Synthesis of Aureobasidin B Analogs and Their Antifungal Activity Against Candida albicans

Document Type : Research Article

Authors

1 Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor, West Java, INDONESIA

2 Central Laboratory, Universitas Padjadjaran, Jatinangor, West Java, INDONESIA

Abstract

Aureobasidins (Abs) are a class of cyclodepsipeptides with interesting antifungal properties but they are difficult to synthesize. This study aimed to synthesize analogs of aureobasidin B (AbB) by a combination of solid- and solution-phase synthesis and to investigate their antifungal properties. The linear peptides were synthesized on 2-chlorotrityl chloride resin with Fmoc strategy and a range of coupling reagents including HATU/HOAt, HBTU/HOBt, and BTC/sym-collidine. The cyclization step was undertaken in the solution phase. Four cyclic nonapeptides (NP1-NP4) and ten cyclic heptapeptides (HP1-HP2, HP4-HP11) were successfully synthesized and characterized. The analogs NP1, NP4, HP1, and HP2 demonstrated moderate antifungal activity against Candida albicans

Keywords

Main Subjects

References

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Iranian Journal of Chemistry and Chemical Engineering
Volume 41, Issue 12 - Serial Number 122
December 2022
Pages 4180-4192

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