Novel 2-aminothiazonaphthalimides as visible light activatable photonucleases: Effects of intercalation, heterocyclic-fused area and side chains

Zhigang Li; Qing Yang; Xuhong Qian

doi:10.1016/j.bmcl.2005.02.053

Novel 2-aminothiazonaphthalimides as visible light activatable photonucleases: Effects of intercalation, heterocyclic-fused area and side chains

Zhigang Li
, Qing Yang
, Xuhong Qian^*

^*Corresponding author for this work

Dalian University of Technology
East China University of Science and Technology

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

29 Scopus citations

Abstract

A new family of 2-aminothiazonaphthalimides with different side chains as novel intercalative and visible light activatable photonucleases, was designed, synthesized and quantitatively evaluated. The order of their photocleaving abilities was parallel to that of their intercalative properties. The compound with linear heterocyclic-fused chromophore could intercalate into and photocleave DNA more efficiently than the one with angular heterocyclic-fused chromophore. B₂, the most efficient compound, caused obvious DNA damage at 1 μM. Mechanism experiment showed that superoxide anion was involved.

Original language	English
Pages (from-to)	1769-1772
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	15
Issue number	7
DOIs	https://doi.org/10.1016/j.bmcl.2005.02.053
State	Published - 1 Apr 2005
Externally published	Yes

Keywords

Heterocycles
Intercalation
Photocleaver
Plasmid DNA

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10.1016/j.bmcl.2005.02.053

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title = "Novel 2-aminothiazonaphthalimides as visible light activatable photonucleases: Effects of intercalation, heterocyclic-fused area and side chains",

abstract = "A new family of 2-aminothiazonaphthalimides with different side chains as novel intercalative and visible light activatable photonucleases, was designed, synthesized and quantitatively evaluated. The order of their photocleaving abilities was parallel to that of their intercalative properties. The compound with linear heterocyclic-fused chromophore could intercalate into and photocleave DNA more efficiently than the one with angular heterocyclic-fused chromophore. B2, the most efficient compound, caused obvious DNA damage at 1 μM. Mechanism experiment showed that superoxide anion was involved.",

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T2 - Effects of intercalation, heterocyclic-fused area and side chains

AU - Li, Zhigang

AU - Yang, Qing

AU - Qian, Xuhong

PY - 2005/4/1

Y1 - 2005/4/1

N2 - A new family of 2-aminothiazonaphthalimides with different side chains as novel intercalative and visible light activatable photonucleases, was designed, synthesized and quantitatively evaluated. The order of their photocleaving abilities was parallel to that of their intercalative properties. The compound with linear heterocyclic-fused chromophore could intercalate into and photocleave DNA more efficiently than the one with angular heterocyclic-fused chromophore. B2, the most efficient compound, caused obvious DNA damage at 1 μM. Mechanism experiment showed that superoxide anion was involved.

AB - A new family of 2-aminothiazonaphthalimides with different side chains as novel intercalative and visible light activatable photonucleases, was designed, synthesized and quantitatively evaluated. The order of their photocleaving abilities was parallel to that of their intercalative properties. The compound with linear heterocyclic-fused chromophore could intercalate into and photocleave DNA more efficiently than the one with angular heterocyclic-fused chromophore. B2, the most efficient compound, caused obvious DNA damage at 1 μM. Mechanism experiment showed that superoxide anion was involved.

KW - Heterocycles

KW - Intercalation

KW - Photocleaver

KW - Plasmid DNA

UR - https://www.scopus.com/pages/publications/15044358598

U2 - 10.1016/j.bmcl.2005.02.053

DO - 10.1016/j.bmcl.2005.02.053

M3 - 文章

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AN - SCOPUS:15044358598

SN - 0960-894X

VL - 15

SP - 1769

EP - 1772

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 7

ER -

Novel 2-aminothiazonaphthalimides as visible light activatable photonucleases: Effects of intercalation, heterocyclic-fused area and side chains

Abstract

Keywords

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