Details
| Original language | English |
|---|---|
| Pages (from-to) | 26048-26051 |
| Number of pages | 4 |
| Journal | RSC Advances |
| Volume | 15 |
| Issue number | 32 |
| Publication status | Published - 22 Jul 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.
ASJC Scopus subject areas
- Chemistry(all)
- General Chemistry
- Chemical Engineering(all)
- General Chemical Engineering
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In: RSC Advances, Vol. 15, No. 32, 22.07.2025, p. 26048-26051.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Synthesis of l-β-(6-azulenyl)alanine and the fluorescent actin disruptor (6-azuleno)chalasin H
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
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=105011404984&partnerID=8YFLogxK
U2 - 10.1039/d5ra04702a
DO - 10.1039/d5ra04702a
M3 - Article
AN - SCOPUS:105011404984
VL - 15
SP - 26048
EP - 26051
JO - RSC Advances
JF - RSC Advances
SN - 2046-2069
IS - 32
ER -