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Molecules 2016, 21(10), 1282; doi:10.3390/molecules21101282

Novel Diterpenoids from the Twigs of Podocarpus nagi

1
State Key Laboratory of Drug Research & Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China
2
University of Chinese Academy of Sciences, Beijing 100049, China
3
School of Life Science and Technology, ShanghaiTech University, Shanghai 201203, China
4
School of Chemistry & Environmental Engineering, Yangtze University, Jingzhou 434023, China
5
State Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau, Macau 999078, China
*
Authors to whom correspondence should be addressed.
Received: 25 August 2016 / Revised: 25 August 2016 / Accepted: 22 September 2016 / Published: 25 September 2016
(This article belongs to the Section Natural Products)
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Abstract

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. View Full-Text
Keywords: Podocarpus nagi; abietane-type diterpenoid; ent-pimarane-type diterpenoid; cytotoxicity; anti-inflammation Podocarpus nagi; abietane-type diterpenoid; ent-pimarane-type diterpenoid; cytotoxicity; anti-inflammation
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Zheng, Y.-D.; Guan, X.-C.; Li, D.; Wang, A.-Q.; Ke, C.-Q.; Tang, C.- .; Lin, L.-G.; Ye, Y.; Wang, Z.-L.; Yao, S. Novel Diterpenoids from the Twigs of Podocarpus nagi. Molecules 2016, 21, 1282.

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