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The Hydrophobicity and Antifungal Potentiation of Burkholdine Analogues.

ABSTRACT: 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.

SUBMITTER: Konno H

PROVIDER: S-EPMC8877233 | biostudies-literature | 2022 Feb

REPOSITORIES: biostudies-literature

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The Hydrophobicity and Antifungal Potentiation of Burkholdine Analogues.

Konno Hiroyuki H Sasaki Mio M Sano Hinata H Osawa Keima K Nosaka Kazuto K Yano Shigekazu S

Molecules (Basel, Switzerland) 20220210 4

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 w ...[more]

PMID: 35208979

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