Issue 9, 2018

Novel phenylpropanoid–amino acid adducts from Ligusticum chuanxiong

Abstract

Eight new amino acid derivatives (1–8) and two known compounds (9–10) were isolated from the rhizome of Ligusticum chuanxiong Hort. Their structures were established using UV, IR, HRESIMS, and NMR data. Notably, phenylpropanoid–amino acid adducts 1–6 are the first reported natural products, which possess a unique adduct structure. In addition, their analogues (1–5) were successfully synthesized by nucleophilic substitution and hydrolysis. The absolute configurations of 1–5 were determined by comparison of the specific rotations with those of their analogues and the natural amino acid methyl ester hydrochloride in acetic acid. In addition, these compounds were all evaluated for their neuroprotective effects, and compound 9 showed a moderate protective effect towards human neuroblastoma SH-SY5Y cell injury induced by H2O2.

Graphical abstract: Novel phenylpropanoid–amino acid adducts from Ligusticum chuanxiong

Supplementary files

Article information

Article type
Research Article
Submitted
05 Jan 2018
Accepted
05 Mar 2018
First published
06 Mar 2018

Org. Chem. Front., 2018,5, 1423-1430

Novel phenylpropanoid–amino acid adducts from Ligusticum chuanxiong

X. Zhang, B. Han, Z. Feng, Y. Yang, J. Jiang and P. Zhang, Org. Chem. Front., 2018, 5, 1423 DOI: 10.1039/C8QO00012C

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements