New DNA binding ligands as a model of chromomycin A 3

Shuhei Imoto; Yoshinari Haruta; Kyouichi Watanabe; Shigeki Sasaki

doi:10.1016/j.bmcl.2004.07.043

New DNA binding ligands as a model of chromomycin A ₃

Shuhei Imoto
, Yoshinari Haruta
, Kyouichi Watanabe
, Shigeki Sasaki

Chemo-Pharmaceutical Sciences

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

10 Citations (Scopus)

Abstract

Small molecules with DNA-binding affinity within the minor groove have become of great interest. In this study, new DNA-binding ligands were designed to mimic Chromomycin A ₃ (CRA ₃), which contains a hydroxylated tetrahydroanthracene chromophore substituted with di and trisaccharides. The trisaccharide part of CRA ₃ that is supposed to contribute to form the Mg ²⁺-coordinated dimer was expected to be mimicked by a simple alkyl group attached to the chromophore part as new model compounds. The present study has successfully demonstrated that the new ligands form Mg ²⁺-coordinated dimer complexes to exhibit DNA-binding affinity.

Original language	English
Pages (from-to)	4855-4859
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	14
Issue number	19
DOIs	https://doi.org/10.1016/j.bmcl.2004.07.043
Publication status	Published - Oct 4 2004

All Science Journal Classification (ASJC) codes

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2004.07.043

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title = "New DNA binding ligands as a model of chromomycin A 3 ",

abstract = "Small molecules with DNA-binding affinity within the minor groove have become of great interest. In this study, new DNA-binding ligands were designed to mimic Chromomycin A 3 (CRA 3), which contains a hydroxylated tetrahydroanthracene chromophore substituted with di and trisaccharides. The trisaccharide part of CRA 3 that is supposed to contribute to form the Mg 2+-coordinated dimer was expected to be mimicked by a simple alkyl group attached to the chromophore part as new model compounds. The present study has successfully demonstrated that the new ligands form Mg 2+-coordinated dimer complexes to exhibit DNA-binding affinity.",

author = "Shuhei Imoto and Yoshinari Haruta and Kyouichi Watanabe and Shigeki Sasaki",

note = "Funding Information: This work was supported by a Grant-in-Aid for Scientific Research (B) from Japan Society for the Promotion of Science (JSPS).",

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T1 - New DNA binding ligands as a model of chromomycin A 3

AU - Imoto, Shuhei

AU - Haruta, Yoshinari

AU - Watanabe, Kyouichi

AU - Sasaki, Shigeki

N1 - Funding Information: This work was supported by a Grant-in-Aid for Scientific Research (B) from Japan Society for the Promotion of Science (JSPS).

PY - 2004/10/4

Y1 - 2004/10/4

N2 - Small molecules with DNA-binding affinity within the minor groove have become of great interest. In this study, new DNA-binding ligands were designed to mimic Chromomycin A 3 (CRA 3), which contains a hydroxylated tetrahydroanthracene chromophore substituted with di and trisaccharides. The trisaccharide part of CRA 3 that is supposed to contribute to form the Mg 2+-coordinated dimer was expected to be mimicked by a simple alkyl group attached to the chromophore part as new model compounds. The present study has successfully demonstrated that the new ligands form Mg 2+-coordinated dimer complexes to exhibit DNA-binding affinity.

AB - Small molecules with DNA-binding affinity within the minor groove have become of great interest. In this study, new DNA-binding ligands were designed to mimic Chromomycin A 3 (CRA 3), which contains a hydroxylated tetrahydroanthracene chromophore substituted with di and trisaccharides. The trisaccharide part of CRA 3 that is supposed to contribute to form the Mg 2+-coordinated dimer was expected to be mimicked by a simple alkyl group attached to the chromophore part as new model compounds. The present study has successfully demonstrated that the new ligands form Mg 2+-coordinated dimer complexes to exhibit DNA-binding affinity.

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M3 - Article

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JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

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ER -

New DNA binding ligands as a model of chromomycin A ₃

Abstract

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