The Hydrophobicity and Antifungal Potentiation of Burkholdine Analogues
The burkholdines are a family of cyclic lipopeptides reported to exhibit antifungal activity. We synthesized a series of 18 burkholdine analogues in good yield by conventional Fmoc-SPPS followed by cyclization with DIPCI/HOBt in the solution phase. Although none of the synthesized peptides exhibited...
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MDPI AG
2022-02-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/27/4/1191 |
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| author | Hiroyuki Konno Mio Sasaki Hinata Sano Keima Osawa Kazuto Nosaka Shigekazu Yano |
| author_facet | Hiroyuki Konno Mio Sasaki Hinata Sano Keima Osawa Kazuto Nosaka Shigekazu Yano |
| author_sort | Hiroyuki Konno |
| collection | DOAJ |
| description | The burkholdines are a family of cyclic lipopeptides reported to exhibit antifungal activity. We synthesized a series of 18 burkholdine analogues in good yield by conventional Fmoc-SPPS followed by cyclization with DIPCI/HOBt in the solution phase. Although none of the synthesized peptides exhibited antifungal activity, several did potentiate the antibiotic effect of the antibiotic G418, including the Thr-bearing Bk analogue (<b>4b</b>) and the tartaramide-bearing Bk analogue (<b>5b</b>). This work exemplifies the potential of burkholdine analogues as potentiating agents. |
| first_indexed | 2024-03-09T21:21:35Z |
| format | Article |
| id | doaj.art-3595df763d9a42e3bab928e4c16753ca |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T21:21:35Z |
| publishDate | 2022-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-3595df763d9a42e3bab928e4c16753ca2023-11-23T21:20:11ZengMDPI AGMolecules1420-30492022-02-01274119110.3390/molecules27041191The Hydrophobicity and Antifungal Potentiation of Burkholdine AnaloguesHiroyuki Konno0Mio Sasaki1Hinata Sano2Keima Osawa3Kazuto Nosaka4Shigekazu Yano5Department of Biological Engineering, Graduate School of Science and Engineering, Yamagata University, Yonezawa 992-8510, JapanDepartment of Biological Engineering, Graduate School of Science and Engineering, Yamagata University, Yonezawa 992-8510, JapanDepartment of Biological Engineering, Graduate School of Science and Engineering, Yamagata University, Yonezawa 992-8510, JapanDepartment of Biological Engineering, Graduate School of Science and Engineering, Yamagata University, Yonezawa 992-8510, JapanFaculty of Pharmaceutical Science, Mukogawa Women’s University, Nishinomiya 663-8179, JapanDepartment of Biological Engineering, Graduate School of Science and Engineering, Yamagata University, Yonezawa 992-8510, JapanThe burkholdines are a family of cyclic lipopeptides reported to exhibit antifungal activity. We synthesized a series of 18 burkholdine analogues in good yield by conventional Fmoc-SPPS followed by cyclization with DIPCI/HOBt in the solution phase. Although none of the synthesized peptides exhibited antifungal activity, several did potentiate the antibiotic effect of the antibiotic G418, including the Thr-bearing Bk analogue (<b>4b</b>) and the tartaramide-bearing Bk analogue (<b>5b</b>). This work exemplifies the potential of burkholdine analogues as potentiating agents.https://www.mdpi.com/1420-3049/27/4/1191antifungal activitycyclic octalipopeptideburkholdinepotentiation effect |
| spellingShingle | Hiroyuki Konno Mio Sasaki Hinata Sano Keima Osawa Kazuto Nosaka Shigekazu Yano The Hydrophobicity and Antifungal Potentiation of Burkholdine Analogues Molecules antifungal activity cyclic octalipopeptide burkholdine potentiation effect |
| title | The Hydrophobicity and Antifungal Potentiation of Burkholdine Analogues |
| title_full | The Hydrophobicity and Antifungal Potentiation of Burkholdine Analogues |
| title_fullStr | The Hydrophobicity and Antifungal Potentiation of Burkholdine Analogues |
| title_full_unstemmed | The Hydrophobicity and Antifungal Potentiation of Burkholdine Analogues |
| title_short | The Hydrophobicity and Antifungal Potentiation of Burkholdine Analogues |
| title_sort | hydrophobicity and antifungal potentiation of burkholdine analogues |
| topic | antifungal activity cyclic octalipopeptide burkholdine potentiation effect |
| url | https://www.mdpi.com/1420-3049/27/4/1191 |
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