An Improved Route for the Synthesis of Guanine Quadruplex Ligand
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Authors
Miron, Caitlin E.
Petitjean, Anne
Date
2018-04-24
Type
journal article
Language
en
Keyword
Research Subject Categories::NATURAL SCIENCES::Chemistry::Organic chemistry::Organic synthesis
Alternative Title
Abstract
The recognition of non-canonical DNA and RNA architectures such as guanine quadruplexes by small molecule ligands has become a promising strategy for anticancer and antiviral applications in recent years, leading to an exponential increase in the number of quadruplex ligands reported in the literature. There is consequently a need for “benchmark” compounds which can be used as controls to facilitate comparisons between novel and previously reported ligands. One candidate for this role is Phen-DC3, which binds with high affinity and selectivity to guanine quadruplexes. To encourage its use in this role, an alternate synthetic route for the production of Phen-DC3 that may be more appropriate for implementation on a large scale is reported. This pathway eliminates the need for several hazardous reagents and increases the overall synthetic yield from 21% to a maximum of 43%.
Description
Citation
Publisher
Thieme Stuttgart-New York