Green synthesis of novel pyrazoline carbothioamides: A potent antimicrobial and antioxidant agents

Achutha, Dileep Kumar; Vagish, C.B.; Renuka, N.; Lokeshwari, Devirammanahalii Mahadevaswamy; Kariyappa, Ajay Kumar

doi:10.1016/j.cdc.2020.100445

Cited by 10 publications

(4 citation statements)

References 33 publications

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“…In another study, a green technique was presented for the preparation of thiophene-pyrazole hybrids via the reaction of chalcones using thiosemicarbazide hydrochloride in an aqueous medium of citrus extract (as a green solvent), leading to the production of thiophene tethered pyrazoline carbothioamides. These compounds exhibited excellent antimicrobial effects, as well as radical scavenging abilities [ 46 ].…”

Section: Greener Synthesis Of Chalcones and Their Derivativesmentioning

confidence: 99%

Antiviral and antimicrobial applications of chalcones and their derivatives: From nature to greener synthesis

Nematollahi,

Mehrabani,

Hozhabri

et al. 2023

Heliyon

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Section: Greener Synthesis Of Chalcones and Their Derivativesmentioning

confidence: 99%

Antiviral and antimicrobial applications of chalcones and their derivatives: From nature to greener synthesis

Nematollahi,

Mehrabani,

Hozhabri

et al. 2023

Heliyon

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“…In the series of the corresponding pyrazole‐1‐carbothioamides 32 (X = S), the same substitution pattern in the phenyl ring at position 5 of pyrazoline that was evidenced for pyrazoline‐1‐carboxamides is present in the structure of the most potent pyrazole‐1‐carbothioamides against the same microbial strains. [ 46 ] In addition, carbothioamide 32 (R = R 1 = Cl; X = S) is more potent than reference drugs ciprofloxacin and nystatin (MIC values between 10 and 20 μg/ml) against the aforementioned microbes. On the contrary, the most potent analogs 33 (Figure 5) having a 2‐methyl group in the thiophene ring had a different substitution pattern of the phenyl moiety at position 5 of pyrazoline ring.…”

Section: Antimicrobial Compounds Based On Thiophene‐substituted Heter...mentioning

confidence: 99%

Thiophene‐containing compounds with antimicrobial activity

Roman¹

2022

Archiv der Pharmazie

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Thiophene, as a member of the group of five-membered heterocycles containing one heteroatom, is one of the simplest heterocyclic systems. Many synthetic strategies allow the accurate positioning of various functionalities onto the thiophene ring. This review provides a comprehensive, systematic and detailed account of the developments in the field of antimicrobial compounds featuring at least one thiophene ring in their structure, over the last decade.

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“…Several natural and synthetic pyrazole derivatives possess wide spectrum of pharmacological potentials with druggable properties [ 9 ]. For instance, the pyrazole analogs exhibit cytotoxicity against DLA cells, reduces tumour loads, and downregulates tumour progression proliferation [ 10 ].…”

Section: Introductionmentioning

confidence: 99%

Design, synthesis, characterization, and antioxidant activity studies of novel thienyl-pyrazoles

Kumara

Prabhudeva

Vagish

et al. 2021

Heliyon

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In a sustained search for novel and effective antioxidants, a potential therapeutic leads against renal, and neurological disorders. Amongst the heterocycles, pyrazole and their derivatives have been extensively studied for their biological potencies, particularly to a larger extent for their antioxidant properties. Although many of pyrazole derivatives displayed antioxidant activities, still there is a need of developing efficient protocol for their synthesis, involving ecofriendly conditions, molecules of greater antioxidant efficacy and lesser toxicity, etc. In this context, the current study presents an amberlyst-15 catalysed efficient synthesis of 2-pyrazoline derivatives, 5 ( a - g ) via (3 + 2) annulation of chalcones with phenylhydrazines. Structure proofs of new pyrazoles offered by spectral studies, and the molecular structure of compound 5d of the series by crystallographic studies, which revealed an intra molecular hydrogen bond interactions (C–H⋯N type), and stabilization by C–H...π and π---π molecular interactions. Of the series, compounds 5g and 5h show excellent DPPH (IC 50 = 0.245 ± 0.01, and 0.284 ± 0.02 μM); and hydroxyl (IC 50 = 0.905 ± 0.01, and 0.892 ± 0.01μM) radical scavenging activities comparable with respective controls, ascorbic acid (IC 50 = 0.483 ± 0.01μM) and BHA (IC 50 = 1.739 ± 0.01μM). The molecular docking and ADME/Tox studies indicate that, these compounds have good antioxidant activity through π-π stacking with Catalase via Try337 and Phe140, and therefore, might be lead antioxidants for further study.

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Green synthesis of novel pyrazoline carbothioamides: A potent antimicrobial and antioxidant agents

Cited by 10 publications

References 33 publications

Antiviral and antimicrobial applications of chalcones and their derivatives: From nature to greener synthesis

Antiviral and antimicrobial applications of chalcones and their derivatives: From nature to greener synthesis

Thiophene‐containing compounds with antimicrobial activity

Design, synthesis, characterization, and antioxidant activity studies of novel thienyl-pyrazoles

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