8 research outputs found
Stable and Selective Formation of Hoogsteen-Type Triplexes and Duplexes Using Twisted Intercalating Nucleic Acids (TINA) Prepared via Postsynthetic Sonogashira Solid-Phase Coupling Reactions
Intercalating nucleic acids: The inversion of the stereocenter in 1-O-(pyren-1-ylmethyl)glycerol from R to S. Thermal stability towards ssDNA, ssRNA and its own type of oligodeoxynucleotides.
<strong>Stability of Hoogsteen-type triplexes - electrostatic attraction between duplex backbone and triplex-forming oligonucleotide (TFO) using an intercalating conjugate</strong>
The Effect of INA [(<em>R</em>)-1-<em>O</em>-(1-Pyrenylmethyl)Glycerol] Insertions on the Structure and Biological Activity of a G-Quadruplex from a Critical <em>Kras</em> G-Rich Sequence
Synthesis and Antiviral Evaluation of 6-(Trifluoromethylbenzyl) and 6-(Fluorobenzyl) Analogues of HIV Drugs Emivirine and GCA-186
Author:2 From the Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh, Saudi ArabiaThe present study describes the synthesis and antiviral evaluation of a series of novel 6-(3-trifluoromethylbenzyl)
and 6-(fluorobenzyl) analogues of the HIV drugs emivirine and GCA-186.
The objective was to investigate whether the fluoro or trifluoromethyl substituents could lead
to an improved antiviral activity against HIV-1 wild type and mutants resistant to non-nucleoside
RT inhibitors. The biological test results showed that the most of theses compounds showed
good activity against wild type HIV-1. Among them, compound 1-(ethoxymethyl)-6-(3-fluorobenzyl)-
5-isopropyluracil (9i) showed the largest inhibitory potency (EC50 = 0.02 lM), resulting
equally potent than Emivirine against wild type HIV-1. Furthermore, compound 9i showed marginal
better activity against resistant mutants than Emivirine. The key steps in the synthesis of
the target compounds were either reaction of an appropriate b-keto ester with thiourea or a
cross-coupling reaction of 6-chloro-2,4-dimethoxypyrimidines with benzylic Grignard reagents