Synthesis and Antioxidant Activity of New Thiazole Analogues Possessing Urea, Thiourea, and Selenourea Functionality

Reddy, M. Vijaya Bhaskara; Srinivasulu, D.; Kotha, Peddanna; Apparao, Ch; Ramesh, P.

doi:10.1080/00397911.2015.1095929

Cited by 20 publications

(5 citation statements)

References 27 publications

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“…Then, a concentration of 0.004% w/v of DPPH in methanol was prepared. Different concentrations of Cu-MOF/penicillinoate@Cu-MOF (1 mL each) were added to 4 mL of the DPPH solution and shaken in the dark at 25 C for 0.5 h. Then, the compounds (Cu-MOF/penicillinoate@Cu-MOF) were separated by nanofiltration, and at 517 nm, the absorbance of the sub-filter solution and DPPH solution was measured with UV-Vis ( Bhaskara Reddy et al, 2015 ; Moghaddam-Manesh et al, 2020a ). The results are provided in Section 3 .…”

Section: Materials Devices and Methodsmentioning

confidence: 99%

Microwave-assisted synthesis and development of novel penicillinoate@copper metal-organic frameworks as a potent antibacterial agent

Abdulkadhim,

Husein Kamona,

Shamikh Al-Saedi

et al. 2024

Front. Chem.

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Recently, nanoscience, especially metal–organic frameworks (MOFs), has been used to increase the effectiveness and properties of drugs. In this study, by using microwave irradiation; penicillin, which is a known antibiotic; and copper metal–organic frameworks (Cu-MOFs), a new penicillinoate@copper metal–organic framework (penicillinoate@Cu-MOF) was synthesized. The structure and characterization of the newly synthesized compound were determined using FT-IR spectrums, EDAX analysis, elemental analysis, XRD patterns, SEM images, nitrogen adsorption/desorption curves, and TGA curve. Then, its antimicrobial effects were evaluated on numerous Gram-positive and Gram-negative bacterial strains and were compared with those of penicillin and gentamicin. In continuation of the biological activities, antioxidant tests were performed on the compounds using the DPPH method. For biological activities, the synthesized penicillinoate@Cu-MOF is much more effective than penicillin and Cu-MOF. The loading of penicillin on the nanostructure and the presence of copper in the final composition can be attributed to the high antibiotic properties of the synthesized composition.

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Section: Materials Devices and Methodsmentioning

confidence: 99%

Microwave-assisted synthesis and development of novel penicillinoate@copper metal-organic frameworks as a potent antibacterial agent

Abdulkadhim,

Husein Kamona,

Shamikh Al-Saedi

et al. 2024

Front. Chem.

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“…Free radical scavenging activity of all synthesized heterocycles were evaluated against DPPH [34]. 1 ml of various concentrations of all compounds (25, 50, 75, and 100 µg ml −1 ) in methanol was added to 4 ml of 0.004% (w/v) methanolic solution of freshly prepared DPPH.…”

Section: Methodsmentioning

confidence: 99%

Green multicomponent synthesis, antimicrobial and antioxidant evaluation of novel 5-amino-isoxazole-4-carbonitriles

Beyzaei

Deljoo

Aryan

et al. 2018

Chemistry Central Journal

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BackgroundDesign and synthesis of new inhibitor agents to deal with pathogenic microorganisms is expanding. In this project, an efficient, environmentally friendly, economical, rapid and mild procedure was developed for the synthesis of novel functionalized isoxazole derivatives as antimicrobial potentials.MethodsMulticomponent reaction between malononitrile (1), hydroxylamine hydrochloride (2) and different aryl or heteroaryl aldehydes 3a–i afforded novel 5-amino-isoxazole-4-carbonitriles 4a–i in good product yields and short reaction times. Deep eutectic solvent K2CO3/glycerol was used as catalytic reaction media. Structure of all molecules were characterized by different analytical tools. In vitro inhibitory activity of all derivatives was evaluated against a variety of pathogenic bacteria including both Gram-negative and Gram-positive strains as well as some fungi. In addition, their free radical scavenging activities were assessed against DPPH.ResultsBroad-spectrum antimicrobial activities were observed with isoxazoles 4a, b, d. In addition, antioxidant activity of isoxazole 4i was proven on DPPH.ConclusionsIn this project, compounds 4a, b, d could efficiently inhibit the growth of various bacterial and fungal pathogens. Antioxidant properties of derivative 4i were also significant. These biologically active compounds are suitable candidates to synthesize new prodrugs and drugs due to the presence of different functional groups on their rings. Electronic supplementary materialThe online version of this article (10.1186/s13065-018-0488-0) contains supplementary material, which is available to authorized users.

