Dearomatized Isoprenylated Acylphloroglucinol Derivatives with Potential Antitumor Activities from Hypericum henryi

doi:10.1007/s13659-019-00229-w

应用天然产物 ›› 2020, Vol. 10 ›› Issue (1): 1-11.DOI: 10.1007/s13659-019-00229-w

• ORIGINAL ARTICLES • 下一篇

Dearomatized Isoprenylated Acylphloroglucinol Derivatives with Potential Antitumor Activities from Hypericum henryi

Yan-Song Ye^1,4, Man Wu², Na-Na Jiang^1,4, Yuan-Zhi Lao², Wen-Wei Fu², Xia Liu³, Xing-Wei Yang¹, Juan Zhang², Hong-Xi Xu², Gang Xu¹

1 State Key Laboratory of Phytochemistry and Plant Resources in West China and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;
2 School of Pharmacy, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, China;
3 Department of Pharmacy, Chongqing Traditional Chinese Medicine Hospital, Chongqing 400021, China;
4 University of Chinese Academy of Sciences, Beijing 100049, China

收稿日期:2019-12-23 修回日期:2019-12-26 出版日期:2020-02-24 发布日期:2020-02-29
通讯作者: Hong-Xi Xu, Gang Xu
基金资助:
The work was financially supported by the NSFC-Joint Foundation of Yunnan Province (U1902213), Chongqing Municipal Natural Science Foundation (cstc2018jcyjAX0388), the Second Tibetan Plateau Scientific Expedition and Research (STEP) program (2019QZKK0502), Southeast Asia Biodiversity Research Institute, CAS (2017CASSEABRIQG003), State Key Laboratory of Phytochemistry and Plant Resources in West China (P2017-KF02 and P2019-ZZ05), and the Natural Sciences Foundation of Yunnan Province (2019FA003).

Dearomatized Isoprenylated Acylphloroglucinol Derivatives with Potential Antitumor Activities from Hypericum henryi

Yan-Song Ye^1,4, Man Wu², Na-Na Jiang^1,4, Yuan-Zhi Lao², Wen-Wei Fu², Xia Liu³, Xing-Wei Yang¹, Juan Zhang², Hong-Xi Xu², Gang Xu¹

1 State Key Laboratory of Phytochemistry and Plant Resources in West China and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;
2 School of Pharmacy, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, China;
3 Department of Pharmacy, Chongqing Traditional Chinese Medicine Hospital, Chongqing 400021, China;
4 University of Chinese Academy of Sciences, Beijing 100049, China

Received:2019-12-23 Revised:2019-12-26 Online:2020-02-24 Published:2020-02-29
Contact: Hong-Xi Xu, Gang Xu
Supported by:
The work was financially supported by the NSFC-Joint Foundation of Yunnan Province (U1902213), Chongqing Municipal Natural Science Foundation (cstc2018jcyjAX0388), the Second Tibetan Plateau Scientific Expedition and Research (STEP) program (2019QZKK0502), Southeast Asia Biodiversity Research Institute, CAS (2017CASSEABRIQG003), State Key Laboratory of Phytochemistry and Plant Resources in West China (P2017-KF02 and P2019-ZZ05), and the Natural Sciences Foundation of Yunnan Province (2019FA003).

摘要/Abstract

摘要： A series of dearomatized isoprenylated acylphloroglucinols derivatives, hyperhenols A-E (1-5), as well as seven known analogues (6-12), were characterized from Hypericum henryi. Their structures were determined by combination of NMR, ECD spectroscopy, and X-ray diffraction analysis. Compounds 1 and 6-8 were tested to exhibit potential antitumor properties, of which 6 and 7 inhibited cell growth through inducing apoptosis and cell cycle arrest. In addition, these compounds could induce autophagy and PINK1/Parkin-mediated mitophagy in cancer cell lines, as well as suppress lung cancer A549 cells metastasis in vitro.

关键词: Hypericum henryi, Dearomatized isoprenylated acylphloroglucinols (DIAPs), Apoptosis, Cell cycle arrest

Abstract: A series of dearomatized isoprenylated acylphloroglucinols derivatives, hyperhenols A-E (1-5), as well as seven known analogues (6-12), were characterized from Hypericum henryi. Their structures were determined by combination of NMR, ECD spectroscopy, and X-ray diffraction analysis. Compounds 1 and 6-8 were tested to exhibit potential antitumor properties, of which 6 and 7 inhibited cell growth through inducing apoptosis and cell cycle arrest. In addition, these compounds could induce autophagy and PINK1/Parkin-mediated mitophagy in cancer cell lines, as well as suppress lung cancer A549 cells metastasis in vitro.

Key words: Hypericum henryi, Dearomatized isoprenylated acylphloroglucinols (DIAPs), Apoptosis, Cell cycle arrest

Yan-Song Ye, Man Wu, Na-Na Jiang, Yuan-Zhi Lao, Wen-Wei Fu, Xia Liu, Xing-Wei Yang, Juan Zhang, Hong-Xi Xu, Gang Xu. Dearomatized Isoprenylated Acylphloroglucinol Derivatives with Potential Antitumor Activities from Hypericum henryi[J]. 应用天然产物, 2020, 10(1): 1-11.

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Dearomatized Isoprenylated Acylphloroglucinol Derivatives with Potential Antitumor Activities from Hypericum henryi

Dearomatized Isoprenylated Acylphloroglucinol Derivatives with Potential Antitumor Activities from Hypericum henryi

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