1,2,4‐Triazole and benzimidazole fused dihydropyrimidine derivatives: Design, green synthesis, antibacterial, antitubercular, and antimalarial activities

Archiv der Pharmazie, Год журнала: 2022, Номер 356(4)

Опубликована: Дек. 19, 2022

This study reports the design and synthesis of novel 1,2,4-triazolo/benzimidazolo-pyrimidine linked 1-benzyl-4-[(p-tolyloxy)methyl]-1,2,3-triazole derivatives as potent antimicrobial agents according to their in vitro antibacterial, antifungal, antitubercular well antimalarial activities. An efficient, ecologically benign, facile multicomponent was employed synthesize these derivatives. The is accelerated with mild eco-friendly organocatalyst tetrabutylammonium bromide, providing a yield 82%-96% within short reaction time 0.5-1.5 h. Compared MIC values ciprofloxacin ampicillin on respective strains, compound d2 showed better activity against Escherichia coli Streptococcus pyogenes d8 Staphylococcus aureus. Additionally, compounds d3, d4, d5 Pseudomonas aeruginosa. All triazolo-pyrimidine d1-d8 inhibitory action Gram-positive strains. Compound e3 good potency Mycobacterium tuberculosis H37Rv. IC50 d3 e2 indicated Plasmodium falciparum. Collectively, depict multifaceted provide promising access for further investigations.

Язык: Английский

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Alkoxy-functionalised dihydropyrimido[4,5-b]quinolinones enabling anti-proliferative and anti-invasive agents

Chemical Communications, Год журнала: 2024, Номер 60(55), С. 7093 - 7096

Опубликована: Янв. 1, 2024

Herein, we demonstrate the synthesis of a bioactive novel series alkoxy-functionalized dihydropyrimido[4,5- b ]quinolinone derivatives using multicomponent microwave-assisted reaction that exhibits potent antiproliferative and invasive activity.

Язык: Английский

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Antimicrobial Efficacy of 1,2,3-Triazole-Incorporated Indole-Pyrazolone against Drug-Resistant ESKAPE Pathogens: Design and Synthesis

ACS Bio & Med Chem Au, Год журнала: 2025, Номер unknown

Опубликована: Янв. 28, 2025

In the current study, we report synthesis of novel 4-((1-((1H-1,2,3-triazole-4-yl)methyl)-1H-indol-3-yl)methylene)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazole-3-one derivatives 5a-o. The compounds were prepared through a Knoevenagel condensation reaction and copper-catalyzed azide-alkyne cycloaddition (CuAAC) Click chemistry approach. synthesized exhibited promising antimicrobial activity against both Gram-positive Gram-negative bacteria. Compounds 5e, 5h, 5i displayed potent with MIC value 10 μg/mL Acinetobacter baumannii, in comparison to standard drugs chloramphenicol ampicillin. 5d, 5i, 5l, 5m, 5n good-to-moderate antifungal Candida albicans Aspergillus niger equivalent nystatin fluconazole. this cytotoxicity profile series was assessed using SHSY-5Y cells. results indicate that 5a-o exhibit no significant at concentrations up 100 μg/mL, untreated vehicle control groups. These findings highlight safety tolerability as well potential effective agents bacterial fungal infections.

Язык: Английский

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Combination of Ethylene glycol and TBAB-mediated pyrimidine fused heterocyclic derivatives: Synthesis, in silico, and in vitro anti-diabetic and anti-microbial studies

Results in Chemistry, Год журнала: 2025, Номер 14, С. 102082 - 102082

Опубликована: Фев. 4, 2025

Язык: Английский

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Tuning optical and electronic properties of novel Pyrano[3,2-c] Quinoline-Based indole (AEIHPQ) for efficient Photosensing performance

Journal of Photochemistry and Photobiology A Chemistry, Год журнала: 2025, Номер unknown, С. 116467 - 116467

Опубликована: Апрель 1, 2025

Язык: Английский

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Therapeutic Potential of Indole Derivatives: Analytical Perspectives on Their Role in Drug Discovery

Critical Reviews in Analytical Chemistry, Год журнала: 2025, Номер unknown, С. 1 - 21

