New 2-(2-Phenylethyl)chromone derivatives from agarwood originating from Aquilaria sinensis

Two new dimeric 2-(2-phenylethyl)chromones, aquilasinenones L and M (1 and 2), and one new monomer analogue, 5S, 6 R, 7S, 8 R-tetrahydroxy-[2-(3-methoxy-4-hydroxyphenyl)ethyl]- 5,6,7,8-tetrahydrochromone (3), together with two known compounds, were isolated from the artificial agarwood originating f...

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Bibliographic Details
Published in:Journal of asian natural products research 2022-11, Vol.24 (11), p.1033-1040
Main Authors: Li, Jun-Tao, Kuang, Tong-Dong, Chen, Hui-Qin, Yang, Li, Wang, Hao, Cai, Cai-Hong, Liu, Shou-Bai, Mei, Wen-Li, Dai, Hao-Fu
Format: Article
Language:English
Subjects:
2-(2-phenylethyl)chromone
Absolute configuration
Acetylcholinesterase
Agarwood
Aquilaria sinensis
ECD calculation
Magnetic resonance spectroscopy
NMR
NMR spectroscopy
Nuclear magnetic resonance
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Summary:Two new dimeric 2-(2-phenylethyl)chromones, aquilasinenones L and M (1 and 2), and one new monomer analogue, 5S, 6 R, 7S, 8 R-tetrahydroxy-[2-(3-methoxy-4-hydroxyphenyl)ethyl]- 5,6,7,8-tetrahydrochromone (3), together with two known compounds, were isolated from the artificial agarwood originating from Aquilaria sinensis. Compound 1 was the first structure found with C8-O-C4"' linkage among 2-(2-phenylethyl)chromone dimers. Their structures were unambiguously elucidated based on 1 D and 2 D NMR spectroscopy, as well as by comparison with the literature. The absolute configuration was determined by ECD calculation. None of the compounds exhibited acetylcholinesterase inhibitory activity.
ISSN:1028-6020
1477-2213
DOI:10.1080/10286020.2021.2019222