Constructing lipid droplet-targeting photosensitizers based on coumarins with NIR emission

Yimin Guo; Weimin Liu; Jie Sha; Xuewei Li; Haohui Ren; Jiasheng Wu; Wenjun Zhang; Chun-Sing Lee; Pengfei Wang

doi:10.1016/j.saa.2023.122698

Constructing lipid droplet-targeting photosensitizers based on coumarins with NIR emission

Spectrochim Acta A Mol Biomol Spectrosc. 2023 Aug 5:296:122698. doi: 10.1016/j.saa.2023.122698. Epub 2023 Apr 2.

Authors

Yimin Guo¹, Weimin Liu², Jie Sha¹, Xuewei Li¹, Haohui Ren¹, Jiasheng Wu¹, Wenjun Zhang³, Chun-Sing Lee³, Pengfei Wang⁴

Affiliations

¹ Key Laboratory of Photochemical Conversion and Optoelectronic Materials and CityU-CAS Joint Laboratory of Functional Materials and Devices, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, People's Republic of China.
² Key Laboratory of Photochemical Conversion and Optoelectronic Materials and CityU-CAS Joint Laboratory of Functional Materials and Devices, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, People's Republic of China; School of Future Technology, University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China. Electronic address: wmliu@mail.ipc.ac.cn.
³ Center Of Super-Diamond and Advanced Films (COSDAF) & Department of Materials Science and Engineering, City University of Hong Kong, Hong Kong Special Administrative Region.
⁴ Key Laboratory of Photochemical Conversion and Optoelectronic Materials and CityU-CAS Joint Laboratory of Functional Materials and Devices, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, People's Republic of China; School of Future Technology, University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China. Electronic address: wangpf@mail.ipc.ac.cn.

PMID: 37031482
DOI: 10.1016/j.saa.2023.122698

Abstract

The development of photosensitizers (PSs) with subcellular targeting capability has raised interest for photodynamic therapy (PDT) research. In this work, two coumarin-based photosensitizers (C-S-2 and C-S-3) were designed and synthesized via expanding their π-conjugation, introducing strong electron-donor and acceptor groups, and adopting sulfur substitution strategy. These sulfured-coumarins exhibited near-infrared emission (greater than 650 nm), lipid droplet-targeting ability and obvious photocytotoxicity under laser irradiation. In particular, C-S-3 exhibited better photostability, superior lipid droplet-targeting capability, and stronger photodynamic effect on cancer cells than C-S-2.

Keywords: Coumarin; Lipid droplet-targeting; Near-infrared emission; Photodynamic effect; Singlet-atom replacement.

MeSH terms

Coumarins / pharmacology
Lipid Droplets
Photochemotherapy*
Photosensitizing Agents* / pharmacology
Photosensitizing Agents* / therapeutic use

Substances

Photosensitizing Agents
Coumarins