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

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^-1 vs. L929 cells in vitro. Actin staining showed that both compounds are potent, but partially reversible, actin disruptors.

SUBMITTER: Hauser M 

PROVIDER: S-EPMC12281303 | biostudies-literature | 2025 Jul

REPOSITORIES: biostudies-literature