Synthesis, Characterization and Bioassay of Novel Substituted 1-(3-(1,3-Thiazol-2-yl)phenyl)-5-oxopyrrolidines
Thiazole derivatives attract the attention of scientists both in the field of organic synthesis and bioactivity research due to their high biological activity. In the present study, thiazole ring was obtained by the interaction of 1-(4-(bromoacetyl)phenyl)-5-oxopyrrolidine-3-carboxylic acid with thi...
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MDPI AG
2020-05-01
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| Series: | Molecules |
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| author | Birutė Sapijanskaitė-Banevič Božena Šovkovaja Rita Vaickelionienė Jūratė Šiugždaitė Eglė Mickevičiūtė |
| author_facet | Birutė Sapijanskaitė-Banevič Božena Šovkovaja Rita Vaickelionienė Jūratė Šiugždaitė Eglė Mickevičiūtė |
| author_sort | Birutė Sapijanskaitė-Banevič |
| collection | DOAJ |
| description | Thiazole derivatives attract the attention of scientists both in the field of organic synthesis and bioactivity research due to their high biological activity. In the present study, thiazole ring was obtained by the interaction of 1-(4-(bromoacetyl)phenyl)-5-oxopyrrolidine-3-carboxylic acid with thiocarbamide or benzenecarbothioamide, as well as tioureido acid. A series of substituted 1-(3-(1,3-thiazol-2-yl)phenyl)-5-oxopyrrolidines with pyrrolidinone, thiazole, pyrrole, 1,2,4-triazole, oxadiazole and benzimidazole heterocyclic fragments were synthesized and their antibacterial properties were evaluated against Gram-positive strains of <i>Staphylococcus aureus</i>, <i>Bacillus cereus</i>, <i>Listeria monocytogenes</i> and Gram-negative <i>Pseudomonas aeruginosa</i>, <i>Escherichia coli</i> and <i>Salmonella enterica enteritidis</i>. The vast majority of compounds exhibited between twofold and 16-fold increased antibacterial effect against the test-cultures when compared with <i>Oxytetracycline</i>. |
| first_indexed | 2024-03-10T19:38:30Z |
| format | Article |
| id | doaj.art-41633221cf874891a77def907991935b |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T19:38:30Z |
| publishDate | 2020-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-41633221cf874891a77def907991935b2023-11-20T01:26:31ZengMDPI AGMolecules1420-30492020-05-012510243310.3390/molecules25102433Synthesis, Characterization and Bioassay of Novel Substituted 1-(3-(1,3-Thiazol-2-yl)phenyl)-5-oxopyrrolidinesBirutė Sapijanskaitė-Banevič0Božena Šovkovaja1Rita Vaickelionienė2Jūratė Šiugždaitė3Eglė Mickevičiūtė4Department of Organic Chemistry, Kaunas University of Technology, Radvilėnų Rd. 19, LT-50254 Kaunas, LithuaniaDepartment of Organic Chemistry, Kaunas University of Technology, Radvilėnų Rd. 19, LT-50254 Kaunas, LithuaniaDepartment of Organic Chemistry, Kaunas University of Technology, Radvilėnų Rd. 19, LT-50254 Kaunas, LithuaniaDepartment of Veterinary Pathobiology, Veterinary Academy, Lithuanian University of Health Sciences, Tilžės Str. 18, LT-47181 Kaunas, LithuaniaDepartment of Information Systems, Kaunas University of Technology, Studentų Str. 50, LT-51368 Kaunas, LithuaniaThiazole derivatives attract the attention of scientists both in the field of organic synthesis and bioactivity research due to their high biological activity. In the present study, thiazole ring was obtained by the interaction of 1-(4-(bromoacetyl)phenyl)-5-oxopyrrolidine-3-carboxylic acid with thiocarbamide or benzenecarbothioamide, as well as tioureido acid. A series of substituted 1-(3-(1,3-thiazol-2-yl)phenyl)-5-oxopyrrolidines with pyrrolidinone, thiazole, pyrrole, 1,2,4-triazole, oxadiazole and benzimidazole heterocyclic fragments were synthesized and their antibacterial properties were evaluated against Gram-positive strains of <i>Staphylococcus aureus</i>, <i>Bacillus cereus</i>, <i>Listeria monocytogenes</i> and Gram-negative <i>Pseudomonas aeruginosa</i>, <i>Escherichia coli</i> and <i>Salmonella enterica enteritidis</i>. The vast majority of compounds exhibited between twofold and 16-fold increased antibacterial effect against the test-cultures when compared with <i>Oxytetracycline</i>.https://www.mdpi.com/1420-3049/25/10/2433biological activityheterocyclesthiazolespyrrolidinonestriazoles |
| spellingShingle | Birutė Sapijanskaitė-Banevič Božena Šovkovaja Rita Vaickelionienė Jūratė Šiugždaitė Eglė Mickevičiūtė Synthesis, Characterization and Bioassay of Novel Substituted 1-(3-(1,3-Thiazol-2-yl)phenyl)-5-oxopyrrolidines Molecules biological activity heterocycles thiazoles pyrrolidinones triazoles |
| title | Synthesis, Characterization and Bioassay of Novel Substituted 1-(3-(1,3-Thiazol-2-yl)phenyl)-5-oxopyrrolidines |
| title_full | Synthesis, Characterization and Bioassay of Novel Substituted 1-(3-(1,3-Thiazol-2-yl)phenyl)-5-oxopyrrolidines |
| title_fullStr | Synthesis, Characterization and Bioassay of Novel Substituted 1-(3-(1,3-Thiazol-2-yl)phenyl)-5-oxopyrrolidines |
| title_full_unstemmed | Synthesis, Characterization and Bioassay of Novel Substituted 1-(3-(1,3-Thiazol-2-yl)phenyl)-5-oxopyrrolidines |
| title_short | Synthesis, Characterization and Bioassay of Novel Substituted 1-(3-(1,3-Thiazol-2-yl)phenyl)-5-oxopyrrolidines |
| title_sort | synthesis characterization and bioassay of novel substituted 1 3 1 3 thiazol 2 yl phenyl 5 oxopyrrolidines |
| topic | biological activity heterocycles thiazoles pyrrolidinones triazoles |
| url | https://www.mdpi.com/1420-3049/25/10/2433 |
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