

Quinazolinone-based benzenesulfonamides with low toxicity and high affinity as monoamine oxidase-A inhibitors: Synthesis, biological evaluation and induced-fit docking studies

Cem Yamali et al.

Summary: This study synthesized a series of 4-((2-(aryl)-4-oxoquinazolin-3(4H)-yl)amino) benzenesulfonamides and investigated their inhibition potentials against MAOs. The most potent compounds 7 and 8 showed high selectivity and reversibility towards MAO-A, suggesting their potential as therapeutic agents for neurodegenerative diseases.

BIOORGANIC CHEMISTRY (2022)

Article Chemistry, Medicinal

Click chemistry-based synthesis of new benzenesulfonamide derivatives bearing triazole ring as selective carbonic anhydrase II inhibitors

Ewies F. Ewies et al.

Summary: A series of new 1,2,3-triazol-1-ylbenzenesulfonamide derivatives were designed, synthesized, and evaluated for their ability to inhibit multiple carbonic anhydrase isoforms. The compounds showed good potency and selectivity, especially against hCA I and II, and their binding pattern confirmed their significant activity. This study suggests that the synthesized series has potential as a new scaffold for the development of selective antiglaucoma drugs.

DRUG DEVELOPMENT RESEARCH (2022)

Review Biochemistry & Molecular Biology

Anti-obesity carbonic anhydrase inhibitors: challenges and opportunities

Claudiu T. Supuran

Summary: This review discusses the drug design strategies for obtaining selective and effective inhibitors of mitochondrial isoforms VA/VB of carbonic anhydrase (CA). Various approaches, including repurposing known CA inhibitors, screening synthetic/natural products libraries, and de novo drug design, have been used to identify lead compounds. However, detailed studies on the antiobesity effects of these compounds are lacking. The design of hybrids incorporating CA inhibitors and other antiobesity chemotypes may offer a promising avenue for future research.

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY (2022)

Article Chemistry, Physical

Crystallographic study, biological assessment and POM/Docking studies of pyrazoles-sulfonamide hybrids (PSH): Identification of a combined Antibacterial/Antiviral pharmacophore sites leading to in-silico screening the anti-Covid-19 activity

Mohammed Chalkha et al.

Summary: New functionalized pyrazoles have been synthesized and evaluated for their antimicrobial and antioxidant activities. Some of the synthesized compounds exhibit promising antimicrobial and antioxidant activities and show good interaction with target proteins. The studied heterocycles also demonstrate favorable pharmacokinetics.

JOURNAL OF MOLECULAR STRUCTURE (2022)

Article Chemistry, Physical

Pentafluorobenzyl-substituted benzimidazolium salts: Synthesis, characterization, crystal structures, computational studies and inhibitory properties of some metabolic enzymes

Mahmut Hamide et al.

Summary: This work presents the synthesis and characterization of pentafluorobenzyl-substituted benzimidazolium salts as N-heterocyclic carbene (NHC) precursors. The compounds demonstrated potent inhibitory activity against acetylcholinesterase (AChE) and carbonic anhydrases (hCAs) isoenzymes. X-ray crystallography confirmed the molecular structures of selected compounds.

JOURNAL OF MOLECULAR STRUCTURE (2022)

Article Multidisciplinary Sciences

Design, synthesis, in silico and biological evaluations of novel polysubstituted pyrroles as selective acetylcholinesterase inhibitors against Alzheimer's disease

Hormoz Pourtaher et al.

Summary: This study aimed to design new polysubstituted pyrrole derivatives as selective acetylcholinesterase inhibitors for Alzheimer's disease treatment. A diverse range of polysubstituted pyrroles was synthesized through a sequential domino strategy, and compound 4ad showed the highest potency and selectivity against acetylcholinesterase. The compound inhibited acetylcholinesterase in an uncompetitive mode, and molecular modeling revealed its proper fit and stabilization in the enzyme's active site.

SCIENTIFIC REPORTS (2022)

Article Chemistry, Multidisciplinary

Diclofenac derivatives as concomitant inhibitors of cholinesterase, monoamine oxidase, cyclooxygenase-2 and 5-lipoxygenase for the treatment of Alzheimer's disease: synthesis, pharmacology, toxicity and docking studies

Muhammad Aamir Javed et al.

Summary: In this study, a series of multi-target inhibitors were synthesized using diclofenac as a lead compound. Compound 39 showed excellent inhibitory activity against multiple biological macromolecules and low toxicity in vivo. These findings contribute to our understanding of the mechanism of action of these compounds.

RSC ADVANCES (2022)

Article Chemistry, Medicinal

Synthesis and in vitro carbonic anhydrases and acetylcholinesterase inhibitory activities of novel imidazolinone-based benzenesulfonamides

Mehtap Tugrak et al.

