Natural and synthetic G-quadruplex interactive berberine derivatives.

  title={Natural and synthetic G-quadruplex interactive berberine derivatives.},
  author={Marco Franceschin and Luigi Rossetti and A. D’Ambrosio and Stefano Schirripa and Armandodoriano Bianco and Giancarlo Ortaggi and M. De Santis Savino and Christoph M Schultes and Stephen Neidle},
  journal={Bioorganic \& medicinal chemistry letters},
  volume={16 6},

Selective Interactions with Various G-Quadruplex DNA Forming Sequences by Berberine and Palmatine Analogues

In this article/review, the selective interactions of several berberine and palmatine derivatives with various DNA G-quadruplex structures are reported. These derivatives were constructed starting

A mass spectrometric investigation of novel quadruplex DNA-selective berberine derivatives.

ESI mass spectrometry was used to assess the binding of 13-substituted, 5-nitro-2-phenylindolyl- and 2-naphthalenyl-based berberine derivatives, which showed selectivity for quadruplex over duplex DNA and stabilised the quadruplex structure.

Natural Aromatic Compounds as Scaffolds to Develop Selective G-Quadruplex Ligands: From Previously Reported Berberine Derivatives to New Palmatine Analogues

The preliminary studies of the interactions of these compounds with various G-quadruplex-forming sequences were carried out by means of various structural and biochemical techniques, which showed that the presence of suitable side chains is very useful for improving the interaction of the ligands with G- quadruplex structures.

Xanthene and Xanthone Derivatives as G-Quadruplex Stabilizing Ligands

The dimeric compound and the three-side chain xanthone derivative have been shown to represent the best compounds emerging from the different series of ligands presented here, having also high selectivity for G-quadruplex structures with respect to duplex DNA.

Study of alkaloid berberine and its interaction with the human telomeric i-motif DNA structure.

Screening potential antitumor agents from natural plant extracts by G-quadruplex recognition and NMR methods.

This work addresses the address of a novel approach for fast screening of G-quadruplex ligands from natural plant extracts, a complicated mixtures system with multiform unknown chemical frames, with known structure.

Non-Flat Bisbenzylisoquinoline Alkaloid Fangchinoline As a Class of Potent G-Quadruplex Stabilizer with Anti-cancer Activity

Compounds selectively binding and stabilizing G-quadruplex structures could inhibit the telomerase or down- regulate the oncogenes and may act as anti-cancer drugs. An alkaloid with non-flat



Trisubstituted acridine derivatives as potent and selective telomerase inhibitors.

The synthesis and evaluation for telomerase-inhibitory and quadruplex DNA binding properties of three related series of rationally designed trisubstituted acridine derivatives support a model for the action of these compounds that involves the stabilization of intermediate quadruplex structures that inhibit the elongation of telomeric DNA by telomersase in tumor cells.

The different biological effects of telomestatin and TMPyP4 can be attributed to their selectivity for interaction with intramolecular or intermolecular G-quadruplex structures.

This study has demonstrated that telomestatin interacts preferentially with intramolecular versus intermolecular G-quadruplex structures and also has a 70-fold selectivity for intramolescular G -quadru Plex structures over duplex DNA, and induces anaphase bridges in sea urchin embryos, whereas TMPyP4 did not have this effect.

Ethidium derivatives bind to G-quartets, inhibit telomerase and act as fluorescent probes for quadruplexes.

Ethidium derivatives that stabilize G-quadruplexes are described, which showed a potent anti-telomerase activity in vitro, and may be used to reveal the formation of multi-stranded DNA structures by standard fluorescence imaging, and therefore become fluorescent probes of quadruplex structures.

Telomerase inhibitors based on quadruplex ligands selected by a fluorescence assay

Fluorescence energy transfer can be used to reveal the formation of four-stranded DNA structures, and its stabilization by quadruplex-binding agents, in an effort to discover new potent telomerase inhibitors.

The relationship between ligand aggregation and G-quadruplex DNA selectivity in a series of 3,4,9,10-perylenetetracarboxylic acid diimides.

These studies demonstrate the first DNA structure selectivity as achieved through pH-mediated ligand aggregation and the less G-quadruplex DNA selective ligand PIPER can unwind double-stranded, closed circular plasmid DNA, as determined by a topoisomerase I assay.

Detection of telomerase inhibitors based on g-quadruplex ligands by a modified telomeric repeat amplification protocol assay.

A TRAP-G4 assay is developed that will allow the unambiguous detection of the inhibitory properties of a G-quadruplex ligand on telomerase activity and is able to discriminate them from other telomersase inhibitors.

Crystal structure of parallel quadruplexes from human telomeric DNA

This crystal structure of a quadruplex formed from four consecutive human telomeric DNA repeats and grown at a K+ concentration that approximates its intracellular concentration suggests a straightforward path for telomere folding and unfolding, as well as ways in which it can recognize telomerre-associated proteins.