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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Autores principales: Konno, Hiroyuki, Sasaki, Mio, Sano, Hinata, Osawa, Keima, Nosaka, Kazuto, Yano, Shigekazu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8877233/
https://www.ncbi.nlm.nih.gov/pubmed/35208979
http://dx.doi.org/10.3390/molecules27041191
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author Konno, Hiroyuki
Sasaki, Mio
Sano, Hinata
Osawa, Keima
Nosaka, Kazuto
Yano, Shigekazu
author_facet Konno, Hiroyuki
Sasaki, Mio
Sano, Hinata
Osawa, Keima
Nosaka, Kazuto
Yano, Shigekazu
author_sort Konno, Hiroyuki
collection PubMed
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 (4b) and the tartaramide-bearing Bk analogue (5b). This work exemplifies the potential of burkholdine analogues as potentiating agents.
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spelling pubmed-88772332022-02-26 The Hydrophobicity and Antifungal Potentiation of Burkholdine Analogues Konno, Hiroyuki Sasaki, Mio Sano, Hinata Osawa, Keima Nosaka, Kazuto Yano, Shigekazu Molecules Article 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 (4b) and the tartaramide-bearing Bk analogue (5b). This work exemplifies the potential of burkholdine analogues as potentiating agents. MDPI 2022-02-10 /pmc/articles/PMC8877233/ /pubmed/35208979 http://dx.doi.org/10.3390/molecules27041191 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Konno, Hiroyuki
Sasaki, Mio
Sano, Hinata
Osawa, Keima
Nosaka, Kazuto
Yano, Shigekazu
The Hydrophobicity and Antifungal Potentiation of Burkholdine Analogues
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 Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8877233/
https://www.ncbi.nlm.nih.gov/pubmed/35208979
http://dx.doi.org/10.3390/molecules27041191
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