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Diterpenoids from the Whole Plants of Ajuga nipponensis and Their Inhibition of RANKL‐Induced Osteoclastogenesis
Author(s) -
Wang Haijuan,
Teng Xifeng,
Zhang Yuting,
Gu Qiong,
He Lin
Publication year - 2021
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.202000780
Subject(s) - chemistry , stereochemistry , diterpene , rankl , terpene , absolute configuration , biochemistry , activator (genetics) , gene
Two new diterpenoids, ajudecunoid A ( 1 ) and ajudecunoid B ( 14 ), along with thirteen known diterpenoids, were isolated from the whole plants of Ajuga nipponensis Makino. Their structures were elucidated by the extensive spectroscopic analysis (UV, IR, MS, and NMR). The absolute configurations of ajudecunoid A ( 1 ) and ajudecunoid B ( 14 ) were defined through analysis of X‐ray crystallography. Fifteen compounds were evaluated for inhibition of the formation of osteoclasts in bone marrow‐derived macrophages (BMM) cells. Two neo ‐clerodane diterpenoids ajuganipponin B ( 5 ) and (12 S )‐6 α ,19‐diacetoxy‐18‐chloro‐4 α ‐hydroxy‐12‐tigloyloxy‐ neo ‐clerod‐13‐en‐15,16‐olide ( 12 ) showed significant inhibition of osteoclastogenesis with IC 50 values of 0.88 and 0.79 μM, respectively. Here we firstly reported diterpenoids with anti‐osteoclastogenesis activity from A. nipponensis .