Structurally Diverse Polymethylated Phloroglucinol Meroterpenoids from Baeckea frutescens

Yin-E Zhi; Xu-Jie Qi; Hui Liu; Yuan Zeng; Wei Ni; Li He; Zu-Ding Wang; Hai-Yang Liu

doi:10.1007/s13659-018-0189-3

Natural Products and Bioprospecting (Oct 2018)

Structurally Diverse Polymethylated Phloroglucinol Meroterpenoids from Baeckea frutescens

Yin-E Zhi,
Xu-Jie Qi,
Hui Liu,
Yuan Zeng,
Wei Ni,
Li He,
Zu-Ding Wang,
Hai-Yang Liu

Affiliations

Yin-E Zhi: 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
Xu-Jie Qi: 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
Hui Liu: 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
Yuan Zeng: 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
Wei Ni: 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
Li He: Department of Dermatology, The First Affiliated Hospital of Kunming Medical University
Zu-Ding Wang: Kunming Botanee Bio-Technique Co. Ltd
Hai-Yang Liu: 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

DOI: https://doi.org/10.1007/s13659-018-0189-3
Journal volume & issue: Vol. 8, no. 6
pp. 431 – 439

Abstract

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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 anti-inflammatory activity with IC50 values of 20.86 ± 0.60 and 36.21 ± 1.18 μΜ, respectively. Graphical Abstract

Published in Natural Products and Bioprospecting

ISSN: 2192-2195 (Print); 2192-2209 (Online)
Publisher: SpringerOpen
Country of publisher: Germany
LCC subjects: Science: Botany
Website: http://www.springer.com/13659

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