Summary: New imidazolinone-based benzenesulfonamides were synthesized and evaluated for their potential as drug candidates by testing their activities against carbonic anhydrase (CA) and acetylcholinesterase (AChE) enzymes. Compounds with nitro group showed increased selectivity in CA inhibition compared to their hydrogen counterparts, while compounds with sulfanilamide moiety exhibited the best AChE inhibitory potency.

ARCHIV DER PHARMAZIE (2021)

Article Biochemistry & Molecular Biology

Exploring of tumor-associated carbonic anhydrase isoenzyme IX and XII inhibitory effects and cytotoxicities of the novel N-aryl-1-(4-sulfamoylphenyl)-5-(thiophen-2-yl)-1H-pyrazole-3-carboxamides

Cem Yamali et al.

Summary: A series of novel N-aryl-1-(4-sulfamoylphenyl)-5-(thiophen-2-yl)-1H-pyrazole-3-carboxamides were synthesized and evaluated as inhibitors of carbonic anhydrase isoforms. Some compounds showed selective inhibition towards cancer-related isoforms and moderate cytotoxicity against various cancer cell lines, indicating their potential as anticancer drug candidates.

BIOORGANIC CHEMISTRY (2021)

Article Biochemistry & Molecular Biology

Stereoselective synthesis and discovery of novel spirooxindolopyrrolidine engrafted indandione heterocyclic hybrids as antimycobacterial agents

Natarajan Arumugam et al.

Summary: Novel spirooxindolopyrrolidine embedded indandione heterocyclic hybrids were synthesized via a one-pot three component reaction with excellent yields. The compounds' structure and stereochemistry were elucidated using spectroscopic data and X-ray diffraction analysis, with the chlorine-substituted compound showing the most potent anti-tubercular activity against Mycobacterium tuberculosis H37Rv.

BIOORGANIC CHEMISTRY (2021)

Review Oncology

Acalabrutinib: A Selective Bruton Tyrosine Kinase Inhibitor for the Treatment of B-Cell Malignancies

Hussein A. Abbas et al.

Summary: Acalabrutinib, as a validated BTK target for B-cell malignancies, has emerged as a standard of care for these diseases, gaining approval in the US for treatment of mantle cell lymphoma and chronic lymphocytic leukemia. Clinical trial results have shown that acalabrutinib has improved efficacy and tolerable safety profile in patients with these malignancies.

FRONTIERS IN ONCOLOGY (2021)

Article Biochemistry & Molecular Biology

Design, synthesis, characterization, in vitro and in silico evaluation of novel imidazo[2,1-b][1,3,4]thiadiazoles as highly potent acetylcholinesterase and non-classical carbonic anhydrase inhibitors

Sercan Askin et al.

Summary: The study investigates the inhibitory effects of novel imidazo[2,1-b][1,3,4]thiadiazole derivatives on human carbonic anhydrase and acetylcholinesterase, without containing the sulfonamide group, showing potential bioactivity.

BIOORGANIC CHEMISTRY (2021)

Editorial Material Chemistry, Medicinal

Novel carbonic anhydrase inhibitors

Claudiu T Supuran

FUTURE MEDICINAL CHEMISTRY (2021)

Article Chemistry, Medicinal

AutoDock Vina 1.2.0: New Docking Methods, Expanded Force Field, and Python Bindings

Jerome Eberhardt et al.

Summary: AutoDock Vina is a widely used open-source program for molecular docking with new features such as support for macrocycles and explicit water molecules. The latest version also includes support for AutoDock4.2 scoring function, simultaneous docking of multiple ligands, and a batch mode for docking a large number of ligands. Python bindings have been implemented to facilitate scripting and workflow development.

JOURNAL OF CHEMICAL INFORMATION AND MODELING (2021)

Article Biochemistry & Molecular Biology

Design, synthesis, and multitargeted profiling of N-benzylpyrrolidine derivatives for the treatment of Alzheimer's disease

Priyanka Kumari Choubey et al.

BIOORGANIC & MEDICINAL CHEMISTRY (2020)

Article Biochemistry & Molecular Biology

Thiazolyl-pyrazoline derivatives: In vitro and in silico evaluation as potential acetylcholinesterase and carbonic anhydrase inhibitors

Belgin Sever et al.

INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES (2020)

Article Biochemistry & Molecular Biology

The effects of some cephalosporins on acetylcholinesterase and glutathione S-transferase: an in vivo and in vitro study

Fikret Turkan et al.

ARCHIVES OF PHYSIOLOGY AND BIOCHEMISTRY (2019)

Review Medical Laboratory Technology

Clinical aspects of Alzheimer's disease

Martina Zverova

CLINICAL BIOCHEMISTRY (2019)

Review Chemistry, Medicinal

Multi-target design strategies for the improved treatment of Alzheimer's disease

Pengfei Zhang et al.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2019)

Article Biochemistry & Molecular Biology

The effects of zingerone against vancomycin-induced lung, liver, kidney and testis toxicity in rats: The behavior of some metabolic enzymes

Cuneyt Caglayan et al.

