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Structurally Diverse Polymethylated Phloroglucinol Meroterpenoids from Baeckea frutescens.


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 ??, respectively.

SUBMITTER: Zhi YE 

PROVIDER: S-EPMC6224813 | biostudies-other | 2018 Dec

REPOSITORIES: biostudies-other

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Structurally Diverse Polymethylated Phloroglucinol Meroterpenoids from Baeckea frutescens.

Zhi Yin-E YE   Qi Xu-Jie XJ   Liu Hui H   Zeng Yuan Y   Ni Wei W   He Li L   Wang Zu-Ding ZD   Liu Hai-Yang HY  

Natural products and bioprospecting 20181029 6


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 hydroxytas  ...[more]

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