Next Article in Journal
Astragalus Polysaccharide Improves Palmitate-Induced Insulin Resistance by Inhibiting PTP1B and NF-κB in C2C12 Myotubes
Next Article in Special Issue
Synthesis of Oligonucleotides Carrying Thiol Groups Using a Simple Reagent Derived from Threoninol
Previous Article in Journal
Chemical Composition of Essential Oils of Litsea cubeba Harvested from Its Distribution Areas in China
Previous Article in Special Issue
Development of Diversified Methods for Chemical Modification of the 5,6-Double Bond of Uracil Derivatives Depending on Active Methylene Compounds
Molecules 2012, 17(6), 7067-7082; doi:10.3390/molecules17067067
Article

Synthesis, DNA-Binding and Antiproliferative Properties of Acridine and 5-Methylacridine Derivatives

1,2
,
1,2
,
3
 and
1,2,*
Received: 8 May 2012 / Revised: 24 May 2012 / Accepted: 4 June 2012 / Published: 8 June 2012
(This article belongs to the Special Issue Nucleic Acid Analogs)
Download PDF [395 KB, uploaded 18 June 2014]

Abstract

Several acridine derivatives were synthesized and their anti-proliferative activity was determined. The most active molecules were derivatives of 5-methylacridine-4-carboxylic acid. The DNA binding properties of the synthesized acridines were analyzed by competitive dialysis and compared with the anti-proliferative activities. While inactive acridine derivatives showed high selectivity for G-quadruplex structures, the most active 5-methylacridine-4-carboxamide derivatives had high affinity for DNA but showed poor specificity. An NMR titration study was performed with the most active 5-methylacridine-4-carboxamide, confirming the high affinity of this compound for both duplex and quadruplex DNAs.
Keywords: acridine; DNA-binding drugs; solid-phase synthesis; G-quadruplex; NMR acridine; DNA-binding drugs; solid-phase synthesis; G-quadruplex; NMR
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote
MDPI and ACS Style

Ferreira, R.; Aviñó, A.; Mazzini, S.; Eritja, R. Synthesis, DNA-Binding and Antiproliferative Properties of Acridine and 5-Methylacridine Derivatives. Molecules 2012, 17, 7067-7082.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

Cited By

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert