Design, Spectroscopy, and Assessment of Cholinesterase Inhibition and Antimicrobial Activities of Novel Coumarin–Thiadiazole Hybrids DOI Open Access
Dariusz Karcz, Karolina Starzak, Ewa Ciszkowicz

et al.

International Journal of Molecular Sciences, Journal Year: 2022, Volume and Issue: 23(11), P. 6314 - 6314

Published: June 5, 2022

A novel series of coumarin-thiadiazole hybrids, derived from substituted coumarin-3-carboxylic acids was isolated and fully characterized with the use a number spectroscopic techniques XRD crystallography. Several compounds showed intensive fluorescence in visible region, comparable to that known coumarin-based standards. Moreover, new were tested as potential antineurodegenerative agents via their ability act acetylcholinesterase (AChE) butyrylcholinesterase (BuChE) inhibitors. Compared commercial standards, only few demonstrated moderate AChE BuChE activities. derivatives for antimicrobial activity against panel pathogenic bacterial fungal species. Their lack toxicity across broad range biochemical assays, together exceptional emission some hybrid molecules, highlights possible hybrids standards or imaging agents.

Language: Английский

Preventing Microbial Infections with Natural Phenolic Compounds DOI Creative Commons
Kardelen Ecevi̇t, Alexandre A. Barros, Joana M. Silva

et al.

Future Pharmacology, Journal Year: 2022, Volume and Issue: 2(4), P. 460 - 498

Published: Nov. 2, 2022

The struggle between humans and pathogens has taken is continuing to take countless lives every year. As the misusage of conventional antibiotics increases, complexity associated with resistance mechanisms been evolving into gradually more clever mechanisms, diminishing effectiveness antibiotics. Hence, there a growing interest in discovering novel reliable therapeutics able infection, circumvent defend natural microbiome. In this regard, nature-derived phenolic compounds are gaining considerable attention due their potential safety therapeutic effect. Phenolic comprise numerous widely distributed groups different biological activities attributed mainly structure. Investigations have revealed that from sources exhibit potent antimicrobial activity against various clinically relevant microbial infection sensitize multi-drug strains bactericidal or bacteriostatic This review outlines current knowledge about sources, particular focus on structure-activity relationship actions each class compounds, including simple phenols, acids, coumarin, flavonoids, tannins, stilbenes, lignans, quinones, curcuminoids.

Language: Английский

Citations

89
Anticancer mechanism of coumarin-based derivatives DOI

Anand Kumar Yadav,

Ramina Maharjan Shrestha, Paras Nath Yadav

et al.

European Journal of Medicinal Chemistry, Journal Year: 2024, Volume and Issue: 267, P. 116179 - 116179

Published: Jan. 30, 2024

Language: Английский

Citations

33
A Mini-Review: Recent Advances in Coumarin-Metal Complexes With Biological Properties DOI Creative Commons
Łukasz Balewski, Sylwia Szulta,

Aleksandra Jalińska

et al.

Frontiers in Chemistry, Journal Year: 2021, Volume and Issue: 9

Published: Dec. 1, 2021

The coumarin nucleus is a recurring motif in both natural and synthetic compounds that exhibit broad spectrum of biological properties including anticoagulant, anti-inflammatory, antioxidant, antiviral, antimicrobial anticancer agents as well enzyme inhibitors. On the other hand, it has been reported incorporation metal ion into derivatives can increase activity such complexes compared to coumarin-based ligands. Accordingly, some them have found display promising antitumor or antibacterial activities. This mini-review briefly summarizes recent development coumarin-metal with proven properties. attention also paid for which practical applications detection biologically important species may be found.

