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Anti-inflammatory abietane diterpenoids from the seeds of Podocarpus nagi
Affiliation:1. State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 501 Haike Road, Shanghai, 201203, PR China;2. University of Chinese Academy of Sciences, No.19A Yuquan Road, Beijing, 100049, PR China;1. Physical and Chemical Analysis Laboratory, Division of Material Science & Quality Test, Shanghai Institute of Measurement and Testing Technology, 1500 Zhangheng Road, Shanghai 201203, China;2. Shaanxi Key Laboratory of Natural Products & Chemical Biology, College of Science, Northwest A&F University, 3 Taicheng Road, Yangling 712100, China;3. Department of Medical Oncology, Jinling Hospital, Nanjing University Clinical School of Medicine, 305 East Zhongshan Road, Nanjing 210002, China;4. Key Laboratory of Marine Biogenetic Resources, Third Institute of Oceanography, Ministry of Natural Resources, 184 Daxue Road, Xiamen 361005, China;5. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;1. Guizhou University of Traditional Chinese Medicine, 50 Cityeast Road, Guiyang, Guizhou Province 550002, People’s Republic of China;2. School of Chinese Medicine, Hong Kong Baptist University, 7 Baptist University Road, Kowloon Tong, Kowloon, Hong Kong Special Administrative Region;3. Department of Chemistry, Cha Chi-ming Science Tower, Hong Kong Baptist University, Kowloon Tong, Kowloon, Hong Kong Special Administrative Region;4. Department of Chemistry and Biochemistry, Siena College, Loudonville, NY 12211, USA;1. Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Huazhong University of Science and Technology, Wuhan, Hubei 430030, People''s Republic of China;2. Key Laboratory of Plant Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi, Xinjiang 830011, People''s Republic of China;3. Key Laboratory of Xinjiang Phytomedicine Resource and Utilization, Ministry of Education, School of Pharmacy, Shihezi University, Shihezi, Xinjiang 832000, People''s Republic of China
Abstract:In searching for naturally occurring anti-inflammatory agents, three new abietane-type diterpenoids, named 16-hydroxylambertic acid (1), 7-oxo-18-hydroxyferruginol (2), and 5α,12-dihydroxy-6-oxa-abieta-8,11,13-trien-7-one (3), were isolated from the seeds of Podocarpus nagi, together with three known compounds. The structures of the new compounds were elucidated by extensive analysis of NMR and HR-ESIMS data. All the new compounds were tested for nitric oxide (NO) inhibitory activities on lipopolysaccharide (LPS)-stimulated RAW264.7 cells. Compound 1 significantly inhibited NO production with IC50 value of 5.38 ± 0.17 μM, and suppressed inducible NO synthase (iNOS) expression in a dose-dependent manner, which were mediated through inhibiting the mitogen-activated protein kinases (MAPKs) and nuclear factor-κB (NF-κB) activation.
Keywords:Abietane diterpenoids  NO production  Anti-inflammation
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