Inhibition of α-glucosidase Enzyme By ‘click'-inspired Pharmacophore Framework 1,3,4-thiadiazole–1,2,3-triazole Hybrids DOI
Manoj Dhameja, Hariom Kumar,

Sirisha Kurella

et al.

Future Medicinal Chemistry, Journal Year: 2023, Volume and Issue: 15(4), P. 345 - 363

Published: Feb. 1, 2023

Aim: α-Glucosidase inhibitors are important oral antidiabetic drugs that used alone or in combination therapy. Materials & methods: In this regard, 1,3,4-thiadiazoles–1,2,3-triazoles were designed, synthesized and evaluated for α-glucosidase enzyme inhibition. Results: The applied synthesis protocol involved a 'click' reaction between novel alkyne derived from 1,3,4-thiadiazole derivative phenylacetamide azides. hybrid (9n) bearing 2-methyl 4-nitro substituents was the best inhibitor with an IC50 value of 31.91 μM (acarbose = 844.81 μM). blind molecular docking study showed it interacted allosteric site's amino acid residues α-glucosidase. Conclusion: 'Click'-inspired potential (1,3,4-thiadiazole–1,2,3-triazole hybrids) identified structure–activity relationship kinetic studies accomplished.

Language: Английский

Isoniazid‐Sugar–Triazole‐Based Fluorescent “Turn‐On” Chemosensor for Zn2+ and Mn2+ Detection With Potential Biological Applications DOI

P. Bhavya,

J.G. Małecki, Thangamuthu Mohan Das

et al.

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(7)

Published: Feb. 1, 2025

Abstract A multifunctional isoniazid‐sugar–triazole based Schiff‐bases were designed and synthesized, their sensing capability was studied with various metal ions by colorimetric, absorption, spectrofluorometric techniques. Interestingly, the molecule processing diethylamine moiety ( 11 ) shows fluorescent “turn‐on” chemosensor properties in presence of Zn 2+ Mn . The limit detection (LOD) values toward respective 3.37 µM 1.46 µM, a 1:2 stoichiometric ratio, respectively. Compound successfully applied to effectively detect 2 ⁺ real water samples. Additionally, logic gate constructed, where fluorescence intensity served as output signal, responding chemical species inputs. Synthesized compounds screened for antibacterial activities against panel pathogenic bacteria, such Staphylococcus aureus, Streptococcus pyogenes , E. coli All showed significant these pathogens. anticancer activity compound 13 investigated human osteosarcoma (HOS) cells. MTT assay results revealed that hybrid sugar derivative exhibited cytotoxicity HOS cell line, increased potency observed at concentration 60 µg/ml.

Language: Английский

Citations

0
Click chemistry in tuberculosis research: From drug design to therapeutic delivery - A systematic review DOI Open Access
Zimo Ren, Paolo Coghi

European Journal of Chemistry, Journal Year: 2025, Volume and Issue: 16(1), P. 83 - 96

Published: March 31, 2025

The molecular hybridization of 1,2,3-triazoles with various bioactive scaffolds has become a promising approach to the development new antitubercular drugs, offering versatile platform for improving drug efficacy and specificity. This review covers key advancements over past decade in creating triazole-based hybrids that integrate azoles, coumarin/chromene, isoniazid, quinoline/dihydroquinoline, quinolone, ferrocene, isatin, furan, other structures. These hybrid molecules generally show improved potency against both drug-sensitive drug-resistant Mycobacterium tuberculosis strains while maintaining favorable toxicity profiles, making them particularly valuable current landscape rising resistance. Structure-activity relationship (SAR) studies highlight strategic substituent positioning optimal linker selection are critical enhancing antimycobacterial efficacy. Furthermore, modifications electronic steric properties have been shown influence their ability bypass common resistance mechanisms, underscoring potential these compounds overcome treatment barriers. In particular, several demonstrate activity MDR-TB XDR-TB strains, suggesting applications immunocompromised patients, such as those HIV co-infection. Collectively, findings offer insights rational design next-generation antituberculosis agents could transform (TB) paradigms resistant sensitive cases TB.

Language: Английский

Citations

0
Late-Stage Functionalization Strategies of 1,2,3-Triazoles: A Post-Click Approach in Organic Synthesis DOI

Mangal S. Yadav,

Vinay Kumar Pandey, Manoj K. Jaiswal

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 18, 2025

The 1,2,3-triazole scaffolds are an important class of biologically privileged heterocyclic compounds with several key applications in chemistry, biology, medicine, agriculture, and material science. "postclick" functionalization 1,2,3-triazoles may emerge as a promising tactic for the construction molecular architectures therapeutics is considered to be growing area investigation. This interest extends beyond regioselective Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) method that involves trapping Cu(I)-triazole suitable precursors. In this Perspective, we highlight impact postclick strategies organic synthesis required late-stage hope emerging concept provide ample opportunities modern notable medicinal materials

Language: Английский

Citations

0
Design and synthesis of new benzimidazole-hybrids as anti-microbial agents: exploring the mechanistic insights as DNA gyrase inhibitors via in silico and in vitro based studies DOI
Anand Maurya, Upendra Kumar Patel,

Punit Tiwari

et al.

