Five new epoxy-5,6,7,8-tetrahydro-2-(2-phenylethyl)chromones from Chinese agarwood by artificial holing.
AChE inhibitory activity
Agarwood
Artificial holing
Chiral tetrahydrochromone
TDDFT-ECD
Journal
Fitoterapia
ISSN: 1873-6971
Titre abrégé: Fitoterapia
Pays: Netherlands
ID NLM: 16930290R
Informations de publication
Date de publication:
Apr 2019
Apr 2019
Historique:
received:
20
09
2018
revised:
19
02
2019
accepted:
26
02
2019
pubmed:
3
3
2019
medline:
25
6
2019
entrez:
3
3
2019
Statut:
ppublish
Résumé
Five optically active epoxy-5,6,7,8-tetrahydro-2-(2-phenylethyl)chromone derivatives (1-5) with four chirality centers in the condensed cyclohexene ring were isolated from artificial holing agarwood originating from Aquilaria sinensis (Lour.) Gilg. Their structures were elucidated by spectroscopic techniques (UV, IR, 1D and 2D NMR) and MS analyses. The absolute configuration of 2 was elucidated by TDDFT-ECD calculations and ECD spectra of 1, 3-5 allowed their configurational assignment as well. All of the new compounds contained a condensed oxirane ring, and compound 1 was the only 6,7-epoxy-2-(2-phenylethyl)-5,6,7,8-tetrahydrochromone derivative that has ever been found in agarwood. AChE inhibitory activity was tested for the first time of these new compounds by using modified Ellman's colorimetric method. Compounds 3 and 5 exhibited inhibitory activity against AChE with IC
Identifiants
pubmed: 30825575
pii: S0367-326X(18)31627-7
doi: 10.1016/j.fitote.2019.02.031
pii:
doi:
Substances chimiques
Cholinesterase Inhibitors
0
Chromones
0
Phytochemicals
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
182-187Informations de copyright
Copyright © 2019 Elsevier B.V. All rights reserved.