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Diterpenoids from the Whole Plants of Ajuga nipponensis and Their Inhibition of RANKL-Induced Osteoclastogenesis
Authors:Haijuan Wang  Xifeng Teng  Yuting Zhang  Qiong Gu  Lin He
Affiliation:1. a School of Pharmacy, Guangdong Pharmaceutical University, Guangzhou, 510006 P. R. China

These authors contributed equally to this work.;2. b State Administration of Traditional Chinese Medicine Key Laboratory for Production and Development of Lingnan Medicinal Material, School of Chinese Medicine, Guangdong Pharmaceutical University, Guangzhou, 510006 P. R. China

These authors contributed equally to this work.;3. School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006 P. R. China;4. d Guangdong Provincial Cosmetics Engineering and Technology Research Center, School of Chemistry and Chemical Engineering, Guangdong Pharmaceutical University, Zhongshan, 528458 P. R. China

Abstract: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 (12S)-6α,19-diacetoxy-18-chloro-4α-hydroxy-12-tigloyloxy-neo-clerod-13-en-15,16-olide ( 12 ) showed significant inhibition of osteoclastogenesis with IC50 values of 0.88 and 0.79 μM, respectively. Here we firstly reported diterpenoids with anti-osteoclastogenesis activity from A. nipponensis.
Keywords:Ajuga nipponensis  diterpenoids  osteoclast  osteoporosis
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