In Silico and In Vitro Assessment of Antimicrobial and Antibiofilm Activity of Some 1,3-Oxazole-Based Compounds and Their Isosteric Analogues
In this paper, we report on the antimicrobial activity assessment of 49 compounds previously synthesized as derivatives of alanine or phenylalanine that incorporate a 4-(4-X-phenylsulfonyl)phenyl fragment (X = H, Cl, or Br), namely 21 acyclic compounds (6 × <i>N</i>-acyl-α-amino acids, 1...
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| Format: | Article |
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MDPI AG
2022-05-01
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| Online Access: | https://www.mdpi.com/2076-3417/12/11/5571 |
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| author | Theodora-Venera Apostol Mariana Carmen Chifiriuc George Mihai Nitulescu Octavian Tudorel Olaru Stefania-Felicia Barbuceanu Laura-Ileana Socea Elena Mihaela Pahontu Crina Maria Karmezan Luminita Gabriela Marutescu |
| author_facet | Theodora-Venera Apostol Mariana Carmen Chifiriuc George Mihai Nitulescu Octavian Tudorel Olaru Stefania-Felicia Barbuceanu Laura-Ileana Socea Elena Mihaela Pahontu Crina Maria Karmezan Luminita Gabriela Marutescu |
| author_sort | Theodora-Venera Apostol |
| collection | DOAJ |
| description | In this paper, we report on the antimicrobial activity assessment of 49 compounds previously synthesized as derivatives of alanine or phenylalanine that incorporate a 4-(4-X-phenylsulfonyl)phenyl fragment (X = H, Cl, or Br), namely 21 acyclic compounds (6 × <i>N</i>-acyl-α-amino acids, 1 × <i>N</i>-acyl-α-amino acid ester, and 14 × <i>N</i>-acyl-α-amino ketones) and 28 pentatomic heterocycles from the oxazole-based compound class (6 × 4<i>H</i>-1,3-oxazol-5-ones, 16 × 5-aryl-1,3-oxazoles, and 6 × ethyl 1,3-oxazol-5-yl carbonates). Both in silico and in vitro qualitative and quantitative assays were used to investigate the antimicrobial potential of these derivatives against planktonic and biofilm-embedded microbial strains. Some of the tested compounds showed promising antimicrobial and antibiofilm activity depending on their chemical scaffold and lipophilic character. |
| first_indexed | 2024-03-10T01:29:40Z |
| format | Article |
| id | doaj.art-67bc4d3af6df4d019fc27a5c1022530a |
| institution | Directory Open Access Journal |
| issn | 2076-3417 |
| language | English |
| last_indexed | 2024-03-10T01:29:40Z |
| publishDate | 2022-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Applied Sciences |
| spelling | doaj.art-67bc4d3af6df4d019fc27a5c1022530a2023-11-23T13:44:03ZengMDPI AGApplied Sciences2076-34172022-05-011211557110.3390/app12115571In Silico and In Vitro Assessment of Antimicrobial and Antibiofilm Activity of Some 1,3-Oxazole-Based Compounds and Their Isosteric AnaloguesTheodora-Venera Apostol0Mariana Carmen Chifiriuc1George Mihai Nitulescu2Octavian Tudorel Olaru3Stefania-Felicia Barbuceanu4Laura-Ileana Socea5Elena Mihaela Pahontu6Crina Maria Karmezan7Luminita Gabriela Marutescu8Faculty of Pharmacy, “Carol Davila” University of Medicine and Pharmacy, 6 Traian Vuia Street, District 2, 020956 Bucharest, RomaniaDepartment of Botany and Microbiology, Faculty of Biology, University of Bucharest, 1–3 Aleea Portocalelor, District 6, 60101 Bucharest, RomaniaFaculty of Pharmacy, “Carol Davila” University of Medicine and Pharmacy, 6 Traian Vuia Street, District 2, 020956 Bucharest, RomaniaFaculty of Pharmacy, “Carol Davila” University of Medicine and Pharmacy, 6 Traian Vuia Street, District 2, 