2-(2-Phenylethyl)chromone-Sesquiterpene Hybrids from Agarwood of <i>Aquilaria sinensis</i>: Characterization and Biological Activity Evaluation

Aquisinenins G–I (<b>1</b>–<b>3</b>), three new 2-(2-phenylethyl)chromone-sesquiterpene hybrids, were isolated from the ethanol extract of Hainan agarwood derived from <i>Aquilaria sinensis</i>. Spectroscopic techniques, such as <sup>1</sup>D and <s...

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Main Authors: Guan-Hua Xu, Ya-Li Wang, Hao Wang, Hui-Qin Chen, Wen-Hua Dong, Sheng-Zhuo Huang, Cai-Hong Cai, Jing-Zhe Yuan, Wen-Li Mei, Shou-Bai Liu, Hao-Fu Dai
Format: Article
Language:English
Published: MDPI AG 2025-04-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/30/9/1984
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Summary:Aquisinenins G–I (<b>1</b>–<b>3</b>), three new 2-(2-phenylethyl)chromone-sesquiterpene hybrids, were isolated from the ethanol extract of Hainan agarwood derived from <i>Aquilaria sinensis</i>. Spectroscopic techniques, such as <sup>1</sup>D and <sup>2</sup>D NMR and HRESIMS, were used to determine their structures. Experimental and computed ECD data were compared to confirm their absolute configurations. Compounds <b>1</b>–<b>3</b> are uncommon dimeric derivatives of 2-(2-phenylethyl)chromone-sesquiterpene, characterized by the fusion of 5,6,7,8-tetrahydro-2-(2-phenylethyl)chromone with agarofuran or agarospirane-type sesquiterpene units by an ester linkage. Compound <b>1</b> inhibited nitric oxide production in lipopolysaccharide-stimulated RAW264.7 cells, showing an IC<sub>50</sub> value of 22.31 ± 0.42 μM. The neuroprotective effects of compounds <b>1</b> and <b>3</b> against H<sub>2</sub>O<sub>2</sub>-induced apoptosis were assessed in human neuroblastoma SH-SY5Y cells. Compound <b>1</b> demonstrated cytotoxicity with IC<sub>50</sub> values of 72.37 ± 0.20 μM against K562 and 61.47 ± 0.22 μM against BEL-7402, while compounds <b>2</b> and <b>3</b> showed cytotoxicity across all five tested human cancer cell lines.
ISSN:1420-3049