Development and Biological Assessment of Thiazole-Based Pyridines for Targeted Therapy in Lung Cancer DOI Creative Commons
Demokrat Nuha, Sam Dawbaa, Asaf Evrim Evren

et al.

ACS Omega, Journal Year: 2025, Volume and Issue: unknown

Published: April 23, 2025

The study aims to synthesize, characterize, and evaluate a series of novel compounds for their potential anticancer activity targeting the A549 lung cancer cell line. hydrazonothiazole-based pyridine (2a-2o) were characterized through melting point analysis, 1H NMR, 13C high-resolution mass spectrometry (HRMS). Their physicochemical properties evaluated using in silico tools, all found comply with Lipinski's drug-likeness rule, suggesting favorable drug-like characteristics. Biological studies revealed that synthesized exhibited potent cytotoxicity against line, several showing greater efficacy than standard drug, cisplatin. Selectivity indices also calculated, revealing 2b, 2c, 2f, 2m enhanced selectivity cells relative healthy cells. Mechanistic flow cytometry demonstrated these induced apoptosis, compound demonstrating highest apoptotic activity. Mitochondrial membrane assay caspase-3 activation confirmed involvement mitochondrial pathways apoptosis induction. Furthermore, MMP-9 enzyme inhibition assays identified 2f as most effective inhibitor, molecular docking dynamics simulation confirming its strong binding interactions key residues enzyme's active site. Overall, this suggests compounds, particularly 2m, hold promise agents further development optimization treatment cancer.

Language: Английский

The Role of Five-Membered Heterocycles in the Molecular Structure of Antibacterial Drugs Used in Therapy DOI Creative Commons
Aura Rusu, I. Moga, Livia Uncu

et al.

Pharmaceutics, Journal Year: 2023, Volume and Issue: 15(11), P. 2554 - 2554

Published: Oct. 29, 2023

Five-membered heterocycles are essential structural components in various antibacterial drugs; the physicochemical properties of a five-membered heterocycle can play crucial role determining biological activity an drug. These affect drug’s spectrum, potency, and pharmacokinetic toxicological properties. Using scientific databases, we identified discussed antibacterials used therapy, containing their molecular structure. The design contain one to four heteroatoms (nitrogen, oxygen, sulfur). Antibacterials were discussed, highlighting imprinted by targeted heterocycle. In some antibacterials, with five atoms pharmacophores responsible for specific activity. As pharmacophores, these help new medicinal molecules, improving potency selectivity comprehending structure-activity relationship antibiotics. Unfortunately, particular also potential toxicity. review extensively presents most successful five-atom medicines. Understanding optimizing intrinsic characteristics development drugs improved activity, profile, safety.

Language: Английский

Citations

63
A comprehensive review on thiazole based conjugates as anti-cancer agents DOI

Rupali Rana,

Nitish Kumar, Harmandeep Kaur Gulati

et al.

Journal of Molecular Structure, Journal Year: 2023, Volume and Issue: 1292, P. 136194 - 136194

Published: July 12, 2023

Language: Английский

Citations

27
New naphthoquinone thiazole hybrids as carbonic anhydrase and cholinesterase inhibitors: Synthesis, crystal structure, molecular docking, and acid dissociation constant DOI
Çağla Efeoğlu, Özge Selcuk, Bünyamin Demır

et al.

Journal of Molecular Structure, Journal Year: 2023, Volume and Issue: 1301, P. 137365 - 137365

Published: Dec. 19, 2023

Language: Английский

Citations

26
In vitro and in silico correlation of bis-thiazole based Schiff base hybrids analogues: A computational approach develop to promising acetylcholinesterase and butyrylcholinesterase inhibitors DOI

Uzma Jehangir,

Shoaib Khan, Rafaqat Hussain

et al.

Journal of Molecular Structure, Journal Year: 2024, Volume and Issue: 1303, P. 137585 - 137585

Published: Jan. 16, 2024

Language: Английский

Citations

11
Hybrid benzothiazole derived fused triazole/thiazole derivatives as versatile anti-Alzheimer agents: synthesis, characterization, biological evaluation and molecular docking studies DOI
Shoaib Khan, Rafaqat Hussain, Yousaf Khan

et al.

Journal of Molecular Structure, Journal Year: 2024, Volume and Issue: 1318, P. 139200 - 139200

Published: July 5, 2024

Language: Английский

Citations

10
Synthesis, biological activity, X-ray crystallographic, DFT calculations and molecular dynamics simulation studies of 2-phenylthiazole-1,3,5-triazine derivatives as potential cholinesterase inhibitors DOI
Jing‐Pei Zou,

Xiao. Qing Zhang,

Qian. Wen Guo

et al.

Journal of Molecular Structure, Journal Year: 2024, Volume and Issue: 1309, P. 138203 - 138203

Published: April 5, 2024

Language: Английский

Citations

9
Synthesis, Characterization, and Antioxidant Activity Evaluation of New N-Methyl Substituted Thiazole-Derived Polyphenolic Compounds DOI Creative Commons

Alexandra Cătălina Cornea,

Gabriel Marc,

Ioana Ionuţ

et al.

