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Norditerpenoids and Dinorditerpenoids from the Seeds of Podocarpus nagi as Cytotoxic Agents and Autophagy Inducers
Feng, Zhe-Ling1; Zhang, Le-Le1; Zheng, Yuan-Dong2,3,4; Liu, Qian-Yu1; Liu, Jing-Xin1; Feng, Lu2; Huang, Li1; Zhang, Qing-Wen1; Lu, Jin-Jian1; Lin, Li-Gen1
2017-07
Source PublicationJOURNAL OF NATURAL PRODUCTS
ISSN0163-3864
Volume80Issue:7Pages:2110-2117
Abstract

Nine new norditerpenoids and dinorditerpenoids, 2-oxonagilactone A (1), 7 beta-hydroxynagilactone D (2), nagilactones K and L (3 and 4), 3 beta-hydroxynagilactone L (5), 2 beta-hydroxynagilactone L (6), 3-epi-15-hydroxynagilactone D (7), l alpha-chloro-2 beta,3 beta,15-trihydroxynagilactone L (8), and 15-hydroxynagilactone L (9), were isolated from the seeds of Podocarpus nagi, along with eight known analogues. The structures of the new compounds were established based on detailed NMR and HRESIMS analysis, as well as from their ECD spectra. The absolute configuration of the known compound 1-deoxy-2 alpha-hydroxynagilactone A (16) was confirmed by single-crystal X-ray diffraction. All of the isolates were tested for their cytotoxic activities against cancer cells. The results indicated that compounds 4 and 6, as well as. several known compounds, displayed cytotoxicity against A2780 and HEY cancer cells. Among the new compounds, 2 beta-hydroxynagilactone L (6) showed IC50 values of less than 2.5 mu M against the two cell lines used. Furthermore, compound 6 induced autophagic flux in A2780 cells, as evidenced by an enhanced expression level of the autophagy marker phosphatidylethanolamine-i-nodified microtubule-associated protein light-chain 3 (LC3-II) and increased mRFP-GFP-LC3 puncta. Also, compound 6 activated the c-Jun N-terminal kinase (JNK) pathway, while pretreatment with the JNK inhibitor SP600125 decreased compound 6-induced autophagy.

DOI10.1021/acs.jnatprod.7b00347
URLView the original
Indexed BySCI ; IC
Language英语
WOS Research AreaPlant Sciences ; Pharmacology & Pharmacy
WOS SubjectPlant Sciences ; Chemistry, Medicinal ; Pharmacology & Pharmacy
WOS IDWOS:000406818300019
PublisherAMER CHEMICAL SOC
The Source to ArticleWOS
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Cited Times [WOS]:21   [WOS Record]     [Related Records in WOS]
Document TypeJournal article
CollectionInstitute of Chinese Medical Sciences
Corresponding AuthorLu, Jin-Jian; Lin, Li-Gen
Affiliation1.State Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau, Avenida da Universidade, Taipa, Macao 999078, People’s Republic of China
2.State Key Laboratory of Drug Research & Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu-Chong-Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, People’s Republic of China
3.University of Chinese Academy of Sciences, Beijing 100049, People’s Republic of China
4.School of Life Science and Technology, Shanghai Tech University, Shanghai 201203, People’s Republic of China
First Author AffilicationInstitute of Chinese Medical Sciences
Corresponding Author AffilicationInstitute of Chinese Medical Sciences
Recommended Citation
GB/T 7714
Feng, Zhe-Ling,Zhang, Le-Le,Zheng, Yuan-Dong,et al. Norditerpenoids and Dinorditerpenoids from the Seeds of Podocarpus nagi as Cytotoxic Agents and Autophagy Inducers[J]. JOURNAL OF NATURAL PRODUCTS,2017,80(7):2110-2117.
APA Feng, Zhe-Ling.,Zhang, Le-Le.,Zheng, Yuan-Dong.,Liu, Qian-Yu.,Liu, Jing-Xin.,...&Lin, Li-Gen.(2017).Norditerpenoids and Dinorditerpenoids from the Seeds of Podocarpus nagi as Cytotoxic Agents and Autophagy Inducers.JOURNAL OF NATURAL PRODUCTS,80(7),2110-2117.
MLA Feng, Zhe-Ling,et al."Norditerpenoids and Dinorditerpenoids from the Seeds of Podocarpus nagi as Cytotoxic Agents and Autophagy Inducers".JOURNAL OF NATURAL PRODUCTS 80.7(2017):2110-2117.
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