Long-Wavelength Absorbing Benzimidazolo-Chlorin for Enhanced Photodynamic Therapy

Huiqiang Wu; Sooho Yeo; Jiazhu Li; Jinjun Wang; Woo Kyoung Lee; Il Yoon

doi:10.1021/acsomega.3c01807

Long-Wavelength Absorbing Benzimidazolo-Chlorin for Enhanced Photodynamic Therapy

ACS Omega. 2023 Jun 6;8(24):21941-21947. doi: 10.1021/acsomega.3c01807. eCollection 2023 Jun 20.

Authors

Huiqiang Wu¹, Sooho Yeo¹, Jiazhu Li², Jinjun Wang³, Woo Kyoung Lee¹, Il Yoon¹

Affiliations

¹ Center for Nano Manufacturing and Department of Nanoscience and Engineering, Inje University, 197 Injero, Gimhae, Gyeongnam 50834, Republic of Korea.
² College of Chemistry and Chemical Engineering, Yantai University, Yantai, Shandong 264005, China.
³ College of Food & Biological Engineering, Yantai Institute of Technology, Yantai, Shandong 264005, China.

Abstract

In this study, we condensed methyl pyropheophorbide-a (2) with 1,2-phenylenediamine to synthesize benzimidazolo-chlorin (3a) as an effective near-infrared photosensitizer (PS) with an absorption maximum of 730 nm. The ability of 3a to generate singlet oxygen, as well as its photodynamic effect on A549 and HeLa cells, was investigated. PS exhibited strong phototoxicity and negligible dark toxicity. Its structure was examined by UV-visible spectroscopy, nuclear magnetic resonance, and high-resolution fast atom bombardment mass spectrometry.