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

Elley E. Rudebeck; Rosalind P. Cox; Toby D.M. Bell; Rameshwor Acharya; Zikai Feng; Nuri Gueven; Trent D. Ashton; Frederick M. Pfeffer

doi:10.1039/d0cc01251c

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

Elley E. Rudebeck, Rosalind P. Cox, Toby D.M. Bell, Rameshwor Acharya, Zikai Feng, Nuri Gueven, Trent D. Ashton, Frederick M. Pfeffer

School of Chemistry

Research output: Contribution to journal › Article › Other › peer-review

15 Citations (Scopus)

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.

Original language	English
Pages (from-to)	6866-6869
Number of pages	4
Journal	Chemical Communications
Volume	56
Issue number	50
DOIs	https://doi.org/10.1039/d0cc01251c
Publication status	Published - 25 Jun 2020

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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.",

author = "Rudebeck, {Elley E.} and Cox, {Rosalind P.} and Bell, {Toby D.M.} and Rameshwor Acharya and Zikai Feng and Nuri Gueven and Ashton, {Trent D.} and Pfeffer, {Frederick M.}",

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AU - Rudebeck, Elley E.

AU - Cox, Rosalind P.

AU - Bell, Toby D.M.

AU - Acharya, Rameshwor

AU - Feng, Zikai

AU - Gueven, Nuri

AU - Ashton, Trent D.

AU - Pfeffer, Frederick M.

PY - 2020/6/25

Y1 - 2020/6/25

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AB - 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.

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

Abstract

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