JOURNAL OF BIOCHEMICAL AND MOLECULAR TOXICOLOGY (2019)

Article Biochemistry & Molecular Biology

Synthesis, molecular docking analysis and carbonic anhydrase I-II inhibitory evaluation of new sulfonamide derivatives

Begum Nurpelin Saglik et al.

BIOORGANIC CHEMISTRY (2019)

Editorial Material Pharmacology & Pharmacy

Steps to address anti-microbial drug resistance in today's drug discovery

Tanya Parish

EXPERT OPINION ON DRUG DISCOVERY (2019)

Article Chemistry, Physical

Auramine O interaction with DNA: a combined spectroscopic and TD-DFT analysis

Sabriye Aydinoglu et al.

PHYSICAL CHEMISTRY CHEMICAL PHYSICS (2019)

Article Biochemistry & Molecular Biology

Synthesis and molecular docking studies of some 4-phthalimidobenzenesulfonamide derivatives as acetylcholinesterase and butyrylcholinesterase inhibitors

Zeynep Soyer et al.

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY (2017)

Review Microbiology

Global and Multi-National Prevalence of Fungal Diseases-Estimate Precision

Felix Bongomin et al.

JOURNAL OF FUNGI (2017)

Article Biochemistry & Molecular Biology

Carbonic anhydrases activation with 3-amino-1H-1,2,4-triazole-1-carboxamides: Discovery of subnanomolar isoform II activators

Yann Le Duc et al.

BIOORGANIC & MEDICINAL CHEMISTRY (2017)

Review Biochemistry & Molecular Biology

How many carbonic anhydrase inhibition mechanisms exist?

Claudiu T. Supuran

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY (2016)

Article Biochemistry & Molecular Biology

Cloning, characterization and anion inhibition studies of a γ-carbonic anhydrase from the Antarctic bacterium Colwellia psychrerythraea

Viviana De Luca et al.

BIOORGANIC & MEDICINAL CHEMISTRY (2016)

Article Biochemistry & Molecular Biology

Studies on DNA interaction of organotin(IV) complexes of meso-tetra(4-sulfonatophenyl)porphine that show cellular activity

Sabriye Aydinoglu et al.

JOURNAL OF INORGANIC BIOCHEMISTRY (2016)

Review Chemistry, Medicinal

Recent advances in small organic molecules as DNA intercalating agents: Synthesis, activity, and modeling

Antonio Rescifina et al.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2014)

Review Chemistry, Medicinal

A review on cholinesterase inhibitors for Alzheimer's disease

Preet Anand et al.

ARCHIVES OF PHARMACAL RESEARCH (2013)

Article Biochemistry & Molecular Biology

Pharmacophore Modeling, 3D-QSAR Studies, and in-silico ADME Prediction of Pyrrolidine Derivatives as Neuraminidase Inhibitors

Jie Zhang et al.

CHEMICAL BIOLOGY & DRUG DESIGN (2012)

Review Pharmacology & Pharmacy

Bacterial carbonic anhydrases as drug targets: toward novel antibiotics?

Claudiu T. Supuran

FRONTIERS IN PHARMACOLOGY (2011)

Review Pharmacology & Pharmacy

The beta-Carbonic Anhydrases from Mycobacterium tuberculosis as Drug Targets

Isao Nishimori et al.

CURRENT PHARMACEUTICAL DESIGN (2010)

Article Chemistry, Medicinal

Synthesis and antimicrobial activity evaluation of new 1,2,4-triazoles and 1,3,4-thiadiazoles bearing imidazo[2,1-b]thiazole moiety

Nuray Ulusoy Guzeldemirci et al.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2010)

Review Clinical Neurology

Cholinesterase inhibitors: beyond Alzheimer's disease

A. J. Larner

EXPERT REVIEW OF NEUROTHERAPEUTICS (2010)

Review Pharmacology & Pharmacy

Carbonic anhydrase activation and the drug design

Claudia Temperini et al.

CURRENT PHARMACEUTICAL DESIGN (2008)

Review Pharmacology & Pharmacy

The alpha and beta classes carbonic Anhydrases from Helicobacter pylori as novel drug targets

Isao Nishimori et al.

CURRENT PHARMACEUTICAL DESIGN (2008)

Review Biotechnology & Applied Microbiology

Carbonic anhydrases: novel therapeutic applications for inhibitors and activators

Claudiu T. Supuran

NATURE REVIEWS DRUG DISCOVERY (2008)

Review Clinical Neurology

Alzheimer's Disease and mild cognitive impairment

Brendan J. Kelley et al.

NEUROLOGIC CLINICS (2007)

Article Biochemistry & Molecular Biology

Antimicrobial activity studies on some piperidine and pyrrolidine substituted halogenobenzene derivatives

S Arslan et al.

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY (2006)