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...

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Autores principales: Daub, Mary Elisabeth, Prudhomme, Jacques, Le Roch, Karine, Vanderwal, Christopher D.
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
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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.
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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
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