Language: Английский

Citations

56
Design, Synthesis, and Anti-Inflammatory Activity of Some Coumarin Schiff Base Derivatives: In silico and in vitro Study DOI Creative Commons
Shokhan Jamal Hamid, Twana Salih

Drug Design Development and Therapy, Journal Year: 2022, Volume and Issue: Volume 16, P. 2275 - 2288

Published: July 1, 2022

Inflammation is a fundamental response of the immune system during tissue damage or pathogen infection to protect and maintain homeostasis. However, inflammation may lead life-threatening conditions. The most common treatment non-steroidal anti-inflammatory drugs (NSAIDs). Nowadays, development safer new NSAIDs critical as existing have serious adverse effects, such gastrointestinal (GI) toxicity cardiotoxicity. In present study, four compounds Schiff base derivatives 7-hydroxy-4-formyl coumarin 7-methoxy-4-formyl were designed synthesized aiming develop compound that exhibits activity circumvents side effects NSAIDs, especially GI toxicity.Lipinski's rule five was applied for each molecule evaluate drug-likeness properties. Molecular docking studies performed using ligands cyclooxygenase-2 (COX-2) protein select best-scored AutoDock 4.2.6. molecules then characterized. An in vitro assay against COX-2 receptor realized through denaturation assay.All passed Lipinski's exhibited higher binding free energy compared positive standard control (ibuprofen), Ki values 5, 7, 8 nanomolar range. only 6 7 obtained percentage inhibition relative ibuprofen.The study suggested be because this ligand not best computational experimental results but also strongest correlation between concentration (R = 0.986 R2 0.972) with lowest P-value (0.014).

Language: Английский

Citations

53
Natural Coumarin Derivatives Activating Nrf2 Signaling Pathway as Lead Compounds for the Design and Synthesis of Intestinal Anti-Inflammatory Drugs DOI Creative Commons
Luiz Cláudio Di Stasi

Pharmaceuticals, Journal Year: 2023, Volume and Issue: 16(4), P. 511 - 511

Published: March 30, 2023

Nrf2 (nuclear factor erythroid 2-related 2) is a transcription related to stress response and cellular homeostasis that plays key role in maintaining the redox system. The imbalance of system triggering for initiation progression non-communicable diseases (NCDs), including Inflammatory Bowel Disease (IBD). its inhibitor Kelch-like ECH-associated protein 1 (Keap1) are main regulators oxidative their activation has been recognized as promising strategy treatment or prevention several acute chronic diseases. Moreover, Nrf2/keap signaling pathway promotes inhibition NF-κB, transcriptional pro-inflammatory cytokines expression, synchronically promoting an anti-inflammatory response. Several natural coumarins have reported potent antioxidant intestinal compounds, acting by different mechanisms, mainly modulator pathway. Based on vivo vitro studies, this review focuses obtained from both plant products fermentative processes food plants gut microbiota, which activate produce activity. Although metabolites urolithin A B well other plant-derived display activity modulating pathway, studies necessary better pharmacological characterization evaluation potential lead compounds. Esculetin, 4-methylesculetin, daphnetin, osthole, imperatorin most coumarin derivatives compounds design synthesis activators with However, further structure–activity relationships experimental models inflammation subsequent clinical trials health disease volunteers essential determine efficacy safety IBD patients.

Language: Английский

Citations

27
Combined DFT and Monte Carlo simulation studies of potential corrosion inhibition properties of coumarin derivatives DOI
Rebaz Anwar Omer, Yousif Hussein Azeez, Rebaz Obaıd Kareem

et al.

Journal of Molecular Modeling, Journal Year: 2024, Volume and Issue: 30(8)

Published: July 29, 2024

Language: Английский

Citations

15
Biomimetic Nanoplatform for Dual‐Targeted Clearance of Activated and Senescent Cancer‐Associated Fibroblasts to Improve Radiation Resistance in Breast Cancer DOI

Chen Jian,

Tingting Wu, Lulu Wang

et al.

Small, Journal Year: 2024, Volume and Issue: 20(25)

Published: Jan. 12, 2024

Abstract Radiation resistance in breast cancer resulting residual lesions or recurrence is a significant cause to radiotherapy failure. Cancer‐associated fibroblasts (CAFs) and radiotherapy‐induced senescent CAFs can further lead radiation tumor immunosuppressive microenvironment. Here, an engineering cancer‐cell‐biomimetic nanoplatform constructed for dual‐targeted clearance of as well CAFs. The prepared by 4T1 cell membrane vesicles chimerized with FAP single‐chain fragment variable the biomimetic shell targeting CAFs, PLGA nanoparticles (NPs) co‐encapsulated nintedanib ABT‐263 core which are noted FAP‐CAR‐CM@PLGA‐AB NPs. It evidenced that NPs directly suppressed tumor‐promoting effect also exhibits prolonged blood circulation enhanced accumulation, dual‐cleared improved both acquired patient‐derived radioresistant cells, effective antitumor suppression rate 86.7%. In addition, reverse microenvironment enhance systemic immunity. system provides potential strategy enhancing radio‐sensitization cancer.