Опубликована: Май 9, 2025

Indole was first identified around 1869, this being an indole ring system which is a fused benzene and pyrrole system. Research findings illustrate that derivatives have gained acceptance as therapeutic agents because they contain structural versatility access different biological targets. Scientific research has established their strong pharmaceutical properties, especially for oncology medicines control essential cellular processes while interrupting defective enzymatic activities of topoisomerases, kinases, histone deacetylases. proves indole-based compounds display broad antibacterial, antifungal antiparasitic effects in addition to cancer-fighting properties. The nucleus creates targeted interactions with central nervous receptors enzymes visualization neurological delivery. indicates provide benefits managing anti-inflammatory responses lowering blood pressure diabetes markers although benefiting cardiovascular health through ability affect specific disease pathways. ongoing development optimization methods synthetic improvements leads surpass present treatments according clinical trials. Structural modifications the core been explored recent studies improve its pharmacological versatility. from 2020 2024, featuring potency, mechanism action, strategies overcome resistance, highlighted, focus on diseases. Finds databases such ScienceDirect, Google Scholar, PubMed, EMBASE are included analysis.

Язык: Английский

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Ag/SiO₂/Fe₃O₄@GO as a Recyclable Catalyst Promoted Green Synthesis of Novel Pyrimidoazepines via Multicomponent Reaction of Isatins Employing

Applied Organometallic Chemistry, Год журнала: 2025, Номер 39(6)

Опубликована: Май 19, 2025

ABSTRACT This investigation scrutinized the utilization of a complex methodological framework involving isatins, electron‐deficient acetylenic derivatives, α‐haloketones, and guanidine within an aqueous medium at room temperature, propelled by Ag/SiO 2 /Fe 3 O 4 @Graphene oxide. The principal aim was to synthesize innovative pyrimidoazepine compounds with significant yields. resulting pyrimidoazepines are characterized presence NH functional groups exhibiting acidic protons demonstrate pronounced antioxidant activities. (3‐(4,5‐dimethylthiazol‐2‐yl)‐2,5‐diphenyltetrazolium bromide) MTT assay utilized evaluate cytotoxicity all synthesized in vitro against neoplastic cell lines (MCF‐7 A549) addition nonmalignant (BEAS‐2B). Cytotoxicity is delineated as ability compound provoke cellular mortality. derivative 5e recognized most formidable cytotoxic agent, showcasing lack selectivity akin that doxorubicin. In contrast, 5b may be considered comparable efficacy but increased relation employed methodology for synthesis presents numerous advantages, encompassing expedited reaction kinetics, outstanding product yield, streamlined isolation.

Язык: Английский

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Insights into in-vitro studies and molecular modelling of the antimicrobial efficiency of 4-chlorobenzaldehyde and 4-methoxybenzaldehyde derivatives

Journal of Biomolecular Structure and Dynamics, Год журнала: 2023, Номер 42(12), С. 6042 - 6064

Опубликована: Июль 28, 2023

Owing to the significant gap in knowledge and understanding of mechanisms antimicrobial action development resistance, optimization therapies therefore becomes a necessity. It is on this note, that study seeks both experimentally theoretically investigate efficiency two synthesized compounds namely; 1-((4-methoxyphenyl) (morpholino)methyl)thiourea (MR1) diethyl 4-(4-chlorophenyl)-2,6-diphenyl-1,4-dihydropyridine-3,5-dicarboxylate (HRC). Utilizing density functional theory (DFT), were optimized at ωB97XD/6-31++G(2d, 2p) level theory. This provided clear explanation for their distinct reactivity stability potentials. More so, natural bond orbital (NBO) analysis confirmed strong intra intermolecular interactions, which agreed with calculated parameters states (DOS). Upon assessing efficacy compounds, it was found they exhibited lower activity against Enterobacter A. niger, but considerable Moraxella. In contrast, showed higher B. subtilis Trichophyton, indicating are more effective gram-positive bacteria than gram-negative ones. Hence, can be asserted have superior antifungal antibacterial activity. A fascinating aspect data show interactions incredibly insightful, totally correlating simulations molecular docking dynamics. Therefore, alignment between experimental findings computational strengthens validity study's conclusions, emphasizing significance context optimizing therapies.Communicated by Ramaswamy H. Sarma

Язык: Английский

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Investigating the antimicrobial and anti-inflammatory activities of novel thiophene derivatives by in-vitro studies, molecular docking, spectral analysis, and quantum chemical calculations

Journal of Molecular Structure, Год журнала: 2024, Номер 1306, С. 137810 - 137810

Опубликована: Фев. 23, 2024

Язык: Английский

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Synthesis, Spectral Analysis, and DFT Studies of the Novel Pyrano[3,2-c] quinoline-based 1,3,4-thiadiazole for Enhanced Solar Cell Performance

Heliyon, Год журнала: 2024, Номер 10(20), С. e39468 - e39468

Опубликована: Окт. 1, 2024

Язык: Английский

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