Recent advances in total synthesis of illisimonin A

<i>Illicium</i> sesquiterpenes are a large class of highly oxygenated and sterically congested sesquiterpenoids isolated from the genus <i>Illicium</i>. Illisimonin A stands out as one of the most structurally intricate members of this family, featuring a novel bridged tricyclo[5.2.1.0<sup>1,5</sup>]decane carbon framework designated as the "illisimonane" skeleton. This core ring system is further embellished by additional bridging via a γ-lactone and a γ-lactol ring, resulting in a caged pentacyclic scaffold with a 5/5/5/5/5 ring arrangement. The compound demonstrates neuroprotective activity by mitigating oxygen-glucose deprivation-induced cell injury in SH-SY5Y cells. Since its isolation in 2017, illisimonin A has garnered significant interest from the synthetic chemistry community. To date, five research groups have accomplished the total synthesis of illisimonin A. This review offers a comprehensive overview of its isolation, proposed biosynthetic pathway and the synthetic strategies employed in its total synthesis.

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Publication Details

Journal
Beilstein Journal of Organic Chemistry
Published
2025-11-20
DOI
https://doi.org/10.3762/bjoc.21.199
Citations
1
Primary Topic
Magnolia and Illicium research
Type
article
Field-Weighted Citation Impact
1.03

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article

Recent advances in total synthesis of illisimonin A

Juan Huang, Ming Yang
1 citations
Beilstein Journal of Organic Chemistry
Magnolia and Illicium research
1.03
article

Recent advances in total synthesis of illisimonin A

Juan Huang, Ming Yang
article en
1 citations

Abstract

<i>Illicium</i> sesquiterpenes are a large class of highly oxygenated and sterically congested sesquiterpenoids isolated from the genus <i>Illicium</i>. Illisimonin A stands out as one of the most structurally intricate members of this family, featuring a novel bridged tricyclo[5.2.1.0<sup>1,5</sup>]decane carbon framework designated as the "illisimonane" skeleton. This core ring system is further embellished by additional bridging via a γ-lactone and a γ-lactol ring, resulting in a caged pentacyclic scaffold with a 5/5/5/5/5 ring arrangement. The compound demonstrates neuroprotective activity by mitigating oxygen-glucose deprivation-induced cell injury in SH-SY5Y cells. Since its isolation in 2017, illisimonin A has garnered significant interest from the synthetic chemistry community. To date, five research groups have accomplished the total synthesis of illisimonin A. This review offers a comprehensive overview of its isolation, proposed biosynthetic pathway and the synthetic strategies employed in its total synthesis.

Beilstein Journal of Organic ChemistryVol. 21
Lanzhou University (CN)
National Natural Science Foundation of China, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 16%
Magnolia and Illicium research
1.03
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