Journal of Biomolecular Structure and Dynamics, Journal Year: 2025, Volume and Issue: unknown, P. 1 - 20

Published: May 13, 2025

Two series of antibacterial agents, 1,2,3-triazole and aminopyrimidine benzimidazole hybrids, were designed, synthesized, characterized by IR, NMR, Mass spectroscopy, X-ray crystallography studies. The biological studies revealed that compounds 5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 8d, 8e, 9d, 9e, 9f, 9h, 9j, 9k exhibited significant activity in vitro compared to the standard drug ciprofloxacin, against Gram-positive Gram-negative bacterial strains. study hemotoxicity displayed a negligible toxicity profile for all compounds. Furthermore, mechanistic insights predicted via molecular docking on DNA gyrase (Glide Scores) 5c 5f possess better affinity within active domain gyrase, which was further corroborated using dynamics followed direct gyrase-based inhibition assays. Compound most potent, while showed an equipotent drug.

Language: Английский

Citations

0
Antitubercular evaluation of dihydropyridine-triazole conjugates: Design, synthesis, in vitro screening, SAR and in silico ADME predictions DOI

Ajay Kishor Kushawaha,

Arvind Kumar Jaiswal,

Jay Gupta

et al.

RSC Medicinal Chemistry, Journal Year: 2024, Volume and Issue: 15(8), P. 2867 - 2881

Published: Jan. 1, 2024

The synthesis of a novel series 32 dihydropyridine–triazole conjugates using click chemistry and their antitubercular activity, structure–activity relationship (SAR) analysis, ADME predictions are discussed.

Language: Английский

Citations

3
A Click-Chemistry Based Strategy for Synthesizing Coumarin Piperazine Analogues: Assessment of Anti-tubercular, Anti-cancer, Anti-inflammatory and Antioxidant Potentials DOI

Ashwini Jaggal,

Kariyappa S. Katagi, Mahesh Akki

et al.

Journal of Molecular Structure, Journal Year: 2024, Volume and Issue: 1320, P. 139388 - 139388

Published: July 22, 2024

Language: Английский

Citations

3
Syntheses, crystal structure, luminescent properties and Hirshfeld surface of a set of triazole-based salts DOI

Bing-Qian Jin,

Yu-Qing Song,

Yin−Xue Ma

et al.

Journal of Molecular Structure, Journal Year: 2023, Volume and Issue: 1279, P. 134980 - 134980

Published: Jan. 16, 2023

Language: Английский

Citations

7
In vitro and in silico exploration of newly synthesized triazolyl- isonicotinohydrazides as potent antitubercular agents DOI

Rajubai D. Bakale,

Pramod S. Phatak, Sanket Rathod

et al.

Journal of Biomolecular Structure and Dynamics, Journal Year: 2023, Volume and Issue: unknown, P. 1 - 20

Published: Dec. 11, 2023

In the present study, we have reported synthesis of novel isoniazid-triazole derivatives (4a-r), via click chemistry approach. The synthesized potent in vitro antitubercular activity against Mycobacterium tuberculosis (MTB) H37Rv strain. Among these compounds, 4b, 4f, 4g, 4j, 4k, 4m, 4o, 4p, and 4r were found to be most active ones with a MIC value 0.78 μg/mL. This is better than ciprofloxacin (MIC = 1.56 μg/mL) ethambutol 3.12 μg/mL). 4a, 4c, 4d, 4e, 4h, 4i, 4l, 4n displayed equal cytotoxicity was studied RAW 264.7 cell line by MTT assay at 25 μg/mL concentration no toxicity observed. Moreover, in-vitro results supported in-silico studies known target (PanK). drug-likeness, density functional molecular docking, dynamics simulation validated ability form stable complex Pantothenate kinase (PanK), which will result inhibiting Therefore, obtained indicate that this class compounds may offer candidates for future development, positively provide drug alternatives treatment.Communicated Ramaswamy H. Sarma.

Language: Английский

Citations

7
Design, synthesis, and biological evaluation of 1,2,4-triazole derivatives as potent antitubercular agents DOI

Yu Wen,

Shichun Lun,

Yuxue Jiao

et al.

Chinese Chemical Letters, Journal Year: 2023, Volume and Issue: 35(3), P. 108464 - 108464

Published: April 18, 2023

Language: Английский

Citations

7
1,2,3-Triazolyl Phenylhydrazones as Antioxidant Agents: An Ultrasound Promoted Catalyst-Free Synthesis and Molecular Docking Study DOI

Smita P. Khare,

Tejshri R. Deshmukh, Jaiprakash N. Sangshetti

et al.

Polycyclic aromatic compounds, Journal Year: 2024, Volume and Issue: 44(10), P. 6885 - 6902

Published: Feb. 13, 2024

An efficient, ultrasound assisted catalyst-free, green protocol has been developed for the synthesis of 1,2,3-triazolyl phenylhydrazone derivatives under environmentally benign condition. The antioxidant activity all synthesized were evaluated in vitro by using 1,1-diphenylpicrylhydrazyl (DPPH) radical scavenging method. compounds 6a, 6e, 6f, and 6i shows an excellent than standard drug butylated hydroxy toluene with IC50 values range 12.03 ± 0.11–14.07 0.31 µg/mL. Molecular docking study was also performed to elaborate their possible interactions Myeloperoxidase enzyme. Furthermore, silico ADME properties studied.

Language: Английский

Citations

2