Novel naphthalimide hydroperoxide photonucleases: The role of thiocyclic-Fused area and the difference in spectra, photochemistry and photobiological activity

Yufang Xu, Xuhong Qian, Wei Yao, Ping Mao, Jingnan Cui

Research output: Contribution to journalArticlepeer-review

28 Scopus citations

Abstract

Novel five- and six-membered thiocyclic-fused naphthalimide hydroperoxides (7, 8) as photonucleases were designed, synthesized via unusual isomerization in Pschorr cyclization and photooxygenation. The five-membered 7 was able to induce single-strand nicks in duplex DNA pH independently (7.0-8.5) at 0.5 μM under 366 nm, while the six-membered 8 could photonick the duplex DNA pH dependently (7.0-8.5) at 5 μM under 450 nm and showed 'time-controlled' photo-bioactivity. Their thiocycles and the angular conjugated plane have contributions to their binding affinity with DNA and photocleaving efficiency.

Original languageEnglish
Pages (from-to)5427-5433
Number of pages7
JournalBioorganic and Medicinal Chemistry
Volume11
Issue number24
DOIs
StatePublished - 1 Dec 2003
Externally publishedYes

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