Bioassay-guided isolation of cytotoxic constituents from the fowers of Aquilaria sinensis

doi:10.1007/s13659-022-00334-3

应用天然产物 ›› 2022, Vol. 12 ›› Issue (2): 11-11.DOI: 10.1007/s13659-022-00334-3

• ORIGINAL ARTICLES • 上一篇下一篇

Bioassay-guided isolation of cytotoxic constituents from the fowers of Aquilaria sinensis

Jun Yang¹, Dong-Bao Hu², Meng-Yuan Xia¹, Ji-Feng Luo¹, Xing-Yu Li³, Yue-Hu Wang¹

1 Key Laboratory of Economic Plants and Biotechnology and Yunnan Key Laboratory for Wild Plant Resources, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People’s Republic of China;
2 School of Chemical Biology and Environment, Yuxi Normal University, Yuxi 653100, People’s Republic of China;
3 College of Science, Yunnan Agricultural University, Kunming 650201, People’s Republic of China.

收稿日期:2022-02-09 发布日期:2022-04-26
通讯作者: Yue-Hu Wang, E-mail:wangyuehu@mail.kib.ac.cn
基金资助:
This study was supported by Beijing Sino-Science Aquilaria Technology Co., Ltd., Beijing, China (Grant No. KET202101).

Bioassay-guided isolation of cytotoxic constituents from the fowers of Aquilaria sinensis

Jun Yang¹, Dong-Bao Hu², Meng-Yuan Xia¹, Ji-Feng Luo¹, Xing-Yu Li³, Yue-Hu Wang¹

1 Key Laboratory of Economic Plants and Biotechnology and Yunnan Key Laboratory for Wild Plant Resources, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People’s Republic of China;
2 School of Chemical Biology and Environment, Yuxi Normal University, Yuxi 653100, People’s Republic of China;
3 College of Science, Yunnan Agricultural University, Kunming 650201, People’s Republic of China.

Received:2022-02-09 Published:2022-04-26
Contact: Yue-Hu Wang, E-mail:wangyuehu@mail.kib.ac.cn
Supported by:
This study was supported by Beijing Sino-Science Aquilaria Technology Co., Ltd., Beijing, China (Grant No. KET202101).

摘要/Abstract

摘要： Bioassay-guided fractionation of the EtOH extract from the flowers of Aquilaria sinensis (Lour.) Spreng. (Thymelaeaceae) led to the isolation of a new cucurbitane-type triterpenoid, aquilarolide A (1), along with five known compounds (2–6). The structure of 1 was elucidated by extensive 1D and 2D nuclear magnetic resonance (NMR) experiments and mass spectrometry (MS) data and theoretical calculations of its electronic circular dichroism (ECD) spectra. Aquilarolide A, cucurbitacin E (3), cucurbitacin B (4), and 7-hydroxy-6-methoxy-2-[2-(4-methoxyphenyl)ethyl]-4H-1-benzopyran-4-one (6) showed significant cytotoxicity against human lung adenocarcinoma SPC-A-1, human lung squamous cell carcinoma NCI-H520, human lung adenocarcinoma A549, and paclitaxel-resistant A549 (A549/ Taxol) cell lines. All four active compounds, with IC₅₀ values ranging from 0.002 to 0.91 μM, had better inhibitory activities against A549/Taxol cells than paclitaxel (IC₅₀ = 1.80 μM). Among them, cucurbitacin E (IC₅₀ = 0.002 μM) is the most active. Further studies are needed to evaluate their in vivo antitumor activities and to clarify their mechanisms.

关键词: Thymelaeaceae, Aquilaria sinensis, Paclitaxel-resistant lung cancer cells, Cucurbitane-type triterpenoids, 2-(2-Phenylethyl)chromones

Abstract: Bioassay-guided fractionation of the EtOH extract from the flowers of Aquilaria sinensis (Lour.) Spreng. (Thymelaeaceae) led to the isolation of a new cucurbitane-type triterpenoid, aquilarolide A (1), along with five known compounds (2–6). The structure of 1 was elucidated by extensive 1D and 2D nuclear magnetic resonance (NMR) experiments and mass spectrometry (MS) data and theoretical calculations of its electronic circular dichroism (ECD) spectra. Aquilarolide A, cucurbitacin E (3), cucurbitacin B (4), and 7-hydroxy-6-methoxy-2-[2-(4-methoxyphenyl)ethyl]-4H-1-benzopyran-4-one (6) showed significant cytotoxicity against human lung adenocarcinoma SPC-A-1, human lung squamous cell carcinoma NCI-H520, human lung adenocarcinoma A549, and paclitaxel-resistant A549 (A549/ Taxol) cell lines. All four active compounds, with IC₅₀ values ranging from 0.002 to 0.91 μM, had better inhibitory activities against A549/Taxol cells than paclitaxel (IC₅₀ = 1.80 μM). Among them, cucurbitacin E (IC₅₀ = 0.002 μM) is the most active. Further studies are needed to evaluate their in vivo antitumor activities and to clarify their mechanisms.

Key words: Thymelaeaceae, Aquilaria sinensis, Paclitaxel-resistant lung cancer cells, Cucurbitane-type triterpenoids, 2-(2-Phenylethyl)chromones

Jun Yang, Dong-Bao Hu, Meng-Yuan Xia, Ji-Feng Luo, Xing-Yu Li, Yue-Hu Wang. Bioassay-guided isolation of cytotoxic constituents from the fowers of Aquilaria sinensis[J]. 应用天然产物, 2022, 12(2): 11-11.

Jun Yang, Dong-Bao Hu, Meng-Yuan Xia, Ji-Feng Luo, Xing-Yu Li, Yue-Hu Wang. Bioassay-guided isolation of cytotoxic constituents from the fowers of Aquilaria sinensis[J]. Natural Products and Bioprospecting, 2022, 12(2): 11-11.

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[1]	Lu Zhang, Ping Yi, Hui Yan, Xiao-Nian Li, Meng-Yuan Xia, Jun Yang, Ji-Feng Luo, Yue-Qiu He, Yue-Hu Wang. Five new 2-(2-phenylethyl)chromone derivatives and three new sesquiterpenoids from the heartwood of Aquilaria sinensis, an aromatic medicine in China[J]. 应用天然产物, 2022, 12(1): 1-14.
[2]	Shu-Ya Wei, Dong-Bao Hu, Meng-Yuan Xia, Ji-Feng Luo, Hui Yan, Jing-Hua Yang, Yun-Song Wang, Yue-Hu Wang. Sesquiterpenoids and 2-(2-Phenylethyl) chromone Derivatives from the Resinous Heartwood of Aquilaria sinensis[J]. 应用天然产物, 2021, 11(5): 545-555.

Bioassay-guided isolation of cytotoxic constituents from the fowers of Aquilaria sinensis

Bioassay-guided isolation of cytotoxic constituents from the fowers of Aquilaria sinensis

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