Synthesis, antimicrobial activity, and molecular docking study of formylnaphthalenyloxymethyl‐triazolyl‐<i>N</i>‐phenylacetamides

Muluk, Mahesh B.; Dhumal, Sambhaji T.; Phatak, Pramod S.; Rehman, Naziya N. M. A.; Dixit, Prashant P.; Choudhari, Prafulla B.; Mane, Ramrao A.; Haval, Kishan P.

doi:10.1002/jhet.3628

Cited by 20 publications

(3 citation statements)

References 53 publications

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“…[39] Similarly, Muluk et al synthesised formylnapthlenyloxymethyl-triazolyl-N-phenylacetamides derivatives. Among them, compound 11 with electronegative chlorine substitution at para position of phenyl ring next to amide nucleus with ZOI value of 15 mm exhibits excellent antifungal activity against Candida albicans while chlorine substitution at meta position showed decrease in antifungal activity that makes para position most crucial and also methyl substitutions decreases the activity [40] (Figure 3). Inspired from the biological potential of 1,2,3-triazole nucleus, Kaushik et al synthesised 1,2,3-triazoles bridged amine-amide functionalities and evaluated them against Candia albicans.…”

Section: 23-triazole Derivatives With Antifungal Activity Against As ...mentioning

confidence: 99%

1,2,3‐Triazole Derivatives as an Emerging Scaffold for Antifungal Drug Development against Candida albicans: A Comprehensive Review

Singh

Sharma

et al. 2023

Chemistry & Biodiversity

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Candida infections are most prominent among fungal infections majorly target immunocompromised and hospitalized patients and cause significant morbidity and mortality. Candida albicans is the notorious and most prevalent among all pathogenic Candida strains. Its emerging resistance toward available antifungal agents making it hard to tackle and emerging as global healthcare emergency. Simultaneously, 1,2,3-triazole nucleus is a privileged scaffold that is gaining importance in antifungal drug development due to being a prominent bioactive linker and isostere of triazole based antifungal class core 1,2,4-triazole. Numerous reports have been updated in scientific literature in last few decades related to utilization of 1,2,3-triazole nucleus in antifungal drug development against Candida albicans. Present review will shed light on various preclinical studies focused on development of 1,2,3-triazole derivatives targeting Candida albicans along with brief highlight on clinical trials and newly approved drugs. Structure-activity relationship has been precisely discussed for each architect along with future perspective that will help medicinal chemists in design and development of potent antifungal agents for tackling infections derived from Candida albicans.

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Section: 23-triazole Derivatives With Antifungal Activity Against As ...mentioning

confidence: 99%

1,2,3‐Triazole Derivatives as an Emerging Scaffold for Antifungal Drug Development against Candida albicans: A Comprehensive Review

Singh

Sharma

et al. 2023

Chemistry & Biodiversity

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“…The signal of carbons at 175.05 ppm was due to the chromone carbonyl carbon, con rming the formation of a 1,2,3-triazole ring in(6a). The HRMS (ESI) for (6a) shows the m/z at 414.1176 for for C 24 H 16 FN 3 O 3 [M + H] + and found 414.1234 Biological Screening: Antimicrobial Activity: Synthesized compounds were screened for in vitro antibacterial and antifungal activity by using agar well diffusion method of Pramod S. Phatak et al [32] For assessing antibacterial activity both Gram positive and Gram negative bacterial pathogens were used. Staphylococcus aureus ATCC 6538, Bacillus megaterium ATCC 2326, Bacillus subtilis ATCC 6633 were Gram positive pathogens used in this study.…”

Section: Synthesismentioning

confidence: 99%

Synthesis, Antimicrobial Evaluation, and Docking Studies of Substituted New Chromone Linked 1,2,3-Triazoles

Nipate

Jadhav

Chate

et al. 2023

Polycyclic Aromatic Compounds

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In Search of new antibacterial, antifungal agents with improved potency, herein we report the synthesis of a series of new substituted 2-(4-uorophenyl)-3-((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)-4H-chromen-4-one derivatives (6a-q), starting from acetophenone. All the Synthesized compounds have been screened for in vitro antibacterial and antifungal activity by using the agar well diffusion method. Among fteen synthesized compounds, four chromone derivatives i. e. (6a-b), (6h), and (6i) have shown pro cient antimicrobial activities. Compound (6a) showed powerful inhibitory activity against all bacterial pathogens but it was not that effective against fungal pathogens on the other hand compound (6b) showed satisfactory activity against fungal pathogens as well. The activity of compounds (6h) and (6i) against S. aureus was remarkable. Other compounds were found active against a few pathogens but activity was good. The compound (6b) was found very effective in inhibiting the growth of S. aureus ATCC 6538 at a low concentration with MIC 190 µg/ml.

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“…Priya et al [25] . and Muluk et al [26] . described the effect of substituted phenoxy moieties with phenylacetamide and benzamide derivatives.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Molecular Docking and Biological Evaluation of 2‐Aryloxy‐N‐Phenylacetamide and N′‐(2‐Aryloxyoxyacetyl) Benzohydrazide Derivatives as Potential Antibacterial Agents

Yele

Azam

Wadhwani

2021

Chemistry & Biodiversity

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A new class of 2‐aryloxy‐N‐phenylacetamide and N′‐(2‐aryloxyoxyacetyl) benzohydrazide derivatives with different active moieties were synthesized and screened for their antibacterial activity. Structural characterization of synthesized compounds was performed using HR‐MS, 1H‐NMR, and 13C‐NMR spectral data. Amongst the synthesized compounds, 4‐{2‐[2‐(2‐chloroacetamido)phenoxy]acetamido}‐3‐nitrobenzoic acid (3h) and 2‐chloro‐N‐(2‐{2‐[2‐(2‐chlorobenzoyl)hydrazinyl]‐2‐oxoethoxy}phenyl)acetamide (3o) have shown good antibacterial activity against a selected panel of bacteria. Besides, compounds also exhibited bactericidal activity against P. aeruginosa (3h, 0.69 μg/mL) and S. aureus (3o, 0.62 μg/mL) as evident by MBC and time‐kill kinetics studies. In silico molecular docking and ADMET properties of newly synthesized compounds revealed that compounds could be considered as promising antibacterial agents.

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Synthesis, antimicrobial activity, and molecular docking study of formylnaphthalenyloxymethyl‐triazolyl‐N‐phenylacetamides

Cited by 20 publications

References 53 publications

1,2,3‐Triazole Derivatives as an Emerging Scaffold for Antifungal Drug Development against Candida albicans: A Comprehensive Review

1,2,3‐Triazole Derivatives as an Emerging Scaffold for Antifungal Drug Development against Candida albicans: A Comprehensive Review

Synthesis, Antimicrobial Evaluation, and Docking Studies of Substituted New Chromone Linked 1,2,3-Triazoles

Synthesis, Molecular Docking and Biological Evaluation of 2‐Aryloxy‐N‐Phenylacetamide and N′‐(2‐Aryloxyoxyacetyl) Benzohydrazide Derivatives as Potential Antibacterial Agents

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