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Short Paper | Regular issue | Vol 102, No. 1, 2021, pp.122-128
Published online, 7th December, 2020
DOI: 10.3987/COM-20-14374
■ Improved Synthesis of a Smad3 Phosphorylation Inhibitor Lingzhifuran A via Condensation Reaction

Weiming Chen, Xiaoling Xu, Mingfeng Sun, Xuelong Huang, Weiping Ma,* and Feng Jiang*

*School of Pharmaceutical Sciences, Gannan Medical University, Ganzhou 341000, Jiangxi, China

Abstract

A facile and high-efficient synthesis of lingzhifuran A, a Smad3 phosphorylation inhibitor isolated from Ganoderma lucidum, was developed from commercially available dibenzo[b,d]furan. The crucial step of this strategy was achieved via condensation reaction using key intermediate 8-hydroxydibenzo[b,d]furan-4-carbaldehyde and commercially available (E)-2-methylbut-2-enal. By this strategy, lingzhifuran A was obtained in 5 steps with up to 57.6% yield.