Chemical constituents of Chaenomeles sinensis twigs and their biological activity.

Joon Min Cha,Sang Un Choi,Chung Sub Kim,Lalita Subedi,Sun Yeou Kim,Dong Hyun Kim,Zahra Khan

doi:10.3762/bjoc.16.257

Abstract

A new megastigmane-type norsesquiterpenoid glycoside, chaemeloside (1), was isolated from the twigs of Chaenomeles sinensis together with 11 known phytochemicals through chromatographic methods. The chemical structure of the new isolate 1 was determined by conventional 1D and 2D NMR data analysis, ECD experiment, hydrolysis followed by a modified Mosher’s method, and LC–MS analysis. The characterized compounds’ biological effects including cytotoxicity against cancer cell lines, antineuroinflammatory activity, and potential neurotrophic effect were evaluated.

Highlights

Chaenomeles sinensis (Thouin) Koehne (Rosaceae) is a deciduous or semi-evergreen tree widely distributed in East Asia including Korea, Japan, and mainland China
As a part of the continuing studies to identify bioactive constituents from the Korean medicinal plants [13,16,17,18,19,20], previous phytochemical investigations on the MeOH extract of the twigs of C. sinensis have led to the isolation and characteri
All isolated compounds 1–12 were evaluated for their cytotoxicity against four human tumor cell lines, antineuroinflammatory activity using lipopolysaccharide (LPS)stimulated murine microglia BV-2 cell lines, and potential neurotrophic effects in C6 cells

Summary

Introduction

Chaenomeles sinensis (Thouin) Koehne (Rosaceae) is a deciduous or semi-evergreen tree widely distributed in East Asia including Korea, Japan, and mainland China. All isolated compounds 1–12 were evaluated for their cytotoxicity against four human tumor cell lines, antineuroinflammatory activity using lipopolysaccharide (LPS)stimulated murine microglia BV-2 cell lines, and potential neurotrophic effects in C6 cells. The intensive analysis of the 1D and 2D NMR data of compound 1 including COSY, HSQC, and HMBC analyses led to the elucidation of the planar structure of 1 (Figure 2A and Supporting Information File 1).

Results

Conclusion