Illihenin A: An Antiviral Sesquiterpenoid with a Cage-like Tricyclo[6.2.2.0<sup>1,5</sup>]dodecane Skeleton from <i>Illicium henryi</i>
Jin-Yao Yong, Wenrui Li, Xiaojing Wang, Guo‐Zhu Su, Mi Li, Jianpei Zhang, Hong-Li Jia, Yuhuan Li, Rubing Wang, Maoluo Gan, Shuang‐Gang Ma
Abstract
Illihenin A (1), a novel sesquiterpenoid, was isolated from the roots of Illicium henryi. The structure was determined by spectroscopic analyses, ECD calculation, and single-crystal X-ray diffraction. Compound 1 represents a class of novel 5/7/6 tricyclic sesquiterpenoids featuring a rare cage-like tricyclo[6.2.2.01,5]dodecane core. A plausible biosynthetic pathway of 1 by rearrangement of allo-cedrane is proposed. Additionally, 1 showed potent antiviral activity against coxsackievirus B3 with an IC50 value of 2.87 μM.
Topics & Concepts
ChemistryDodecaneStereochemistryCageOrganic chemistryCombinatoricsMathematicsMagnolia and Illicium researchNatural product bioactivities and synthesisTraditional and Medicinal Uses of Annonaceae