Citation: Youzhe Chen, Qinglan Guo, Chengbo Xu, Chenggen Zhu, Jianjun Zhang, Jiangong Shi. (+)-/(—)-Angelignanine, a pair of neolignan enantiomers with an unprecedented carbon skeleton from an aqueous extract of the Angelica sinensis root head[J]. Chinese Chemical Letters, ;2021, 32(5): 1657-1659. doi: 10.1016/j.cclet.2020.11.067 shu

(+)-/(—)-Angelignanine, a pair of neolignan enantiomers with an unprecedented carbon skeleton from an aqueous extract of the Angelica sinensis root head

State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China

Received Date: 28 October 2020
Revised Date: 18 November 2020
Accepted Date: 30 November 2020
Available Online: 4 December 2020

Figures(4)

A pair of neolignan enantiomers with an unprecedented carbon skeleton, (+)-/(—)-angelignanine [(+)-/(—)-1], was isolated as minor components of an aqueous extract of the Angelica sinensis root heads (guitou). Their structures were determined by spectroscopic data analysis and the absolute configurations were assigned by the circular dichroism (CD) exciton chirality method as well as electronic CD quantum calculations. The enantiomers represent the first 2, 7'-cyclo-8, 9'-neolignans, of which biosynthetic pathways originating from precursors ferulic acid and coniferyl alcohol is proposed. In an in vivo test, both the enantiomers showed significant hypnotic effects at a dose of 10 mg/kg (i.g.).
- Umbelliferae,
- Angelica sinensis,
- Neolignan,
- 2, 7'-Cyclo-8, 9'-neolignan,
- (+)-/(—)-Angelignanine
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