020956 Bucharest, RomaniaFaculty of Pharmacy, “Carol Davila” University of Medicine and Pharmacy, 6 Traian Vuia Street, District 2, 020956 Bucharest, RomaniaFaculty of Pharmacy, “Carol Davila” University of Medicine and Pharmacy, 6 Traian Vuia Street, District 2, 020956 Bucharest, RomaniaFaculty of Pharmacy, “Carol Davila” University of Medicine and Pharmacy, 6 Traian Vuia Street, District 2, 020956 Bucharest, RomaniaDepartment of Botany and Microbiology, Faculty of Biology, University of Bucharest, 1–3 Aleea Portocalelor, District 6, 60101 Bucharest, RomaniaDepartment of Botany and Microbiology, Faculty of Biology, University of Bucharest, 1–3 Aleea Portocalelor, District 6, 60101 Bucharest, RomaniaIn this paper, we report on the antimicrobial activity assessment of 49 compounds previously synthesized as derivatives of alanine or phenylalanine that incorporate a 4-(4-X-phenylsulfonyl)phenyl fragment (X = H, Cl, or Br), namely 21 acyclic compounds (6 × <i>N</i>-acyl-α-amino acids, 1 × <i>N</i>-acyl-α-amino acid ester, and 14 × <i>N</i>-acyl-α-amino ketones) and 28 pentatomic heterocycles from the oxazole-based compound class (6 × 4<i>H</i>-1,3-oxazol-5-ones, 16 × 5-aryl-1,3-oxazoles, and 6 × ethyl 1,3-oxazol-5-yl carbonates). Both in silico and in vitro qualitative and quantitative assays were used to investigate the antimicrobial potential of these derivatives against planktonic and biofilm-embedded microbial strains. Some of the tested compounds showed promising antimicrobial and antibiofilm activity depending on their chemical scaffold and lipophilic character.https://www.mdpi.com/2076-3417/12/11/5571antimicrobialantibiofilm<i>N</i>-acyl-α-amino acid4<i>H</i>-1,3-oxazol-5-one<i>N</i>-acyl-α-amino acid ester<i>N</i>-acyl-α-amino ketone |
| spellingShingle | Theodora-Venera Apostol Mariana Carmen Chifiriuc George Mihai Nitulescu Octavian Tudorel Olaru Stefania-Felicia Barbuceanu Laura-Ileana Socea Elena Mihaela Pahontu Crina Maria Karmezan Luminita Gabriela Marutescu In Silico and In Vitro Assessment of Antimicrobial and Antibiofilm Activity of Some 1,3-Oxazole-Based Compounds and Their Isosteric Analogues Applied Sciences antimicrobial antibiofilm <i>N</i>-acyl-α-amino acid 4<i>H</i>-1,3-oxazol-5-one <i>N</i>-acyl-α-amino acid ester <i>N</i>-acyl-α-amino ketone |
| title | In Silico and In Vitro Assessment of Antimicrobial and Antibiofilm Activity of Some 1,3-Oxazole-Based Compounds and Their Isosteric Analogues |
| title_full | In Silico and In Vitro Assessment of Antimicrobial and Antibiofilm Activity of Some 1,3-Oxazole-Based Compounds and Their Isosteric Analogues |
| title_fullStr | In Silico and In Vitro Assessment of Antimicrobial and Antibiofilm Activity of Some 1,3-Oxazole-Based Compounds and Their Isosteric Analogues |
| title_full_unstemmed | In Silico and In Vitro Assessment of Antimicrobial and Antibiofilm Activity of Some 1,3-Oxazole-Based Compounds and Their Isosteric Analogues |
| title_short | In Silico and In Vitro Assessment of Antimicrobial and Antibiofilm Activity of Some 1,3-Oxazole-Based Compounds and Their Isosteric Analogues |
| title_sort | in silico and in vitro assessment of antimicrobial and antibiofilm activity of some 1 3 oxazole based compounds and their isosteric analogues |
| topic | antimicrobial antibiofilm <i>N</i>-acyl-α-amino acid 4<i>H</i>-1,3-oxazol-5-one <i>N</i>-acyl-α-amino acid ester <i>N</i>-acyl-α-amino ketone |
| url | https://www.mdpi.com/2076-3417/12/11/5571 |
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