Abstract

Two new 2-(2-phenylethyl)chromone derivatives (1–2), comprising 5,6,7,8-tetrahydro-2-(2-phenylethyl)chromone and benzylacetone moieties, together with one new 2-(2-phenylethenyl)chromone (3) were isolated from the ethyl acetate extraction of agarwood originated from Gyrinops salicifolia Ridl. All structures were unambiguously elucidated on the basis of 1D and 2D NMR spectra as well as by HRESIMS data. All isolated compounds were tested for acetylcholinesterase (AChE) inhibitory activity and cytotoxic activity against human myeloid leukemia cell line (K562). However, none of the compounds displayed AChE inhibitory activity at a concentration of 50 µg mL−1 or cytotoxic activity against K562 cell line.

Highlights

  • Agarwood, known as “Chenxiang” in Chinese, is the resinous heartwood of Aquilaria or Gyrinops genus (Thymelaeaceae) formed after various forms of natural or artificial injury [1]

  • In order to further explore the feature and active constituents of agarwood originating from G. salicifolia, contributing to the deeper understanding of the similarities and differences among agarwood, the investigation of ethyl acetate extraction of agarwood originated from G. salicifolia was continued and led to the identification of two new 2-(2-phenylethyl)chromone

  • Detailed analysis of its 1D and 2D NMR data revealed that compound 1 was a dimer comprising a 5,6,7,8-tetrahydro-2-(2-phenylethyl)chromone unit and a benzylacetone unit

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Summary

Introduction

Known as “Chenxiang” in Chinese, is the resinous heartwood of Aquilaria or Gyrinops genus (Thymelaeaceae) formed after various forms of natural or artificial injury [1]. The chemical constituents of agarwood harvested from A. malassensis, A. sinensis, A. crassna, A. agallocha, and G. salicifolia have been well or partly investigated. 2-(2-Phenylethyl)chromone derivatives and sesquiterpenes were reported as the main chemical constituents of agarwood and exhibited various of biological activities, including cytotoxicity, antibacterial, acetylcholinesterase (AChE) inhibitory, α-glucosidase inhibitory, antineuroinflammatory, neuroprotective and antidepressant activities [3,4,5,6,7,8]. In order to further explore the feature and active constituents of agarwood originating from G. salicifolia, contributing to the deeper understanding of the similarities and differences among agarwood, the investigation of ethyl acetate extraction of agarwood originated from G. salicifolia was continued and led to the identification of two new 2-(2-phenylethyl)chromone. Molecules 2019, 24, x FOR PEER REVIEW derivatives (1–2), comprising 2-(2-phenylethyl)chromone and benzylacetone moieties, and one new. 2-(2-phenylethyl)chromone and benzylacetone moieties,and andelucidation one new (3) (Figure 1).

Discussion
TheC1 Hand
H-NMRand be C18
General Procedures
Plant Material
Extraction and Isolation
Bioassay for AChE Inhibitory Activity In Vitro
Bioassay for Cytotoxic Activity
Conclusions
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