Structurally Diverse Polymethylated Phloroglucinol Meroterpenoids from Baeckea frutescens

doi:10.1007/s13659-018-0189-3

应用天然产物 ›› 2018, Vol. 8 ›› Issue (6): 431-439.DOI: 10.1007/s13659-018-0189-3

• ORIGINAL ARTICLES • 上一篇下一篇

Structurally Diverse Polymethylated Phloroglucinol Meroterpenoids from Baeckea frutescens

Yin-E Zhi¹, Xu-Jie Qin¹, Hui Liu¹, Yuan Zeng¹, Wei Ni¹, Li He², Zu-Ding Wang³, Hai-Yang Liu¹

1 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, and Yunnan Key Laboratory of Medicinal Chemistry, Kunming 650201, China;
2 Department of Dermatology, The First Affiliated Hospital of Kunming Medical University, Kunming 650032, China;
3 Kunming Botanee Bio-Technique Co. Ltd, Kunming 650106, China

收稿日期:2018-09-26 修回日期:2018-10-18 出版日期:2018-12-24 发布日期:2018-11-21
通讯作者: Hai-Yang Liu
基金资助:
This work was financially supported by the National Natural Science Foundation of China (Nos. 31570363 and 31770391), Key Research and Development Plan of Yunnan Province-Special Project of Science and Technology in Yunnan Province (2017IB007), Major Biomedical Project of Yunnan Province (2018ZF005), and Innovation Team of the Ministry of Education (No. IRT-17R49), and the Foundation of State Key Laboratory of Phytochemistry and Plant Resources in West China (P2017-ZZ04 and P2017-KF06), Kunming Institute of Botany, Chinese Academy of Sciences.

Structurally Diverse Polymethylated Phloroglucinol Meroterpenoids from Baeckea frutescens

Yin-E Zhi¹, Xu-Jie Qin¹, Hui Liu¹, Yuan Zeng¹, Wei Ni¹, Li He², Zu-Ding Wang³, Hai-Yang Liu¹

1 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, and Yunnan Key Laboratory of Medicinal Chemistry, Kunming 650201, China;
2 Department of Dermatology, The First Affiliated Hospital of Kunming Medical University, Kunming 650032, China;
3 Kunming Botanee Bio-Technique Co. Ltd, Kunming 650106, China

Received:2018-09-26 Revised:2018-10-18 Online:2018-12-24 Published:2018-11-21
Contact: Hai-Yang Liu
Supported by:
This work was financially supported by the National Natural Science Foundation of China (Nos. 31570363 and 31770391), Key Research and Development Plan of Yunnan Province-Special Project of Science and Technology in Yunnan Province (2017IB007), Major Biomedical Project of Yunnan Province (2018ZF005), and Innovation Team of the Ministry of Education (No. IRT-17R49), and the Foundation of State Key Laboratory of Phytochemistry and Plant Resources in West China (P2017-ZZ04 and P2017-KF06), Kunming Institute of Botany, Chinese Academy of Sciences.

摘要/Abstract

摘要： Phytochemical investigation of the MeOH extract of twigs and leaves of Baeckea frutescens led to the isolation of seven new polymethylated phloroglucinol meroterpenoids (PPMs), named baeckfrutones M-S (1-7). Their structures and absolute configurations were determined by spectroscopic analyses, chiral-phase HPLC analysis, and electronic circular dichroism (ECD) calculations. PPM 1 is a novel meroterpenoid possessing a 6/6/5/3 tetracyclic skeleton in PPMs, whereas 3 and 4 are the first hydroxytasmanone type phloroglucinol-monoterpene hybrids. (+)-2 and 7 displayed potent antiinflammatory activity with IC₅₀ values of 20.86±0.60 and 36.21±1.18 lL, respectively.

关键词: Baeckea frutescens, Myrtaceae, Polymethylated phloroglucinol meroterpenoids, Anti-inflammatory activity

Abstract: Phytochemical investigation of the MeOH extract of twigs and leaves of Baeckea frutescens led to the isolation of seven new polymethylated phloroglucinol meroterpenoids (PPMs), named baeckfrutones M-S (1-7). Their structures and absolute configurations were determined by spectroscopic analyses, chiral-phase HPLC analysis, and electronic circular dichroism (ECD) calculations. PPM 1 is a novel meroterpenoid possessing a 6/6/5/3 tetracyclic skeleton in PPMs, whereas 3 and 4 are the first hydroxytasmanone type phloroglucinol-monoterpene hybrids. (+)-2 and 7 displayed potent antiinflammatory activity with IC₅₀ values of 20.86±0.60 and 36.21±1.18 lL, respectively.

Key words: Baeckea frutescens, Myrtaceae, Polymethylated phloroglucinol meroterpenoids, Anti-inflammatory activity

Yin-E Zhi, Xu-Jie Qin, Hui Liu, Yuan Zeng, Wei Ni, Li He, Zu-Ding Wang, Hai-Yang Liu. Structurally Diverse Polymethylated Phloroglucinol Meroterpenoids from Baeckea frutescens[J]. 应用天然产物, 2018, 8(6): 431-439.

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Structurally Diverse Polymethylated Phloroglucinol Meroterpenoids from Baeckea frutescens

Structurally Diverse Polymethylated Phloroglucinol Meroterpenoids from Baeckea frutescens

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