Citation: Xiao Luo, Youjun Yang, Xuhong Qian. Recent progresses on the development of thioxo-naphthalimides[J]. Chinese Chemical Letters, ;2020, 31(11): 2877-2883. doi: 10.1016/j.cclet.2020.07.009 shu

Recent progresses on the development of thioxo-naphthalimides

Xiao Luo ^a ,
Youjun Yang ^{b, *,} ,
Xuhong Qian ^{a, b, **,}

a.
School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, China
b.
State Key Laboratory of Bioreactor Engineering, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China

^**

yyj@ecust.edu.cn

xhqian@ecust.edu.cn

Received Date: 26 March 2020
Revised Date: 2 July 2020
Accepted Date: 6 July 2020
Available Online: 7 July 2020

Figures(6)

Thioxo/dithioxo-naphthalimide is a class of rarely visited fluorophore, first synthesized in 1999. Facile chemistry was devised to achieve mono or dual thionation of the two carbonyl groups of 1, 8-naphthalimide. Thionation effectively shifts absorption maximum to longer spectral wavelength, significantly increase absorption coefficients, and dramatically enhances intersystem crossing efficiency with respect to their oxo-analogues. They were first explored as potent photocleavers to induce DNA strand break and novel photosensitizers for photodynamic therapies. In recent years, the unique chemistry of thioxo groups has been harnessed to achieve new applications, such as fluorescent sensors for heave metal ions. These unique photochemical and photophysical characteristics revitalize them intriguing functional molecules to investigate. In this short review, we wish to revisit their first discovery, facile synthesis, and the endeavors on the use of thioxo/dithioxo-naphthalimides for novel chemical and biomedical applications.
- Thioxo-naphthalimide,
- Intersystem crossing,
- Photocleaver,
- Photosensitizer,
- Fluorescent sensor
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