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Populene D analogues: design, concise synthesis and antiproliferative activity.

ABSTRACT: 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.

SUBMITTER: Reddy KR 

PROVIDER: S-EPMC6269118 | biostudies-literature | 2012 Aug

REPOSITORIES: biostudies-literature

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Populene D analogues: design, concise synthesis and antiproliferative activity.

Reddy Kachi R Kishore Kumar KR   Longato Giovanna B GB   de Carvalho João E JE   Ruiz Ana L T G AL   Silva Luiz F LF  

Molecules (Basel, Switzerland) 20120810 8

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. ...[more]

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