Arylboronate prodrugs of doxorubicin as promising chemotherapy for pancreatic cancer

Bioorganic Chemistry
Charles SkarbekRaphaël Labruère

Abstract

This study describes the synthesis of arylboronate-based ROS-responsive prodrugs of doxorubicin and their biological evaluation as anticancer agents. The determination of the most sensitive cancer type toward arylboronate prodrugs is crucial for further consideration of these molecules in clinical phase. To address this goal, an arylboronate-based profluorescent probe was used to compare the capacity of various cancer cell lines to efficiently convert the precursor into the free fluorophore. On the selected MiaPaCa-2 pancreatic cancer cells, a benzeneboronate prodrug exhibited 67% of the cytotoxicity obtained with the free doxorubicin. The prodrug was also able to induce tumor regression on MiaPaCa-2 pancreatic tumor model in ovo. Using this model, the amount of free doxorubicin liberated from this prodrug into the tumor was equivalent to the quantity measured after direct intratumoral injection of the same concentration of doxorubicin.

References

Jan 25, 2005·Proceedings of the National Academy of Sciences of the United States of America·Martin HagedornAndreas Bikfalvi
Dec 13, 2006·Experimental Hematology·Moran TaiziRonald S Goldstein
Mar 1, 2007·Vascular Health and Risk Management·Naoyo NishidaMasamichi Kojiro
May 30, 2009·Nature Reviews. Drug Discovery·Dunyaporn TrachoothamPeng Huang
Mar 6, 2010·BMC Research Notes·Maurice BalkeMartin Hagedorn
Apr 8, 2010·Free Radical Research·Geou-Yarh Liou, Peter Storz
Aug 18, 2010·Angewandte Chemie·Jody L Major Jourden, Seth M Cohen
Dec 1, 2010·Proceedings of the National Academy of Sciences of the United States of America·Genevieve C Van de BittnerChristopher J Chang
Oct 1, 2009·Future Medicinal Chemistry·Stephen J BakerYi Xia
Nov 1, 2011·Journal of the American Chemical Society·Yunyan KuangXiaohua Peng
Dec 22, 2011·Journal of Medicinal Chemistry·Helen HagenAndriy Mokhir
Mar 2, 2012·Chemistry : a European Journal·Sheng CaoXiaohua Peng
Apr 3, 2012·Journal of Molecular and Cellular Cardiology·Yanti OctaviaAn L Moens
Jun 27, 2012·Chemical Research in Toxicology·Jacek ZielonkaBalaraman Kalyanaraman
Jun 30, 2012·Nature Methods·Johannes SchindelinAlbert Cardona
Aug 21, 2012·Therapeutic Delivery·Xiaohua Peng, Varsha Gandhi
Jul 19, 2013·Chemistry : a European Journal·Ahmed AlouaneLudovic Jullien
Apr 6, 2012·ACS Medicinal Chemistry Letters·Quan JiangGuangdi Wang
Sep 23, 2014·Journal of the American Chemical Society·Eun-Joong KimJong Seung Kim
Jun 15, 2015·Breast Cancer Research and Treatment·Changde ZhangGuangdi Wang
Apr 10, 2016·European Journal of Medicinal Chemistry·Lei WangWei Lu
Mar 21, 2017·Chemistry : a European Journal·Viktor ReshetnikovAndriy Mokhir
Jun 1, 2017·Chemistry : a European Journal·Diana AndinaPaola Luciani
Oct 11, 2017·Angewandte Chemie·Steffen DaumAndriy Mokhir
Feb 20, 2018·ACS Medicinal Chemistry Letters·Shilong ZhengGuangdi Wang
Apr 28, 2018·Nature Reviews. Drug Discovery·Jarkko RautioMichael J Hageman

❮ 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.

Related Papers

Critical Reviews in Oncology/hematology
H Brincker
Xenobiotica; the Fate of Foreign Compounds in Biological Systems
T A Connors
Biochemical Society Transactions
D E Wilman
Journal of Medicinal Chemistry
Mariusz SkwarczynskiYoshiaki Kiso
© 2021 Meta ULC. All rights reserved