Divergent Synthesis of (+)-Kuhistanicaol G and (+)-Ferutinin through the Common Intermediate Jaeschkeanadiol

Abstract Motivated by the potent anticancer activity of kuhistanicaol G and ferutinin against the pancreatic cancer cell line PANC-1, we report the total syntheses of (+)-kuhistanicaol G and (+)-ferutinin. Our divergent synthetic strategy proceeds through the common intermediate jaeschkeanadiol and features several key transformations, including tandem radical addition/allylation, chelation-controlled nucleophilic addition, and Chugaev elimination. This work establishes a robust platform for the synthesis of structurally diverse analogues of (+)-kuhistanicaol G and (+)-ferutinin, as well as mechanistic chemical probes, thereby facilitating the future development of natural product-derived therapeutics for pancreatic cancer.

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Journal
Synthesis
Published
2026-08-14
DOI
https://doi.org/10.1055/a-2927-3974
Primary Topic
Plant-derived Lignans Synthesis and Bioactivity
Type
article
Field-Weighted Citation Impact
0.00

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article

Divergent Synthesis of (+)-Kuhistanicaol G and (+)-Ferutinin through the Common Intermediate Jaeschkeanadiol

Jiyong Hong, E.‐C. WANG, Jinjae Park, Iljin Shin et al.
Synthesis
Plant-derived Lignans Synthesis and Bioactivity
article

Divergent Synthesis of (+)-Kuhistanicaol G and (+)-Ferutinin through the Common Intermediate Jaeschkeanadiol

Jiyong Hong, E.‐C. WANG, Jinjae Park, Iljin Shin, Yiquan Zhao, Yoojin Lim
article en

Abstract

Abstract Motivated by the potent anticancer activity of kuhistanicaol G and ferutinin against the pancreatic cancer cell line PANC-1, we report the total syntheses of (+)-kuhistanicaol G and (+)-ferutinin. Our divergent synthetic strategy proceeds through the common intermediate jaeschkeanadiol and features several key transformations, including tandem radical addition/allylation, chelation-controlled nucleophilic addition, and Chugaev elimination. This work establishes a robust platform for the synthesis of structurally diverse analogues of (+)-kuhistanicaol G and (+)-ferutinin, as well as mechanistic chemical probes, thereby facilitating the future development of natural product-derived therapeutics for pancreatic cancer.

Synthesis
Duke University (US)
Duke University, Korea Health Industry Development Institute
Openalex Percentile: Top 16%
Plant-derived Lignans Synthesis and Bioactivity
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