LC-MS-guided isolation of 2-(2-phenylethyl)chromone dimers from red soil agarwood of Aquilaria crassna

Di He; Wen-Hua Dong; Wei Li; Li Yang; Jing-Zhe Yuan; Cui-Juan Gai; Cai-Hong Cai; Hao-Fu Dai; Hao Wang; Wen-Li Mei

doi:10.1016/j.fitote.2022.105162

LC-MS-guided isolation of 2-(2-phenylethyl)chromone dimers from red soil agarwood of Aquilaria crassna

Fitoterapia. 2022 Apr:158:105162. doi: 10.1016/j.fitote.2022.105162. Epub 2022 Feb 23.

Authors

Di He¹, Wen-Hua Dong¹, Wei Li¹, Li Yang¹, Jing-Zhe Yuan¹, Cui-Juan Gai¹, Cai-Hong Cai¹, Hao-Fu Dai¹, Hao Wang², Wen-Li Mei¹

Affiliations

¹ Hainan Engineering Research Center of Agarwood, Hainan Institute for Tropical Agricultural Resources, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, China.
² Hainan Engineering Research Center of Agarwood, Hainan Institute for Tropical Agricultural Resources, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, China. Electronic address: wanghao@itbb.org.cn.

PMID: 35217119
DOI: 10.1016/j.fitote.2022.105162

Abstract

Six new 2-(2-phenylethyl)chromone dimers (1-6) were isolated from ethyl ether extract of red soil agarwood of Aquilaria crassna from Vietnam by LC-MS-guided fractionation procedure. Their structures were unambiguously elucidated based on HRESIMS, 1D and 2D NMR spectra. The absolute configuration of 2-(2-phenylethyl)chromone dimers was determined by comparison of the experimental and computed ECD spectra. Compound 6 displayed cytotoxicity against the human myeloid leukemia cell line (K562) with an IC₅₀ value of 39.49 μM.

Keywords: 2-(2-phenylethyl)chromone dimers; Aquilaria crassna; Cytotoxicity; Red soil agarwood.

MeSH terms

Chromatography, Liquid
Chromones* / chemistry
Flavonoids / chemistry
Humans
Molecular Structure
Soil
Tandem Mass Spectrometry
Thymelaeaceae* / chemistry
Wood / chemistry

Substances

Chromones
Flavonoids
Soil
2-(2-phenylethyl)chromone