Synthesis and biological activity of diisothiocyanate-derived mercapturic acids

Bioorganic & Medicinal Chemistry Letters
2016.0

Abstract

This Letter deals with new non-natural diisothiocyanates, their mercapturic acid derivatives-conjugated with N-acetylcysteine as well as their antiproliferative activity towards human colon cancer cell lines and their inhibitory potency towards histone deacetylase activity. The activity of analysed isothiocyanates is not significantly different than their N-acetylcysteine conjugates. In comparison to simple mono-isothiocyanate analogues, aliphatic diisothiocyanates and their conjugates are much more active than the simple presence of two isothiocyanate functionalities could indicate.

Knowledge Graph

Similar Paper

Synthesis and biological activity of diisothiocyanate-derived mercapturic acids
Bioorganic & Medicinal Chemistry Letters 2016.0
Phosphorus-containing isothiocyanate-derived mercapturic acids as a useful alternative for parental isothiocyanates in experimental oncology
Bioorganic & Medicinal Chemistry Letters 2018.0
Synthesis and antiproliferative activity of novel α- and β-dialkoxyphosphoryl isothiocyanates
Bioorganic & Medicinal Chemistry Letters 2011.0
Design, synthesis and biological evaluation of new naphtalene diimides bearing isothiocyanate functionality
European Journal of Medicinal Chemistry 2012.0
New aryldithiolethione derivatives as potent histone deacetylase inhibitors
Bioorganic & Medicinal Chemistry 2010.0
Phenylalkyl isothiocyanate-cysteine conjugates as glutathione S-transferase stimulating agents
Journal of Medicinal Chemistry 1992.0
Synthesis and Anticancer Activity Comparison of Phenylalkyl Isoselenocyanates with Corresponding Naturally Occurring and Synthetic Isothiocyanates
Journal of Medicinal Chemistry 2008.0
Synthesis and structure–activity relationships of aliphatic isothiocyanate analogs as antibiotic agents
Medicinal Chemistry Research 2013.0
Azide-alkyne cycloaddition en route to novel 1H-1,2,3-triazole tethered isatin conjugates with in vitro cytotoxic evaluation
European Journal of Medicinal Chemistry 2012.0
Antitumour activity of sphingoid base adducts of phenethyl isothiocyanate
Bioorganic & Medicinal Chemistry Letters 2000.0