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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Main Authors: Kachi R. Kishore Kumar Reddy, Giovanna B. Longato, João E. de Carvalho, Ana L. T. G. Ruiz, Luiz F. Silva, Jr.
Format: Article
Language:English
Published: MDPI AG 2012-08-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/17/8/9621
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author Kachi R. Kishore Kumar Reddy
Giovanna B. Longato
João E. de Carvalho
Ana L. T. G. Ruiz
Luiz F. Silva, Jr.
author_facet Kachi R. Kishore Kumar Reddy
Giovanna B. Longato
João E. de Carvalho
Ana L. T. G. Ruiz
Luiz F. Silva, Jr.
author_sort Kachi R. Kishore Kumar Reddy
collection DOAJ
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<sub>50</sub> = 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 doaj.art-9484a12b3f8e4f00be0cef79a09d5e5d2022-12-22T01:58:30ZengMDPI AGMolecules1420-30492012-08-011789621963010.3390/molecules17089621Populene D Analogues: Design, Concise Synthesis and Antiproliferative ActivityKachi R. Kishore Kumar ReddyGiovanna B. LongatoJoão E. de CarvalhoAna L. T. G. RuizLuiz F. Silva, Jr.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<sub>50</sub> = 0.91) was found. Additionally, compounds with selectivity toward the tumor cell lines NCI-ADR/RES, OVCAR-3, and HT29 were discovered.http://www.mdpi.com/1420-3049/17/8/9621osochromenepyransPrins cyclizationiodineantiproliferativecancer
spellingShingle Kachi R. Kishore Kumar Reddy
Giovanna B. Longato
João E. de Carvalho
Ana L. T. G. Ruiz
Luiz F. Silva, Jr.
Populene D Analogues: Design, Concise Synthesis and Antiproliferative Activity
Molecules
osochromene
pyrans
Prins cyclization
iodine
antiproliferative
cancer
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 osochromene
pyrans
Prins cyclization
iodine
antiproliferative
cancer
url http://www.mdpi.com/1420-3049/17/8/9621
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