Synthesis of Functionalized Cannabilactones

A new approach to synthesize cannabilactones using Suzuki cross-coupling reaction followed by one-step demethylation-cyclization is presented. The two key cannabilactone prototypes AM1710 and AM1714 were obtained selectively in high overall yields and in a lesser number of synthetic steps when compa...

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Autores principales: Liu, Yingpeng, Ho, Thanh C., Baradwan, Mohammed, Pascual Lopez-Alberca, Maria, Iliopoulos-Tsoutsouvas, Christos, Nikas, Spyros P., Makriyannis, Alexandros
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7037859/
https://www.ncbi.nlm.nih.gov/pubmed/32041131
http://dx.doi.org/10.3390/molecules25030684
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author Liu, Yingpeng
Ho, Thanh C.
Baradwan, Mohammed
Pascual Lopez-Alberca, Maria
Iliopoulos-Tsoutsouvas, Christos
Nikas, Spyros P.
Makriyannis, Alexandros
author_facet Liu, Yingpeng
Ho, Thanh C.
Baradwan, Mohammed
Pascual Lopez-Alberca, Maria
Iliopoulos-Tsoutsouvas, Christos
Nikas, Spyros P.
Makriyannis, Alexandros
author_sort Liu, Yingpeng
collection PubMed
description A new approach to synthesize cannabilactones using Suzuki cross-coupling reaction followed by one-step demethylation-cyclization is presented. The two key cannabilactone prototypes AM1710 and AM1714 were obtained selectively in high overall yields and in a lesser number of synthetic steps when compared to our earlier synthesis. The new approach expedited the synthesis of cannabilactone analogs with structural modifications at the four potential pharmacophoric regions.
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spelling pubmed-70378592020-03-10 Synthesis of Functionalized Cannabilactones Liu, Yingpeng Ho, Thanh C. Baradwan, Mohammed Pascual Lopez-Alberca, Maria Iliopoulos-Tsoutsouvas, Christos Nikas, Spyros P. Makriyannis, Alexandros Molecules Article A new approach to synthesize cannabilactones using Suzuki cross-coupling reaction followed by one-step demethylation-cyclization is presented. The two key cannabilactone prototypes AM1710 and AM1714 were obtained selectively in high overall yields and in a lesser number of synthetic steps when compared to our earlier synthesis. The new approach expedited the synthesis of cannabilactone analogs with structural modifications at the four potential pharmacophoric regions. MDPI 2020-02-06 /pmc/articles/PMC7037859/ /pubmed/32041131 http://dx.doi.org/10.3390/molecules25030684 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Liu, Yingpeng
Ho, Thanh C.
Baradwan, Mohammed
Pascual Lopez-Alberca, Maria
Iliopoulos-Tsoutsouvas, Christos
Nikas, Spyros P.
Makriyannis, Alexandros
Synthesis of Functionalized Cannabilactones
title Synthesis of Functionalized Cannabilactones
title_full Synthesis of Functionalized Cannabilactones
title_fullStr Synthesis of Functionalized Cannabilactones
title_full_unstemmed Synthesis of Functionalized Cannabilactones
title_short Synthesis of Functionalized Cannabilactones
title_sort synthesis of functionalized cannabilactones
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7037859/
https://www.ncbi.nlm.nih.gov/pubmed/32041131
http://dx.doi.org/10.3390/molecules25030684
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AT iliopoulostsoutsouvaschristos synthesisoffunctionalizedcannabilactones
AT nikasspyrosp synthesisoffunctionalizedcannabilactones
AT makriyannisalexandros synthesisoffunctionalizedcannabilactones

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