Populene D Analogues: Design, Concise Synthesis and Antiproliferative Activity

An efficient and concise synthesis of nine populene D analogues was performed using an iodine-catalyzed Prins cyclization as the key transformation. The antiproliferative activity of these new pyrans against several cancer cell lines was then investigated. Among them, an isochromene with moderate ac...

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Detalles Bibliográficos
Autores principales: Reddy, Kachi R. Kishore Kumar, Longato, Giovanna B., de Carvalho, João E., Ruiz, Ana L. T. G., Silva, Luiz F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269118/
https://www.ncbi.nlm.nih.gov/pubmed/23442985
http://dx.doi.org/10.3390/molecules17089621
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author Reddy, Kachi R. Kishore Kumar
Longato, Giovanna B.
de Carvalho, João E.
Ruiz, Ana L. T. G.
Silva, Luiz F.
author_facet Reddy, Kachi R. Kishore Kumar
Longato, Giovanna B.
de Carvalho, João E.
Ruiz, Ana L. T. G.
Silva, Luiz F.
author_sort Reddy, Kachi R. Kishore Kumar
collection PubMed
description An efficient and concise synthesis of nine populene D analogues was performed using an iodine-catalyzed Prins cyclization as the key transformation. The antiproliferative activity of these new pyrans against several cancer cell lines was then investigated. Among them, an isochromene with moderate activity (mean logGI(50) = 0.91) was found. Additionally, compounds with selectivity toward the tumor cell lines NCI-ADR/RES, OVCAR-3, and HT29 were discovered.
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spelling pubmed-62691182018-12-12 Populene D Analogues: Design, Concise Synthesis and Antiproliferative Activity Reddy, Kachi R. Kishore Kumar Longato, Giovanna B. de Carvalho, João E. Ruiz, Ana L. T. G. Silva, Luiz F. Molecules Article An efficient and concise synthesis of nine populene D analogues was performed using an iodine-catalyzed Prins cyclization as the key transformation. The antiproliferative activity of these new pyrans against several cancer cell lines was then investigated. Among them, an isochromene with moderate activity (mean logGI(50) = 0.91) was found. Additionally, compounds with selectivity toward the tumor cell lines NCI-ADR/RES, OVCAR-3, and HT29 were discovered. MDPI 2012-08-10 /pmc/articles/PMC6269118/ /pubmed/23442985 http://dx.doi.org/10.3390/molecules17089621 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Reddy, Kachi R. Kishore Kumar
Longato, Giovanna B.
de Carvalho, João E.
Ruiz, Ana L. T. G.
Silva, Luiz F.
Populene D Analogues: Design, Concise Synthesis and Antiproliferative Activity
title Populene D Analogues: Design, Concise Synthesis and Antiproliferative Activity
title_full Populene D Analogues: Design, Concise Synthesis and Antiproliferative Activity
title_fullStr Populene D Analogues: Design, Concise Synthesis and Antiproliferative Activity
title_full_unstemmed Populene D Analogues: Design, Concise Synthesis and Antiproliferative Activity
title_short Populene D Analogues: Design, Concise Synthesis and Antiproliferative Activity
title_sort populene d analogues: design, concise synthesis and antiproliferative activity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269118/
https://www.ncbi.nlm.nih.gov/pubmed/23442985
http://dx.doi.org/10.3390/molecules17089621
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