Synthesis and Biological Activity of 3-[Phenyl(1,3-thiazol-2-yl)-amino]propanoic Acids and Their Derivatives

Mickevičius, Vytautas; Voskienė, Aušra; Jonuškienė, Ilona; Kolosej, Ramūnė; Šiugždaitė, Jūratė; Venskutonis, Petras Rimantas; Kazernavičiūtė, Rita; Brazienė, Zita; Jakienė, Elena

doi:10.3390/molecules181215000

Cited by 21 publications

(13 citation statements)

References 41 publications

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“…Pyrrolidinone derivatives are widely known for their biological activities such as antimicrobial [1], antiviral [2], etc. Furthermore, thiazole is an important pharmacophore associated with varied biological activities including antimicrobial [3], antiviral [4]. In the view of this interesting pharmacological content we have decided to design and synthesize the molecular framework of new pyrrolidinone derivatives with heterocyclic or acyclic fragments and investigate their antibacterial activity.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and antibacterial activity of novel 3-substituted 1-(2-methyl-5-nitrophenyl)-5-oxopyrrolidine derivatives

Balandis¹,

Anusevičius²,

Mickevičius³

et al. 2019

Chemical Technology and Engineering. Proceedings.2019.№1

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The synthesis of novel azole derivatives has been accomplished during chemical transformations of the 1-(2-methyl-5-nitrophenyl)-5-oxopyrrolidine-3-carbohydrazide. The structure of the synthesized compounds was determined by NMR and IR spectroscopies. Most of the synthesized compounds were screened for their antibacterial activity against S. aureus, L. monocytogenes, E. coli, and P. aeruginosa bacteria strains. Кеуwordspyrrolidin-2-ones, thiazoles, sulphonylamides, antibacterial activity.

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Section: Introductionmentioning

confidence: 99%

Synthesis and antibacterial activity of novel 3-substituted 1-(2-methyl-5-nitrophenyl)-5-oxopyrrolidine derivatives

Balandis¹,

Anusevičius²,

Mickevičius³

et al. 2019

Chemical Technology and Engineering. Proceedings.2019.№1

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“…In a previous paper, 24 a synthesis of Nphenyl-N-carboxyethylaminothiazoles with antibacterial properties was reported. Also, it was found that 3-[(4-oxo-4,5-dihydro-1,3-thiazol-2-yl)(phenyl)amino]propanoic acid promotes rapeseed growth, increases seed yield and oil content.…”

Section: 23mentioning

confidence: 99%

“…The precipitate was filtered off, washed with water, dried to give 22 as a white solid, yield 88%, 1.37 g, mp 155-156 C (from methanol); IR (ν max , cm [24][25][26][27][28]. A round-bottomed flask equipped with a magnetic stirring bar was charged with a cooled solution of the corresponding aromatic aldehyde (5 mmol) in aqueous 10% NaOH (5 mL), and the compound 23 (1.61 g, 5 mmol) solution in methanol (20 mL) was added dropwise.…”

Section: N-(4-fluorophenyl)-n-(4-phenylthiazol-2-yl)acetamide (22)mentioning

confidence: 99%

Synthesis and antibacterial, antifungal activity of N-(4-fluorophenyl)-N-carboxyethylaminothiazole derivatives

Vaickelionienė¹,

Mickevičius²,

Vaickelionis³

et al. 2015

Arkivoc

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A series of novel N-(4-fluorophenyl)-N-carboxyethylaminothiazoles and thiazolones with aliphatic, aromatic and heterocyclic substituents were obtained in good to excellent overall yields. The synthesized compounds were screened for their antimicrobial and antifungal activity. The antibacterial tests indicated that the functionalized aminothiazole derivatives exhibit a higher activity as compared with thiazolone derivatives.

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“…Hydrazone derivatives of heteroaromatic compounds have also been reported to possess anti-inflammatory 24,25 , anticancer 26 , antitumor 27 , antibacterial or plant-growth activity 28,29 .…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization and Antimicrobial Evaluation of Novel (E)-N'-(4-(1-((3,4-Dimethoxypyridin-2-Yl)Methyl)-1H-1,2,3-Triazol-4-Yl)Benzylidene)Benzohydrazide Derivatives

Saidugari¹,

Vadali²,

Vidya³

et al. 2016

Orient. J. Chem

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The synthesis of novel 1,2,3-triazole-hydrazone derivatives embedded with 3,4-dimethoxy pyridine ring nucleus is described. These derivatives were prepared utilizing, 2-(chloromethyl)-3,4-dimethoxypyridine 1, 4-ethynylbenzaldehye 5 and various benzohydrazides7a-7j. The structures of the newly synthesized 1,2,3-triazole-hydrazones 8a-j was established on the basis of the spectroscopic techniques like 1 H NMR, mass and IR data. They were evaluated against a panel of bacterial and fungal pathogens such as Staphylococcus. pyogens, Staphylococcus. Aureus (Gram positive bacteria), Escherichia.coli, Pseudomonas. aeruginosa (Gram negative bacteria) and Aspergillus niger and Candida albicans (Fungal stains). Compounds 8b, 8c, 8d, 8e and 8f with R = 4-OH, 4-OMe, 4-SO 2 Me, 3,45,-OMe and 3-NO 2 respectively showed moderate antibacterial activity while compounds 8b, 8d, 8i and 8j with R = 4-OH, 4-SO 2 Me, 3,5-dichloro and 2,5-difluoro substitution exhibited very good fungal activity.

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Synthesis and Biological Activity of 3-[Phenyl(1,3-thiazol-2-yl)-amino]propanoic Acids and Their Derivatives

Cited by 21 publications

References 41 publications

Synthesis and antibacterial activity of novel 3-substituted 1-(2-methyl-5-nitrophenyl)-5-oxopyrrolidine derivatives

Synthesis and antibacterial activity of novel 3-substituted 1-(2-methyl-5-nitrophenyl)-5-oxopyrrolidine derivatives

Synthesis and antibacterial, antifungal activity of N-(4-fluorophenyl)-N-carboxyethylaminothiazole derivatives

Synthesis, Characterization and Antimicrobial Evaluation of Novel (E)-N'-(4-(1-((3,4-Dimethoxypyridin-2-Yl)Methyl)-1H-1,2,3-Triazol-4-Yl)Benzylidene)Benzohydrazide Derivatives

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