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“…The class of thiazole-ring-bearing compounds is one of the most extensively studied classes of aromatic five-membered heterocycles. They contain nitrogen and sulfur heteroatoms, and play an important role in medicinal chemistry due to their extensive applications, such as antibacterial (Mishra et al, 2020;Srivastava et al, 2019), antifungal (Meleddu et al, 2016), anticancer (Gomha et al, 2016;Ramos-Inza et al, 2019;Sharma et al, 2020), anti-inflammatory (Araniciu et al, 2014;Ro ¨dl et al, 2014), anti-HIV (Venkatachalam et al, 2001), antimalarial (Bueno et al, 2016), anti-oxidant (Jaishree et al, 2012;Bhaskara Reddy et al, 2015;Geronikaki et al, 2013), analgesic (Siddiqui et al, 2019;Kumar & Singh, 2021), anticonvulsant (Mishchenko et al, 2020), antidiabetic (Gao et al, 2016;Wang et al, 2018) and antihypertensive (El-Enany et al, 2020). The thiazole nucleus is an essential unit present in many natural molecules, such as thiamin (known as vitamin B1), which play a vital role in human life (Chhabria et al, 2016).…”

Section: Introductionmentioning

confidence: 99%

Experimental and theoretical investigations on a furan-2-carboxamide-bearing thiazole: synthesis, molecular characterization by IR/NMR/XRD, electronic characterization by DFT, Hirshfeld surface analysis and biological activity

Çakmak¹,

Kırca²,

Veyisoglu³

et al. 2022

Acta Crystallogr C Struct Chem

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A thiazole-based heterocyclic amide, namely, N-(thiazol-2-yl)furan-2-carboxamide, C8H6N2O2S, was synthesized and investigated for its antimicrobial activity. The structure was characterized by elemental analysis and IR, 1H NMR, and 13C NMR spectroscopy. The molecular and electronic structures were investigated experimentally by single-crystal X-ray diffraction (XRD) and theoretically by density functional theory (DFT) modelling. The compound crystallized in the monoclinic space group P21/n and the asymmetric unit contains two symmetrically independent molecules. Several noncovalent interactions were recorded by XRD and analysed with Hirshfeld surface analysis (HSA) calculations. Natural bond orbital, molecular electrostatic potential, second-order nonlinear optical and thermodynamic property analyses were also carried out using the DFT/B3LYP method. The title compound was evaluated for antimicrobial activity against eight microorganisms consisting of Gram-negative bacteria, Gram-positive bacteria and fungi. The compound showed good antimicrobial activity against the eight tested microorganisms. This suggests that the compound merits further study for potential pharmacological and medical applications.

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Synthesis and Antioxidant Activity of New Thiazole Analogues Possessing Urea, Thiourea, and Selenourea Functionality

Abstract: Characterization 1-(5-(2-chlorobenzoyl)-4-(3-chlorophenyl)thiazol-2-yl)-3-(4-methoxyphenyl)urea (3b):

Cited by 20 publications

References 27 publications

Microwave-assisted synthesis and development of novel penicillinoate@copper metal-organic frameworks as a potent antibacterial agent

Microwave-assisted synthesis and development of novel penicillinoate@copper metal-organic frameworks as a potent antibacterial agent

Green multicomponent synthesis, antimicrobial and antioxidant evaluation of novel 5-amino-isoxazole-4-carbonitriles

Experimental and theoretical investigations on a furan-2-carboxamide-bearing thiazole: synthesis, molecular characterization by IR/NMR/XRD, electronic characterization by DFT, Hirshfeld surface analysis and biological activity

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