Photo-induced DNA cleavage by (heterocyclo)carbonyl oxime esters of anthraquinone

Jih Ru Hwu; Jhih Ren Yang; Shwu Chen Tsay; Ming Hua Hsu; Yi Chieh Chen; Shang Shing P. Chou

doi:10.1016/j.tetlet.2008.03.056

Photo-induced DNA cleavage by (heterocyclo)carbonyl oxime esters of anthraquinone

Jih Ru Hwu, Jhih Ren Yang, Shwu Chen Tsay, Ming Hua Hsu, Yi Chieh Chen, Shang Shing P. Chou

Department of Chemistry

Research output: Contribution to journal › Article

18 Citations (Scopus)

Abstract

Various (heterocyclo)carbonyl mono-oxime esters of anthraquinone were synthesized, which exhibited an ability for DNA cleavage upon UV irradiation. Their structure-activity relationship was established, in which the most potent compound was anthraquinone O-9-(1,3-benzothiazole-2-carbonyl)oxime (4j). It can produce radical species and nick DNA at the concentration as low as 1.0 μM.

Original language	English
Pages (from-to)	3312-3315
Number of pages	4
Journal	Tetrahedron Letters
Volume	49
Issue number	20
DOIs	https://doi.org/10.1016/j.tetlet.2008.03.056
Publication status	Published - 2008 May 12

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All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

Cite this

Hwu, J. R., Yang, J. R., Tsay, S. C., Hsu, M. H., Chen, Y. C., & Chou, S. S. P. (2008). Photo-induced DNA cleavage by (heterocyclo)carbonyl oxime esters of anthraquinone. Tetrahedron Letters, 49(20), 3312-3315. https://doi.org/10.1016/j.tetlet.2008.03.056

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AU - Chen, Yi Chieh

AU - Chou, Shang Shing P.

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AB - Various (heterocyclo)carbonyl mono-oxime esters of anthraquinone were synthesized, which exhibited an ability for DNA cleavage upon UV irradiation. Their structure-activity relationship was established, in which the most potent compound was anthraquinone O-9-(1,3-benzothiazole-2-carbonyl)oxime (4j). It can produce radical species and nick DNA at the concentration as low as 1.0 μM.

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Access to Document

10.1016/j.tetlet.2008.03.056