Self-assembly of Fluorescent Dehydroberberine Enhances Mitochondria-Dependent Antitumor Efficacy

Chemistry : a European Journal
Ruibing AnHong Liu

Abstract

Selective imaging and inducing mitochondrial dysfunction in tumor cells using mitochondria-targeting probes has become as a promising approach for cancer diagnosis and therapy. Here, we report the design of a fluorescent berberine analog, dehydroberberine (DH-BBR), as a new mitochondria-targeting probe capable of self-assembling into monodisperse organic nanoparticles (DTNPs) upon integration with a lipophilic counter anion, allowing for enhanced fluorescence imaging and treatment of tumors in living mice. X-ray crystallography revealed that the self-assembly process was attributed to a synergy of different molecular interactions, including π-π stacking, O⋅⋅⋅π interaction and electrostatic interaction between DH-BBR and counter anions. We demonstrated that DTNPs could efficiently enter tumor tissue following intravenous injection and enhance mitochondrial delivery of DH-BBR via an electrostatic interaction driven anion exchange process. Selective accumulation in the mitochondria capable of emitting strong fluorescence and causing mitochondrial dysfunction was achieved, enabling efficient inhibition of tumor growth in living mice. This study demonstrates promise for applying lipophilic anions to control molecular self-assembly a...Continue Reading

References

Apr 25, 2000·Cell Death and Differentiation·M E FitchT G Parslow
Jan 6, 2007·PloS One·Marta Martínez-DiezJosé M Cuezva
Nov 4, 2010·Molecular Therapy : the Journal of the American Society of Gene Therapy·Julia V GeorgievaInge S Zuhorn
Feb 26, 2011·Angewandte Chemie·Deju YeJianghong Rao
May 24, 2012·European Journal of Pharmacology·Kotamballi N Chidambara MurthyBhimanagouda S Patil
Jun 19, 2012·Nature Chemical Biology·Lihi Adler-AbramovichEhud Gazit
Aug 30, 2012·Nature Communications·Yuan GaoBing Xu
Feb 6, 2013·Journal of the American Chemical Society·Andrew G CheethamHonggang Cui
Jul 25, 2013·Frontiers in Physiology·Ming Yang, William J Brackenbury
Sep 26, 2013·Journal of the American Chemical Society·Paul K S MagutIsiah M Warner
Jul 1, 2014·Chemical Communications : Chem Comm·Song WuZhen Cheng
Aug 1, 2014·Journal of the American Chemical Society·Ping HuangDeyue Yan
Aug 15, 2015·Chemical Society Reviews·Emiliana De Santis, Maxim G Ryadnov
Feb 24, 2016·Nano Today·Junfeng Shi, Bing Xu
Jun 11, 2016·International Journal of Pharmaceutics·Nathalia Luiza AndreazzaStephanie Bonneau
Jul 8, 2016·Chemistry : a European Journal·Cecilia H Marzabadi, Richard W Franck
Aug 17, 2016·Journal of the American Chemical Society·Huaimin WangBing Xu
Aug 30, 2016·Journal of the American Chemical Society·Nicolas ChuardStefan Matile
Dec 29, 2016·Angewandte Chemie·Sarah R MacEwan, Ashutosh Chilkoti
Jan 21, 2017·Journal of the American Chemical Society·Qianli ZouXuehai Yan
Feb 14, 2017·Journal of the American Chemical Society·Yanbin CaiZhimou Yang

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