Language: Английский

Citations

14
Michael Acceptors as Anti-Cancer Compounds: Coincidence or Causality? DOI Open Access
Celia María Curieses Andrés, José Manuel Pérez de la Lastra, Elena Bustamante Munguira

et al.

International Journal of Molecular Sciences, Journal Year: 2024, Volume and Issue: 25(11), P. 6099 - 6099

Published: June 1, 2024

Michael acceptors represent a class of compounds with potential anti-cancer properties. They act by binding to nucleophilic sites in biological molecules, thereby disrupting cancer cell function and inducing death. This mode action, as well their ability be modified targeted, makes them promising avenue for advancing therapy. We are investigating the molecular mechanisms underlying interactions cells, particular interfere cellular processes induce apoptosis. The properties not accidental but due chemical structure reactivity. electrophilic nature these allows selectively target residues on disease-associated proteins, resulting significant therapeutic benefits minimal toxicity various diseases. opens up new perspectives development more effective precise drugs. Nevertheless, further studies essential fully understand impact our discoveries translate into clinical practice.

Language: Английский

Citations

13
Electrophilic Compounds in the Human Diet and Their Role in the Induction of the Transcription Factor NRF2 DOI Open Access
Celia María Curieses Andrés, José Manuel Pérez de la Lastra, Elena Bustamante Munguira

et al.

International Journal of Molecular Sciences, Journal Year: 2024, Volume and Issue: 25(6), P. 3521 - 3521

Published: March 20, 2024

The phrase “Let food be thy medicine…” means that can a form of medicine and food; in other words, the diet we eat have significant impact on our health well-being. Today, this is gaining prominence as more scientific evidence suggests one’s help prevent treat disease. A rich fruits, vegetables, whole grains, lean protein reduce risk heart disease, cancer, diabetes, problems and, hand, processed foods, added sugars, saturated fats increase same diseases. Electrophilic compounds health, they are molecules covalently modify cysteine residues present thiol-rich Keap1 protein. These bind to activate NRF2, which promotes its translocation nucleus binding DNA ARE region, triggering antioxidant response protecting against oxidative stress. include polyphenols flavonoids nucleophilic but converted electrophilic quinones by metabolic enzymes such polyphenol oxidases (PPOs) sulfur foods Brassica genus (broccoli, cauliflower, cabbage, Brussel sprouts, etc.) garlic. This review summarizes current knowledge subject.

Language: Английский

Citations

8
COUPY Coumarins as Novel Mitochondria-Targeted Photodynamic Therapy Anticancer Agents DOI Creative Commons
Enrique Ortega,

Anna Rovira,

Albert Gandioso

et al.

Journal of Medicinal Chemistry, Journal Year: 2021, Volume and Issue: 64(23), P. 17209 - 17220

Published: Nov. 19, 2021

Photodynamic therapy (PDT) for cancer treatment has drawn increased attention over the last decades. Herein, we introduce a novel family of low-molecular-weight coumarins as potential PDT anticancer tools. Through systematic study with library 15 compounds, have established detailed structure–activity relationship rationale, which allowed selection three lead compounds exhibiting effective in vitro activities upon visible-light irradiation both normoxia and hypoxia (phototherapeutic indexes up to 71) minimal toxicity toward normal cells. Acting excellent theranostic agents targeting mitochondria, mechanism action photosensitizers been investigated detail HeLa The generation cytotoxic reactive oxygen species, found be major contributor coumarins' phototoxicity, induction apoptosis and/or autophagy identified cell death modes triggered after low doses visible light.

Language: Английский

Citations

51