Small Molecule-Based Fluorescent Organic Nanoassemblies with Strong Hydrogen Bonding Networks for Fine Tuning and Monitoring Drug Delivery in Cancer Cells

Small
Joanna BoucardEléna Ishow

Abstract

Bright supramolecular fluorescent organic nanoassemblies (FONs), based on strongly polar red-emissive benzothiadiazole fluorophores containing acidic units, are fabricated to serve as theranostic tools with large colloidal stability in the absence of a polymer or surfactant. High architectural cohesion is ensured by the multiple hydrogen-bonding networks, reinforced by the dipolar and hydrophobic interactions developed between the dyes. Such interactions are harnessed to ensure high payload encapsulation and efficient trapping of hydrophobic and hydrogen-bonding drugs like doxorubicin, as shown by steady state and time-resolved measurements. Fine tuning of the drug release in cancer cells is achieved by adjusting the structure and combination of the fluorophore acidic units. Notably delayed drug delivery is observed by confocal microscopy compared to the entrance of hydrosoluble doxorubicin, demonstrating the absence of undesirable burst release outside the cells by using FONs. Since FON-constituting fluorophores exhibit a large emission shift from red to green when dissociating in contact with the lipid cellular content, drug delivery could advantageously be followed by dual-color spectral detection, independently of the drug ...Continue Reading

References

Oct 31, 2002·Angewandte Chemie·Dieter Horn, Jens Rieger
Jul 5, 2006·Clinical Cancer Research : an Official Journal of the American Association for Cancer Research·Marlene L HauckMark W Dewhirst
May 5, 2009·International Journal of Pharmaceutics·N T HuynhJ P Benoit
May 6, 2009·Angewandte Chemie·Hans-Jörg Schneider
Apr 2, 2010·Chemical Reviews·Mikhail Y Berezin, Samuel Achilefu
May 27, 2010·Indian Journal of Pharmaceutical Sciences·S MukherjeeR S Thakur
Jan 20, 2011·Proceedings of the National Academy of Sciences of the United States of America·Cliff WongDai Fukumura
May 26, 2011·Accounts of Chemical Research·Pascal TannerWolfgang Meier
Jun 28, 2011·Physical Chemistry Chemical Physics : PCCP·Marie BretonEléna Ishow
Jul 2, 2011·Chemical Reviews·Lyudmila M Bronstein, Zinaida B Shifrina
Oct 7, 2011·Molecular Pharmaceutics·Ruth Duncan, Rogerio Gaspar
May 24, 2012·Chemical Reviews·Marc VendrellYoung-Tae Chang
Jan 24, 2013·Physical Chemistry Chemical Physics : PCCP·Pascale Changenet-BarretSandra Monti
Sep 6, 2013·Chemical Reviews·Jose RamosRoque Hidalgo-Alvarez
Nov 28, 2013·ACS Nano·Liang MaAndrew Smith
Feb 6, 2014·Advanced Materials·Emilie GeninMireille Blanchard-Desce
May 9, 2014·Chemical Communications : Chem Comm·Carmen Alvarez-Lorenzo, Angel Concheiro
Nov 26, 2014·Chemical Reviews·Eun-Kyung LimKwangyeol Lee
Mar 6, 2015·Journal of the American Chemical Society·Kaimin CaiJianjun Cheng
May 16, 2015·Accounts of Chemical Research·Brenno A D NetoJose R Correa
May 21, 2015·Macromolecular Rapid Communications·Jurgen SchillLuc Brunsveld
Aug 6, 2015·Chemical Reviews·Kenneth K Ng, Gang Zheng
Nov 10, 2015·Advanced Healthcare Materials·Adrien FauconEléna Ishow
Jan 23, 2016·Chemical Reviews·Guanying ChenParas N Prasad
Mar 8, 2016·ACS Applied Materials & Interfaces·Yu YangLidong Li
Jul 9, 2016·Journal of Colloid and Interface Science·Adrien FauconEléna Ishow
Oct 11, 2016·Chemical Society Reviews·N GrimaldiN Ventosa
May 5, 2017·International Journal of Molecular Sciences·Karin Binnemars-PostmaJai Prakash
May 30, 2017·Chemical Science·Youyong Yuan, Bin Liu
Nov 9, 2017·Beilstein Journal of Organic Chemistry·Charlotte M SevrainPaul-Alain Jaffrès
Jul 28, 2014·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Xiqi ZhangYen Wei

❮ Previous
Next ❯

Citations

Apr 16, 2019·Frontiers in Chemistry·Valeria CaponettiMarco Montalti
Oct 20, 2020·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Stéphane HoangEléna Ishow
May 2, 2019·Langmuir : the ACS Journal of Surfaces and Colloids·Jing ZhangShiyong Zhang
Aug 20, 2019·ACS Applied Materials & Interfaces·Joanna BoucardEléna Ishow
Oct 14, 2021·Chemistry : a European Journal·Brenno A D NetoJohn Spencer

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.