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 logGI₅₀ = 0.91) was found. Additionally, compounds with selectivity toward the tumor cell lines NCI-ADR/RES, OVCAR-3, and HT29 were discovered.

Keywords

• osochromene
• pyrans
• Prins cyclization
• iodine
• antiproliferative
• cancer