Cargando…
Synthesis and Potent Antimalarial Activity of Kalihinol B
[Image: see text] Of the 50+ kalihinane diterpenoids reported to date, only five had been tested for antimalarial activity, in spite of the fact that kalihinol A is the most potent among the members of the larger family of antimalarial isocyanoterpenes. We have validated a strategy designed to acces...
Autores principales: | , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical
Society
2015
|
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4415034/ https://www.ncbi.nlm.nih.gov/pubmed/25815413 http://dx.doi.org/10.1021/jacs.5b01152 |
_version_ | 1782369018493009920 |
---|---|
author | Daub, Mary Elisabeth Prudhomme, Jacques Le Roch, Karine Vanderwal, Christopher D. |
author_facet | Daub, Mary Elisabeth Prudhomme, Jacques Le Roch, Karine Vanderwal, Christopher D. |
author_sort | Daub, Mary Elisabeth |
collection | PubMed |
description | [Image: see text] Of the 50+ kalihinane diterpenoids reported to date, only five had been tested for antimalarial activity, in spite of the fact that kalihinol A is the most potent among the members of the larger family of antimalarial isocyanoterpenes. We have validated a strategy designed to access many of the kalihinanes with a 12-step enantioselective synthesis of kalihinol B, the tetrahydrofuran isomer of kalihinol A (a tetrahydropyran). Kalihinol B shows similarly high potency against chloroquine-resistant Plasmodium falciparum. |
format | Online Article Text |
id | pubmed-4415034 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | American Chemical
Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-44150342016-03-27 Synthesis and Potent Antimalarial Activity of Kalihinol B Daub, Mary Elisabeth Prudhomme, Jacques Le Roch, Karine Vanderwal, Christopher D. J Am Chem Soc [Image: see text] Of the 50+ kalihinane diterpenoids reported to date, only five had been tested for antimalarial activity, in spite of the fact that kalihinol A is the most potent among the members of the larger family of antimalarial isocyanoterpenes. We have validated a strategy designed to access many of the kalihinanes with a 12-step enantioselective synthesis of kalihinol B, the tetrahydrofuran isomer of kalihinol A (a tetrahydropyran). Kalihinol B shows similarly high potency against chloroquine-resistant Plasmodium falciparum. American Chemical Society 2015-03-27 2015-04-22 /pmc/articles/PMC4415034/ /pubmed/25815413 http://dx.doi.org/10.1021/jacs.5b01152 Text en Copyright © 2015 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Daub, Mary Elisabeth Prudhomme, Jacques Le Roch, Karine Vanderwal, Christopher D. Synthesis and Potent Antimalarial Activity of Kalihinol B |
title | Synthesis
and Potent Antimalarial Activity of Kalihinol
B |
title_full | Synthesis
and Potent Antimalarial Activity of Kalihinol
B |
title_fullStr | Synthesis
and Potent Antimalarial Activity of Kalihinol
B |
title_full_unstemmed | Synthesis
and Potent Antimalarial Activity of Kalihinol
B |
title_short | Synthesis
and Potent Antimalarial Activity of Kalihinol
B |
title_sort | synthesis
and potent antimalarial activity of kalihinol
b |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4415034/ https://www.ncbi.nlm.nih.gov/pubmed/25815413 http://dx.doi.org/10.1021/jacs.5b01152 |
work_keys_str_mv | AT daubmaryelisabeth synthesisandpotentantimalarialactivityofkalihinolb AT prudhommejacques synthesisandpotentantimalarialactivityofkalihinolb AT lerochkarine synthesisandpotentantimalarialactivityofkalihinolb AT vanderwalchristopherd synthesisandpotentantimalarialactivityofkalihinolb |