Endoplasmic Reticulum-Localized Two-Photon-Absorbing Boron Dipyrromethenes as Advanced Photosensitizers for Photodynamic Therapy

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journal

18 Scopus Citations
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Author(s)

  • Yimin Zhou
  • Ying-Kit Cheung
  • Chao Ma
  • Shirui Zhao
  • Wing-Ping Fong
  • Kam Sing Wong
  • Dennis K. P. Ng

Related Research Unit(s)

Detail(s)

Original languageEnglish
Pages (from-to)3952-3961
Journal / PublicationJournal of Medicinal Chemistry
Volume61
Issue number9
Online published22 Apr 2018
Publication statusPublished - 10 May 2018

Abstract

Two advanced boron dipyrromethene (BODIPY) based photosensitizers have been synthesized and characterized. With a glibenclamide analogous moiety, these compounds can localize in the endoplasmic reticulum (ER) of HeLa human cervical carcinoma cells and HepG2 human hepatocarcinoma cells. The BODIPY π skeleton is conjugated with two styryl or carbazolylethenyl groups, which can substantially red-shift the Q-band absorption and fluorescence emission and impart two-photon absorption (TPA) property to the chromophores. The TPA cross section of the carbazole-containing analogue reaches a value of 453 GM at 1010 nm. These compounds also behave as singlet oxygen generators with high photostability. Upon irradiation at λ > 610 nm, these photosensitizers cause photocytotoxicity to these two cell lines with IC50 values down to 0.09 μM, for which the cell death is triggered mainly by ER stress. The two-photon photodynamic activity of the distyryl derivative upon excitation at λ = 800 nm has also been demonstrated.

Research Area(s)

  • 2-PHOTON EXCITATION, IRIDIUM(III) COMPLEXES, CANCER-THERAPY, BODIPY DYES, CELL-DEATH, ER STRESS, APOPTOSIS, PROBES, LIGHT, MITOCHONDRIA

Citation Format(s)

Endoplasmic Reticulum-Localized Two-Photon-Absorbing Boron Dipyrromethenes as Advanced Photosensitizers for Photodynamic Therapy. / Zhou, Yimin; Cheung, Ying-Kit; Ma, Chao; Zhao, Shirui; Gao, Di; Lo, Pui-Chi; Fong, Wing-Ping; Wong, Kam Sing; Ng, Dennis K. P.

In: Journal of Medicinal Chemistry, Vol. 61, No. 9, 10.05.2018, p. 3952-3961.

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journal