Importance of lipophilicity for potent anti-herpes simplex virus-1 activity of α-hydroxytropolones

MedChemComm
Alex J BerkowitzRyan P Murelli

Abstract

We previously reported that troponoid compounds profoundly inhibit replication of herpes simplex virus (HSV)-1 and HSV-2 in cell culture, including acyclovir-resistant mutants. Synthesis of 26 alpha-hydroxylated tropolones (αHTs) led to a preliminary structure-activity relationship highlighting the potency of bi-phenyl side chains. Here, we explore the structure-activity relationship in more detail, with a focus on various biaryl and other lipophilic molecules. Along with our prior structure-function analysis, we present a refined structure-activity relationship that reveals the importance of the lipophilicity and nature of the side chain for potent anti-HSV-1 activity in cells. We expect this new information will help guide future optimization of αHTs as HSV antivirals.

References

Aug 23, 2012·PLoS Pathogens·April J SchumacherSandra K Weller
Sep 7, 2012·Cold Spring Harbor Perspectives in Biology·Sandra K Weller, Donald M Coen
Nov 22, 2012·Organic Letters·Christine MeckRyan P Murelli
Aug 5, 2014·MedChemComm·Christine MeckRyan P Murelli
Oct 1, 2014·Antimicrobial Agents and Chemotherapy·John E TavisLynda A Morrison
Jan 21, 2016·Antimicrobial Agents and Chemotherapy·Peter J IrelandLynda A Morrison
Nov 4, 2017·Organic & Biomolecular Chemistry·D R HirschR P Murelli
Feb 7, 2018·Veterinary Microbiology·Shannon D DehghanpirJoel D Baines

❮ Previous
Next ❯

Citations

Oct 1, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ellen BakStuart F J Le Grice
Jul 3, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Marco A Almaraz-GirónSandra L Castañón-Alonso

❮ Previous
Next ❯

Related Concepts

Related Feeds

Antivirals (ASM)

Antivirals are medications that are used specifically for treating viral infections. Discover the latest research on antivirals here.

Antivirals

Antivirals are medications that are used specifically for treating viral infections. Discover the latest research on antivirals here.