Issue 50, 2020

Mixed alkoxy/hydroxy 1,8-naphthalimides: expanded fluorescence colour palette and in vitro bioactivity

Abstract

An efficient and functional group tolerant route to access hydroxy 1,8-naphthalimides has been used to synthesise a range of mono- and disubstituted hydroxy-1,8-naphthalimides with fluorescence emissions covering the visible spectrum. The dialkoxy substituted compounds prepared possess high quantum yields (up to 0.95) and long fluorescent lifetimes (up to 14 ns). The method has been used to generate scriptaid analogues that successfully inhibit HDAC6 in vitro with tubulin acetylation assays confirming that these compounds are more effective than tubastatin.

Graphical abstract: Mixed alkoxy/hydroxy 1,8-naphthalimides: expanded fluorescence colour palette and in vitro bioactivity

Supplementary files

Article information

Article type
Communication
Submitted
17 Febr. 2020
Accepted
28 Apr. 2020
First published
29 Apr. 2020

Chem. Commun., 2020,56, 6866-6869

Mixed alkoxy/hydroxy 1,8-naphthalimides: expanded fluorescence colour palette and in vitro bioactivity

E. E. Rudebeck, R. P. Cox, T. D. M. Bell, R. Acharya, Z. Feng, N. Gueven, T. D. Ashton and F. M. Pfeffer, Chem. Commun., 2020, 56, 6866 DOI: 10.1039/D0CC01251C

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