Dimeric 2-(2-phenylethyl)chromones from the agarwood of Aquilaria crassna in Laos

Wei Li; Yang Yang; Wenhua Dong; Hao Wang; Fandong Kong; Caihong Cai; Wenli Mei; Haofu Dai

doi:10.1016/j.fitote.2018.12.006

Dimeric 2-(2-phenylethyl)chromones from the agarwood of Aquilaria crassna in Laos

Fitoterapia. 2019 Mar:133:12-16. doi: 10.1016/j.fitote.2018.12.006. Epub 2018 Dec 17.

Authors

Wei Li¹, Yang Yang², Wenhua Dong¹, Hao Wang¹, Fandong Kong¹, Caihong Cai¹, Wenli Mei³, Haofu Dai⁴

Affiliations

¹ Key Laboratory of Biology and Genetic Resources of Tropical Crops, Ministry of Agriculture, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, China; Hainan Engineering Research Center of Agarwood, Haikou 571101, China.
² Key Laboratory of Biology and Genetic Resources of Tropical Crops, Ministry of Agriculture, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, China.
³ Key Laboratory of Biology and Genetic Resources of Tropical Crops, Ministry of Agriculture, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, China; Hainan Engineering Research Center of Agarwood, Haikou 571101, China. Electronic address: meiwenli@itbb.org.cn.
⁴ Key Laboratory of Biology and Genetic Resources of Tropical Crops, Ministry of Agriculture, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, China; Hainan Engineering Research Center of Agarwood, Haikou 571101, China. Electronic address: daihaofu@itbb.org.cn.

PMID: 30572084
DOI: 10.1016/j.fitote.2018.12.006

Abstract

Four new dimeric 2-(2-phenylethyl)chromones (1-4) were isolated from the agarwood of Aquilaria crassna in Laos. All structures were determined based on extensive spectroscopic methods including IR, UV, 1D and 2D NMR, ECD, and HRMS. The structures of compounds 1-3 were characterized by two C-O-C linkages between the two chromone moieties, while compound 4 featured one C-O-C linkage and one CC bond connecting with two chromone moieties. Compounds 1 and 3 showed weak cytotoxicity against human hepatocellular carcinoma BEL-7402 cell line with IC₅₀ values of 44.68 and 42.10 μΜ.

Keywords: Agarwood; Aquilaria crassna; Cytotoxicity; Dimeric 2-(2-phenylethyl)chromone.

MeSH terms

Cell Line, Tumor
Flavonoids / chemistry*
Flavonoids / isolation & purification
Humans
Laos
Molecular Structure
Phytochemicals / chemistry
Phytochemicals / isolation & purification
Thymelaeaceae / chemistry*
Wood / chemistry*

Substances

Flavonoids
Phytochemicals
2-(2-phenylethyl)chromone