Novel Diterpenoids from the Twigs of Podocarpus nagi.
Phytochemical investigation of the twigs of Podocarpus nagi (Podocarpaceae) led to the isolation of two new abietane-type diterpenoids, named 1β,16-dihydroxylambertic acid (1) and 3β,16-dihydroxylambertic acid (2), along with two new ent-pimarane-type diterpenoids, named ent-2β,15,16,18-tetrahydroxypimar-8(14)-ene (3) and ent-15-oxo-2β,16,18-trihydroxypimar-8(14)-ene (4). Their respective structures were elucidated on the basis of spectroscopic analyses, including 1D- and 2D-NMR, IR, CD, and HR-ESI-MS. This is the first time ent-pimarane-type diterpenoids from the genus Podocarpus has been reported. All four new compounds were tested for cytotoxic activity. The MTT assay results showed that compounds 3 and 4 significantly inhibited the proliferation of human cervical cancer Hela cells, human lung cancer A549 cells, and human breast cancer MCF-7 cells at a concentration of 10 μM. Furthermore, using the lipopolysaccharide (LPS)-stimulated RAW264.7 cells, compounds 2 and 4 were found to significantly inhibit nitrogen oxide (NO) production with IC50 values of 26.5 ± 6.1 and 17.1 ± 1.5 μM, respectively.
State Key Laboratory of Drug Research & Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China. zhengyd@shanghaitech.edu.cn.|University of Chinese Academy of Sciences, Beijing 100049, China. zhengyd@shanghaitech.edu.cn.|School of Life Science and Technology, ShanghaiTech University, Shanghai 201203, China. zhengyd@shanghaitech.edu.cn.
Yuan-Dong
YD
Zheng
School of Chemistry & Environmental Engineering, Yangtze University, Jingzhou 434023, China. gxc911212@126.com.
Xing-Chen
XC
Guan
State Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau, Macau 999078, China. yb47516@umac.mo.
Dan
D
Li
State Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau, Macau 999078, China. yb37510@umac.mo.
An-Qi
AQ
Wang
State Key Laboratory of Drug Research & Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China. kechangqiang@simm.ac.cn.|University of Chinese Academy of Sciences, Beijing 100049, China. kechangqiang@simm.ac.cn.
Chang-Qiang
CQ
Ke
State Key Laboratory of Drug Research & Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China. tangcp_sh@163.com.|University of Chinese Academy of Sciences, Beijing 100049, China. tangcp_sh@163.com.
Chun-Ping
CP
Tang
State Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau, Macau 999078, China. ligenl@umac.mo.
Li-Gen
LG
Lin
State Key Laboratory of Drug Research & Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China. yye@simm.ac.cn.|University of Chinese Academy of Sciences, Beijing 100049, China. yye@simm.ac.cn.|School of Life Science and Technology, ShanghaiTech University, Shanghai 201203, China. yye@simm.ac.cn.
Yang
Y
Ye
School of Chemistry & Environmental Engineering, Yangtze University, Jingzhou 434023, China. gxc911212@126.com.
Zheng-Liang
ZL
Wang
State Key Laboratory of Drug Research & Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China. yaosheng@simm.ac.cn.|University of Chinese Academy of Sciences, Beijing 100049, China. yaosheng@simm.ac.cn.
Sheng
S
Yao
Podocarpus nagi; abietane-type diterpenoid; anti-inflammation; cytotoxicity; ent-pimarane-type diterpenoid
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