Molecules, Journal Year: 2025, Volume and Issue: 30(6), P. 1345 - 1345

Published: March 17, 2025

Reactive oxygen species play a significant role in various pathological conditions, driving the need for novel, potent antioxidants. While polyphenols are known their antioxidant properties, limited stability and bioavailability present challenges therapeutic applications. To address these limitations, series of novel thiazolyl-polyphenolic compounds was synthesized via multi-step synthetic route incorporating Hantzsch heterocyclization final step. The 7a–k were structurally characterized using spectroscopic techniques, including NMR, MS, IR. In silico thermodynamic calculations, HOMO–LUMO gap bond dissociation enthalpy (BDE) revealed promising profile indicated that substitution position 2 thiazole ring does not substantially influence activity conferred by catechol moiety 4. capacity experimentally validated panel six distinct assays: two radical scavenging assays (ABTS DPPH) four electron transfer-based (RP, TAC, FRAP, CUPRAC). vitro evaluation demonstrated 7j 7k exhibited significantly enhanced compared to established standards, ascorbic acid Trolox. These findings suggest strategic modifications scaffold represent direction future research aimed at developing agents with properties. study is based on N-methyl substituted scaffold, but studies can include such as changing substituent nitrogen, hydrazone linker or possible insertion substituents 5 electronic physico-chemical

Language: Английский

Citations

1
Synthesis and discovery of potential tyrosinase inhibitor of new coumarin‐based thiophenyl‐pyrazolylthiazole nuclei: In vitro evaluation, cytotoxicity, kinetic, and computational studies DOI
Narges Hosseini Nasab, Hussain Raza, Young Seok Eom

et al.

Chemical Biology & Drug Design, Journal Year: 2023, Volume and Issue: 101(6), P. 1262 - 1272

Published: Feb. 7, 2023

Abstract A well‐known key enzyme in melanogenesis and hyperpigmentation is tyrosinase. The present study introduces a novel series of thiophenyl‐pyrazolylthiazole‐coumarin hybrids ( 6a – 6h ) as tyrosinase inhibitors. in‐vitro inhibition results indicated that all compounds have strong inhibitory activity, particularly compound 6g (IC 50 = 0.043 ± 0.006 μM), was identified the most active compared to positive control (kojic acid, IC 18.521 1.162 μM). Lineweaver‐Burk plots were employed analyze kinetic mechanism, formed an enzyme‐inhibitor complex by inhibiting non‐competitively. Furthermore, demonstrated excellent antioxidant activity against DPPH. MTT assay used screen cytotoxicity on B16F10 melanoma cells, they had no toxic effect cells. binding affinity with also investigated using molecular docking, ligands displayed good energy values. These molecules could be promising lead for skin pigmentation associated diseases nontoxic pharmacological scaffolds.

Language: Английский

Citations

19
Novel Thiazole Derivatives Containing Imidazole and Furan Scaffold: Design, Synthesis, Molecular Docking, Antibacterial, and Antioxidant Evaluation DOI Creative Commons
Fatimah Agili

Molecules, Journal Year: 2024, Volume and Issue: 29(7), P. 1491 - 1491

Published: March 27, 2024

Carbothioamides 3a,b were generated in high yield by reacting furan imidazolyl ketone 1 with N-arylthiosemicarbazide EtOH a catalytic amount of conc. HCl. The reaction carbothioamides hydrazonyl chlorides 4a–c triethylamine at reflux produced 1,3-thiazole derivatives 6a–f. In different approach, the 6b and 6e 3a 3b chloroacetone to afford 8a 8b, respectively, followed diazotization 4-methylbenzenediazonium chloride. thiourea then reacted ethyl chloroacetate ethanol AcONa give thiazolidinone 10a 10b. compounds tested for antioxidant antibacterial properties. Using phosphomolybdate, promising thiazoles 6a showed best activities 1962.48 2007.67 µgAAE/g dry samples, respectively. Thiazoles had highest activity against S. aureus E. coli 28, 25 27, 28 mm, 6d C. albicans 26 mm 37 Thiazole 6c A. niger, surpassing cyclohexamide. Most demonstrated lower MIC values than neomycin coli, albicans. A molecular docking study examined how antimicrobial interact DNA gyrase B crystal structures. found that all good binding energy enzymes similarly native inhibitor target enzymes’ key amino acids.

Language: Английский

Citations

8
An efficient synthesis of mono-, di-, and tri-substituted 1,3-thiazoles employing functionalized thioamides as thiocarbonyl precursors DOI
Kalleshappa Sheela, Chikkappaiahnayaka Santhosh, Krishna Ravi Singh

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(17), P. 3490 - 3501

Published: Jan. 1, 2024

Herein, we report an efficient strategy to synthesize functionalized 1,3-thiazoles using alkyl 2-amino-2-thioxoacetates.

Language: Английский

Citations

8