1. Cleistocaltones A and B, Antiviral Phloroglucinol–Terpenoid Adducts from Cleistocalyx operculatus
- Author
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Ren-Wang Jiang, Jian-Guo Song, Li-Jun Hu, Ying Wang, Qiao-Yun Song, Wen-Cai Ye, Wei Tang, Yao-Lan Li, Xiao-Jun Huang, Rui-Li Huang, and Jun-Cheng Su
- Subjects
Heptadecane ,biology ,010405 organic chemistry ,Stereochemistry ,Organic Chemistry ,Phloroglucinol ,010402 general chemistry ,Ring (chemistry) ,biology.organism_classification ,01 natural sciences ,Biochemistry ,Enol ,Terpenoid ,0104 chemical sciences ,Adduct ,chemistry.chemical_compound ,Cleistocalyx operculatus ,chemistry ,Molecule ,Physical and Theoretical Chemistry - Abstract
Two novel phloroglucinol-terpenoid adducts (1 and 2), featuring a rare 2,2,4-trimethyl-cinnamyl-β-triketone unit, were isolated from the buds of Cleistocalyx operculatus. Their structures with absolute configurations were established by spectroscopic analyses, single-crystal X-ray diffraction, and quantum chemical calculations. Structurally, compound 1 represents a new carbon skeleton possessing a densely functionalized tricyclo[11.3.1.03;8]heptadecane bridged ring system with an unusual bridgehead enol. Compounds 1 and 2 exhibited significant in vitro antiviral activities against respiratory syncytial virus (RSV).
- Published
- 2019
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