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来自沉香木的2-(2-苯乙基)色酮-倍半萜杂合物：表征与生物活性评价

2-(2-Phenylethyl)chromone-Sesquiterpene Hybrids from Agarwood of : Characterization and Biological Activity Evaluation.

作者信息

Xu Guan-Hua, Wang Ya-Li, Wang Hao, Chen Hui-Qin, Dong Wen-Hua, Huang Sheng-Zhuo, Cai Cai-Hong, Yuan Jing-Zhe, Mei Wen-Li, Liu Shou-Bai, Dai Hao-Fu

机构信息

Key Laboratory of Genetics and Germplasm Innovation of Tropical Special Forest Trees and Ornamental Plants, Ministry of Education, College of Tropical Agriculture and Forestry, Hainan University, Danzhou 571737, China.

Key Laboratory of Natural Products Research and Development of Li Folk Medicine of Hainan Province, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, China.

出版信息

Molecules. 2025 Apr 29;30(9):1984. doi: 10.3390/molecules30091984.

DOI:10.3390/molecules30091984
PMID:40363791
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12073325/
Abstract

Aquisinenins G-I (-), three new 2-(2-phenylethyl)chromone-sesquiterpene hybrids, were isolated from the ethanol extract of Hainan agarwood derived from . Spectroscopic techniques, such as D and D NMR and HRESIMS, were used to determine their structures. Experimental and computed ECD data were compared to confirm their absolute configurations. Compounds - 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 inhibited nitric oxide production in lipopolysaccharide-stimulated RAW264.7 cells, showing an IC value of 22.31 ± 0.42 μM. The neuroprotective effects of compounds and against HO-induced apoptosis were assessed in human neuroblastoma SH-SY5Y cells. Compound demonstrated cytotoxicity with IC values of 72.37 ± 0.20 μM against K562 and 61.47 ± 0.22 μM against BEL-7402, while compounds and showed cytotoxicity across all five tested human cancer cell lines.

摘要

从海南沉香乙醇提取物中分离得到了三种新的2-(2-苯乙基)色酮-倍半萜杂合物Aquisinenins G-I (-)。采用诸如¹H和¹³C NMR以及HRESIMS等光谱技术来确定它们的结构。将实验和计算得到的ECD数据进行比较以确认它们的绝对构型。化合物 - 是2-(2-苯乙基)色酮-倍半萜罕见的二聚体衍生物，其特征在于5,6,7,8-四氢-2-(2-苯乙基)色酮与沉香呋喃或沉香螺烷型倍半萜单元通过酯键相连。化合物 抑制脂多糖刺激的RAW264.7细胞中一氧化氮的产生，IC值为22.31 ± 0.42 μM。在人神经母细胞瘤SH-SY5Y细胞中评估了化合物 和 对HO诱导的细胞凋亡的神经保护作用。化合物 对K562细胞表现出细胞毒性，IC值为72.37 ± 0.20 μM，对BEL-7402细胞的IC值为61.47 ± 0.22 μM，而化合物 和 在所有五种测试的人类癌细胞系中均表现出细胞毒性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa8d/12073325/11cdc6ac6bd1/molecules-30-01984-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa8d/12073325/55de538aa7f3/molecules-30-01984-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa8d/12073325/5278d8d3e979/molecules-30-01984-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa8d/12073325/9153e8a2d7d9/molecules-30-01984-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa8d/12073325/ce066c15e573/molecules-30-01984-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa8d/12073325/a8d2a3ba17cc/molecules-30-01984-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa8d/12073325/a03fd95d0e6e/molecules-30-01984-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa8d/12073325/7c05325beb6d/molecules-30-01984-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa8d/12073325/11cdc6ac6bd1/molecules-30-01984-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa8d/12073325/55de538aa7f3/molecules-30-01984-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa8d/12073325/5278d8d3e979/molecules-30-01984-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa8d/12073325/9153e8a2d7d9/molecules-30-01984-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa8d/12073325/ce066c15e573/molecules-30-01984-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa8d/12073325/a8d2a3ba17cc/molecules-30-01984-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa8d/12073325/a03fd95d0e6e/molecules-30-01984-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa8d/12073325/7c05325beb6d/molecules-30-01984-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa8d/12073325/11cdc6ac6bd1/molecules-30-01984-g008.jpg

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