Synthesis and biological characterization of novel rose bengal derivatives with improved amphiphilicity for sono-photodynamic therapy

Synthesis and biological characterization of novel rose bengal derivatives with improved... Sono-Photodynamic therapy (SPDT) utilizing ultrasound and light has been demonstrated that this novel approach can lower dosage resulting in reduction of the potential side effects caused by sensitizers. Recently, a new formulation of rose bengal (RB) as an intralesional injection has completed clinical trials phase II for PDT treatment of melanoma cancer. However, the inherent unfavorable pharmacological properties of RB hindered its extensive clinical development. With the aim to identify new RB derivatives (RBDs) with enhanced photodynamic and sonodynamic anticancer efficiency, a series of amphiphilic RBDs have been designed, synthesized and biological characterized. Among them, RBD4 significantly improved cellular uptake and enhanced intracellular ROS generation efficiency upon light and ultrasound irradiation, resulting in dramatically improved anticancer potency. Notably, RBD4 has a relative potency similar to sinoporphyrin sodium (DVDMS), indicating its further potential application for SPDT. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png European Journal of Medicinal Chemistry Elsevier

Synthesis and biological characterization of novel rose bengal derivatives with improved amphiphilicity for sono-photodynamic therapy

Synthesis and biological characterization of novel rose bengal derivatives with improved amphiphilicity for sono-photodynamic therapy

European Journal of Medicinal Chemistry 145 (2018) 86e95 Contents lists available at ScienceDirect European Journal of Medicinal Chemistry journal homepage: http://www.elsevier.com/locate/ejmech Research paper Synthesis and biological characterization of novel rose bengal derivatives with improved amphiphilicity for sono-photodynamic therapy a, 1 a, 1 a a b Hai-Jun Chen , Xiao-Bin Zhou , Ai-Lan Wang , Bi-Yuan Zheng , Chih-Kuang Yeh , a, * Jian-Dong Huang College of Chemistry, State Key Laboratory of Photocatalysis on Energy and Environment, Fujian Provincial Key Laboratory of Cancer Metastasis Chemoprevention and Chemotherapy, Fuzhou University, Fuzhou 350116, China Department of Biomedical Engineering and Environmental Science, National Tsing Hua University, Hsinchu 30013, Taiwan article i nf o abstract Article history: Sono-Photodynamic therapy (SPDT) utilizing ultrasound and light has been demonstrated that this novel Received 20 October 2017 approach can lower dosage resulting in reduction of the potential side effects caused by sensitizers. Received in revised form Recently, a new formulation of rose bengal (RB) as an intralesional injection has completed clinical trials 7 December 2017 phase II for PDT treatment of melanoma cancer. However, the inherent unfavorable pharmacological Accepted 28 December 2017 properties of RB hindered its extensive clinical development. With the aim to identify new RB derivatives Available online 2 January 2018 (RBDs) with enhanced photodynamic and sonodynamic anticancer efficiency, a series of amphiphilic RBDs have been designed, synthesized and biological characterized. Among them, RBD4 significantly Keywords: improved cellular uptake and enhanced intracellular ROS generation efficiency upon light and ultra- Sono-photodynamic therapy sound irradiation, resulting in dramatically improved anticancer potency. Notably, RBD4 has a relative Sensitizers potency similar to sinoporphyrin sodium (DVDMS), indicating its further...
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Publisher
Elsevier
Copyright
Copyright © 2018 Elsevier Masson SAS
ISSN
0223-5234
eISSN
1768-3254
D.O.I.
10.1016/j.ejmech.2017.12.091
Publisher site
See Article on Publisher Site

Abstract

Sono-Photodynamic therapy (SPDT) utilizing ultrasound and light has been demonstrated that this novel approach can lower dosage resulting in reduction of the potential side effects caused by sensitizers. Recently, a new formulation of rose bengal (RB) as an intralesional injection has completed clinical trials phase II for PDT treatment of melanoma cancer. However, the inherent unfavorable pharmacological properties of RB hindered its extensive clinical development. With the aim to identify new RB derivatives (RBDs) with enhanced photodynamic and sonodynamic anticancer efficiency, a series of amphiphilic RBDs have been designed, synthesized and biological characterized. Among them, RBD4 significantly improved cellular uptake and enhanced intracellular ROS generation efficiency upon light and ultrasound irradiation, resulting in dramatically improved anticancer potency. Notably, RBD4 has a relative potency similar to sinoporphyrin sodium (DVDMS), indicating its further potential application for SPDT.

Journal

European Journal of Medicinal ChemistryElsevier

Published: Feb 10, 2018

References

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