Naphthalimide-thiazoles as novel photonucleases: Molecular design, synthesis, and evaluation

Yonggang Li; Yufang Xu; Xuhong Qian; Baoyuan Qu

doi:10.1016/j.tetlet.2003.11.145

Naphthalimide-thiazoles as novel photonucleases: Molecular design, synthesis, and evaluation

Yonggang Li
, Yufang Xu
, Xuhong Qian^*
, Baoyuan Qu

^*Corresponding author for this work

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

70 Scopus citations

Abstract

A new family of photonucleases, naphthalimide-thiazoles was synthesized and evaluated. These compounds intercalated into DNA efficiently and damaged DNA photochemically at concentrations as low as 5μM. Mechanistic experiment suggests that a novel naphthalimide-thiazole radical produced via an excited triple state might be involved in the DNA photodamage. Different activity may arise from the impact of substituents at 2-phenyl ring of thiazole on the electron population of excited triple state according to AM1 semi-empirical calculation.

Original language	English
Pages (from-to)	1247-1251
Number of pages	5
Journal	Tetrahedron Letters
Volume	45
Issue number	6
DOIs	https://doi.org/10.1016/j.tetlet.2003.11.145
State	Published - 2 Feb 2004
Externally published	Yes

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10.1016/j.tetlet.2003.11.145

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title = "Naphthalimide-thiazoles as novel photonucleases: Molecular design, synthesis, and evaluation",

abstract = "A new family of photonucleases, naphthalimide-thiazoles was synthesized and evaluated. These compounds intercalated into DNA efficiently and damaged DNA photochemically at concentrations as low as 5μM. Mechanistic experiment suggests that a novel naphthalimide-thiazole radical produced via an excited triple state might be involved in the DNA photodamage. Different activity may arise from the impact of substituents at 2-phenyl ring of thiazole on the electron population of excited triple state according to AM1 semi-empirical calculation.",

author = "Yonggang Li and Yufang Xu and Xuhong Qian and Baoyuan Qu",

year = "2004",

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T1 - Naphthalimide-thiazoles as novel photonucleases

T2 - Molecular design, synthesis, and evaluation

AU - Li, Yonggang

AU - Xu, Yufang

AU - Qian, Xuhong

AU - Qu, Baoyuan

PY - 2004/2/2

Y1 - 2004/2/2

N2 - A new family of photonucleases, naphthalimide-thiazoles was synthesized and evaluated. These compounds intercalated into DNA efficiently and damaged DNA photochemically at concentrations as low as 5μM. Mechanistic experiment suggests that a novel naphthalimide-thiazole radical produced via an excited triple state might be involved in the DNA photodamage. Different activity may arise from the impact of substituents at 2-phenyl ring of thiazole on the electron population of excited triple state according to AM1 semi-empirical calculation.

AB - A new family of photonucleases, naphthalimide-thiazoles was synthesized and evaluated. These compounds intercalated into DNA efficiently and damaged DNA photochemically at concentrations as low as 5μM. Mechanistic experiment suggests that a novel naphthalimide-thiazole radical produced via an excited triple state might be involved in the DNA photodamage. Different activity may arise from the impact of substituents at 2-phenyl ring of thiazole on the electron population of excited triple state according to AM1 semi-empirical calculation.

UR - https://www.scopus.com/pages/publications/0742269724

U2 - 10.1016/j.tetlet.2003.11.145

DO - 10.1016/j.tetlet.2003.11.145

M3 - 文章

AN - SCOPUS:0742269724

SN - 0040-4039

VL - 45

SP - 1247

EP - 1251

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 6

ER -

Naphthalimide-thiazoles as novel photonucleases: Molecular design, synthesis, and evaluation

Abstract

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