Highly-efficient DNA photocleavers with long wavelength absorptions: thio-heterocyclic fused naphthalimides containing aminoalkyl side chains

Xuhong Qian; Yonggang Li; Yufang Xu; Yan Liu; Baoyuan Qu

doi:10.1016/j.bmcl.2004.02.059

Highly-efficient DNA photocleavers with long wavelength absorptions: thio-heterocyclic fused naphthalimides containing aminoalkyl side chains

Bioorg Med Chem Lett. 2004 May 17;14(10):2665-8. doi: 10.1016/j.bmcl.2004.02.059.

Authors

Xuhong Qian¹, Yonggang Li, Yufang Xu, Yan Liu, Baoyuan Qu

Affiliation

¹ State Key Laboratory of Fine Chemicals, Dalian University of Technology, PO Box 40, 158 Zhongshan Road, Dalian 116012, China. xhqian@dlut.edu.cn

PMID: 15109674
DOI: 10.1016/j.bmcl.2004.02.059

Abstract

Thio-heterocyclic fused naphthalimides with aminoalkyl side chains were designed, synthesized and evaluated. These compounds have long wavelength absorptions and binding affinities to Calf thymus DNA. They could photodamage supercoiled pBR322 DNA from form I (closed) to II (nicked) at a concentration as low as 0.5 microM and to form III (linear) at a concentration of 50 microM. A possible mechanism of superoxide anion was provided.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amines
Animals
DNA / drug effects
DNA / radiation effects
DNA Damage / drug effects*
DNA Damage / radiation effects
Drug Design
Heterocyclic Compounds, 4 or More Rings / chemical synthesis
Heterocyclic Compounds, 4 or More Rings / pharmacology*
Imides
Light
Photolysis
Plasmids / drug effects
Plasmids / radiation effects
Radiation-Sensitizing Agents / chemical synthesis*
Radiation-Sensitizing Agents / pharmacology
Structure-Activity Relationship
Sulfides

Substances

Amines
Heterocyclic Compounds, 4 or More Rings
Imides
Radiation-Sensitizing Agents
Sulfides
DNA
calf thymus DNA