An Efficient Synthesis and Antimicrobial Activity of 5-{2-[(1-Aryl-1H-1,2,3-triazol-4-yl)methoxy]-5-bromophenyl}isoxazoles

Thotla, Krishna; Noole, Venkatagiri; Kedika, Bhavani; Reddy, K. Kondal

doi:10.1134/s1070363219040248

Cited by 4 publications

(1 citation statement)

References 12 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Furthermore, isoxazole derivatives possess various biological activities such as anti-inflammatory [ 21 ], antileishmanial [ 22 ], trypanocidal [ 23 ], antimicrobial [ 24 , 25 ] and antiviral ( Figure 2 , 2-C [ 26 ], 2-D [ 27 ]).…”

Section: Introductionmentioning

confidence: 99%

Design, Microwave-Assisted Synthesis and In Silico Prediction Study of Novel Isoxazole Linked Pyranopyrimidinone Conjugates as New Targets for Searching Potential Anti-SARS-CoV-2 Agents

et al. 2021

View full text Add to dashboard Cite

A series of novel naphthopyrano[2,3-d]pyrimidin-11(12H)-one containing isoxazole nucleus 4 was synthesized under microwave irradiation and classical conditions in moderate to excellent yields upon 1,3-dipolar cycloaddition reaction using various arylnitrile oxides under copper(I) catalyst. A one-pot, three-component reaction, N-propargylation and Dimroth rearrangement were used as the key steps for the preparation of the dipolarophiles3. The structures of the synthesized compounds were established by 1H NMR, 13C NMR and HRMS-ES means. The present study aims to also predict the theoretical assembly of the COVID-19 protease (SARS-CoV-2 Mpro) and to discover in advance whether this protein can be targeted by the compounds 4a–1 and thus be synthesized. The docking scores of these compounds were compared to those of the co-crystallized native ligand inhibitor (N3) which was used as a reference standard. The results showed that all the synthesized compounds (4a–l) gave interesting binding scores compared to those of N3 inhibitor. It was found that compounds 4a, 4e and 4i achieved greatly similar binding scores and modes of interaction than N3, indicating promising affinity towards SARS-CoV-2 Mpro. On the other hand, the derivatives 4k, 4h and 4j showed binding energy scores (−8.9, −8.5 and −8.4 kcal/mol, respectively) higher than the Mpro N3 inhibitor (−7.0 kcal/mol), revealing, in their turn, a strong interaction with the target protease, although their interactions were not entirely comparable to that of the reference N3.

show abstract

Section: Introductionmentioning

confidence: 99%

Design, Microwave-Assisted Synthesis and In Silico Prediction Study of Novel Isoxazole Linked Pyranopyrimidinone Conjugates as New Targets for Searching Potential Anti-SARS-CoV-2 Agents

et al. 2021

View full text Add to dashboard Cite

show abstract

Antimicrobial activity of isoxazole derivatives: A brief overview

Vashisht,

Sethi,

Bansal

et al. 2024

Vietnam Journal of Chemistry

View full text Add to dashboard Cite

Due to their extensive range of biological actions, isoxazole and its analogues stand out among other heterocyclic compounds as a very important class of heterocycles. Over recent years, there has been a growing demand for these heterocyclic nuclei as crucial synthetic intermediates, contributing significantly to the advancement of newly formed chemical entities in the fields of pharmaceutical and medicinal chemistry. Furthermore, the significance of N and O‐containing heterocycles from medicinal perspective arises from their inherent ability to readily bind with biological systems, including various enzymes and receptors, through many non‐covalent interactions. The antimicrobial potential of isoxazole compounds has been extensively studied against broad range of microorganisms, including bacteria, fungi, etc. From a research perspective, isoxazoles exhibit antimicrobial, anticancer, antioxidant, analgesic, anti‐inflammatory, and central nervous system activities. It also exhibits inhibitory, glutamate transporter, and anti‐hypertensive properties, which are similar to GABA (γ‐aminobutyric acid). The current review explores the antimicrobial properties and structure‐activity relationship of different isoxazole derivatives relative to their antimicrobial efficacy. Furthermore, it seeks to highlight the potential applications and future directions in the development of isoxazole‐based antimicrobial agents.

show abstract

Cu(I) Catalyzed 1,3-Dipolar Click Synthesis of S-Heterocyclic 1,2,3-Triazole Derivatives, Their Antibacterial Activity

et al. 2020

View full text Add to dashboard Cite

An Efficient Synthesis and Antimicrobial Activity of 5-{2-[(1-Aryl-1H-1,2,3-triazol-4-yl)methoxy]-5-bromophenyl}isoxazoles

Cited by 4 publications

References 12 publications

Design, Microwave-Assisted Synthesis and In Silico Prediction Study of Novel Isoxazole Linked Pyranopyrimidinone Conjugates as New Targets for Searching Potential Anti-SARS-CoV-2 Agents

Design, Microwave-Assisted Synthesis and In Silico Prediction Study of Novel Isoxazole Linked Pyranopyrimidinone Conjugates as New Targets for Searching Potential Anti-SARS-CoV-2 Agents

Antimicrobial activity of isoxazole derivatives: A brief overview

Cu(I) Catalyzed 1,3-Dipolar Click Synthesis of S-Heterocyclic 1,2,3-Triazole Derivatives, Their Antibacterial Activity

Contact Info

Product

Resources

About