Synthesis of l-β-(6-azulenyl)alanine and the fluorescent actin disruptor (6-azuleno)chalasin H

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OriginalspracheEnglisch
Seiten (von - bis)26048-26051
Seitenumfang4
FachzeitschriftRSC Advances
Jahrgang15
Ausgabenummer32
PublikationsstatusVeröffentlicht - 22 Juli 2025

Abstract

l-β-(6-Azulenyl)alanine was synthesised for the first time. Supplementation of this compound to Pyricularia grisea ΔpyiA led to the biosynthesis of the unnatural (6-azuleno)chalasin H and its 1′-bromo congener that have unprecedented natural product skeletons and that are both fluorescent and highly cytotoxic, with IC50 of 0.18 μg mL−1vs. L929 cells in vitro. Actin staining showed that both compounds are potent, but partially reversible, actin disruptors.

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Synthesis of l-β-(6-azulenyl)alanine and the fluorescent actin disruptor (6-azuleno)chalasin H. / Hauser, Maurice; Schmidt, Katharina; Beiderwieden, Leonard et al.
in: RSC Advances, Jahrgang 15, Nr. 32, 22.07.2025, S. 26048-26051.

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

Hauser, M, Schmidt, K, Beiderwieden, L, Yi, C, Gerdes, K, Kalesse, M, Gerke, J, Stradal, TE & Cox, RJ 2025, 'Synthesis of l-β-(6-azulenyl)alanine and the fluorescent actin disruptor (6-azuleno)chalasin H', RSC Advances, Jg. 15, Nr. 32, S. 26048-26051. https://doi.org/10.1039/d5ra04702a
Hauser, M., Schmidt, K., Beiderwieden, L., Yi, C., Gerdes, K., Kalesse, M., Gerke, J., Stradal, T. E., & Cox, R. J. (2025). Synthesis of l-β-(6-azulenyl)alanine and the fluorescent actin disruptor (6-azuleno)chalasin H. RSC Advances, 15(32), 26048-26051. https://doi.org/10.1039/d5ra04702a
Hauser M, Schmidt K, Beiderwieden L, Yi C, Gerdes K, Kalesse M et al. Synthesis of l-β-(6-azulenyl)alanine and the fluorescent actin disruptor (6-azuleno)chalasin H. RSC Advances. 2025 Jul 22;15(32):26048-26051. doi: 10.1039/d5ra04702a
Hauser, Maurice ; Schmidt, Katharina ; Beiderwieden, Leonard et al. / Synthesis of l-β-(6-azulenyl)alanine and the fluorescent actin disruptor (6-azuleno)chalasin H. in: RSC Advances. 2025 ; Jahrgang 15, Nr. 32. S. 26048-26051.
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AU - Hauser, Maurice

AU - Schmidt, Katharina

AU - Beiderwieden, Leonard

AU - Yi, Cheng

AU - Gerdes, Kjeld

AU - Kalesse, Markus

AU - Gerke, Jennifer

AU - Stradal, Theresia E.

AU - Cox, Russell J.

N1 - Publisher Copyright: © 2025 The Royal Society of Chemistry.

PY - 2025/7/22

Y1 - 2025/7/22

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