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

journal contribution
posted on 2023-05-20, 14:23 authored by Rudebeck, EE, Cox, RP, Bell, TDM, Acharya, R, Feng, Z, Nuri GuvenNuri Guven, Ashton, TD, Pfeffer, FM
An efficient and functional group tolerant route to access hydroxy 1,8-naphthalimides has been used to synthesise a range of monoand 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.

History

Publication title

Chemical Communications

Volume

56

Issue

50

Pagination

6866-6869

ISSN

1359-7345

Department/School

School of Pharmacy and Pharmacology

Publisher

Royal Soc Chemistry

Place of publication

Thomas Graham House, Science Park, Milton Rd, Cambridge, England, Cambs, Cb4 0Wf

Rights statement

© The Royal Society of Chemistry 2020

Repository Status

  • Restricted

Socio-economic Objectives

Clinical health not elsewhere classified

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    University Of Tasmania

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