Natural Products and Bioprospecting    2021, Vol. 11 Issue (5) : 557-564     DOI: 10.1007/s13659-021-00315-y
ORIGINAL ARTICLES |
Clerodane-type Diterpene Glycosides from Dicranopteris pedata
Bei-Bei Gao2, Yu-Fei Ou1,2, Qin-Feng Zhu3, Zhi-Ping Zhou1,2, Zhen-Tao Deng1,2, Meng Li1,2, Qin-Shi Zhao2
1 Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, School of Chemical Science and Technology, Yunnan University, Yunnan, 650091 Kunming, People's Republic of China;
2 State Key Laboratory of Phytochemistry and Plant Resources in West China and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;
3 College of Pharmacy, Guizhou Medical University, Guian New Area, Guizhou 550025, China
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Abstract  Three new clerodane-type diterpene glycosides, (5R,6S,8R,9S,10R)-6-O-[β-D-glucopyranosyl-(1→4)-α-L-rhamnopyranosyl] cleroda-3,13(16),14-diene (1), (5R,6S,8R,9S,10R,13S)-6-O-[β-D-glucopyranosyl-(1→ 4)-α-L-rhamnopyranosyl]-2-oxoneocleroda-3,13-dien-15-ol (2), (5R,6S,8R,9S,10R)-6-O-[β-D-glucopyranosyl-(1→ 4)-α-L-rhamnopyranosyl]-(13E)-2-oxoneocleroda-3,14-dien-13-ol (3), together with two known compounds 4 and 5 were isolated from Dicranopteris pedata. The structures of these compounds were elucidated by detailed spectroscopic analysis, and the absolute configuration of compound 2 was determined by ECD calculations. In addition, compound 1 exhibited weak inhibitory activities against SMMC-7721, MCF-7 and SW480.
Keywords Dicranopteris pedata      Clerodane-type diterpene glycosides      ECD     
Fund:This work is supported by the Natural Science Foundation of Yunnan province. (No. 202001AT070052)
Corresponding Authors: Qin-Shi Zhao     E-mail: qinshizhao@mail.kib.ac.cn
Issue Date: 27 September 2021
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Yu-Fei Ou
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Zhi-Ping Zhou
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Qin-Shi Zhao
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Bei-Bei Gao,Yu-Fei Ou,Qin-Feng Zhu, et al. Clerodane-type Diterpene Glycosides from Dicranopteris pedata[J]. Natural Products and Bioprospecting, 2021, 11(5): 557-564.
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http://npb.kib.ac.cn/EN/10.1007/s13659-021-00315-y     OR     http://npb.kib.ac.cn/EN/Y2021/V11/I5/557
1. Editorial Committee of the Flora of China of Chinese Academy of Science, Flora of China, Vol. 2 (3) (Science Press, Beijing, 1980), pp. 118–119
2. Editorial Board of China Herbal, State Administration of Traditional Chinese Medicine, China Herbal, Vol. 4 (2) (Scientific and Technical Publishers, Shanghai, 1999), pp. 86–87
3. Q.J. Li, Z.H. Ni, Y. Yang, X.J. Hao, X.S. Yang, Chin. Pharm. J. 51, 1274–1277 (2016)
4. L.J. Ding, Z.H. Zhou, Y.R. Lin, Food Science 26, 77–82 (2005)
5. Y.C. Su, Subtrop. Plant. Sci. 34, 43–45 (2005)
6. Z.A. Zakaria, Z.D.F.A. Ghani, R.N.S.R.M. Nor, H.K. Gopalan, M.R. Sulaiman, A.M.M. Jais, M.N. Somchit, A.A. Kader, J. Ripin, J. Nat. Med. 62, 179–187 (2008)
7. Z.A. Zakaria, Z.D.F. Abdul Ghani, R.N.S.R.M. Nor, H.K. Gopalan, M.R. Sulaiman, F.C. Abdullah, Yakugaku Zasshi 126, 1197– 1203 (2006)
8. Z.A. Zakaria, F.H. Kamisan, M.H. Omar, N.D. Mahmood, F. Othman, S.S. Abdul Hamid, M.N.H. Abdullah, BMC. Complement. Altern. Med. 17, 271–285 (2017)
9. Y. Kishimoto, Yakugaku Zasshi 75, 1437–1439 (1955)
10. P.R. Diraviam, S.M. Visuvasam, J.B. Alexis, G. Subarayan, U. Toshiyuki, S. Masako, T. Akinobu, F. Hiroyuki, T. Nobutoshi, Chem. Pharm. Bull. 43, 1800–1803 (1995)
11. T. Kuraishi, Y. Mitadera, T. Murakami, N. Tanaka, Y. Saiki, C.M. Chen, Yakugaku Zasshi 103, 679–682 (1983)
12. K. Yoshiki, M. Masafumi, N. Gen-ichiro, N. Itsuo, Chem. Pharm. Bull. 38, 856–860 (1990)
13. A. Tadashi, O. Tadashi, H. Yoshikazu, S. Takayuki, U. Mihoko, O. Shinji, Phytochemistry 46, 839–844 (1997)
14. X.L. Li, X. Cheng, L.M. Yang, R.R. Wang, Y.T. Zheng, W.L. Xiao, Y. Zhao, G. Xu, Y. Lu, Y. Chang, Q.T. Zheng, Q.S. zhao, H.D. Sun, Org. Lett. 8, 1937–1940 (2006)
15. X.L. Li, L.M. Yang, Y. Zhao, R.R. Wang, G. Xu, Y.T. Zheng, L. Tu, L.Y. Peng, X. Cheng, Q.S. Zhao, J. Nat. Prod. 70, 265–268 (2007)
16. X.L. Li, L. Tu, Y. Zhao, L.Y. Peng, G. Xu, X. Cheng, Q.S. Zhao. Helv. Chim. Acta. 91, 856–861 (2008)
17. X.Y. Wang, A.N. Gao, Y.D. Jiao, Y. Zhao, X.B. Yang, Int. J. Biol. Macromol. 108, 625–634 (2018)
18. A.H. Cory, Cancer Commun. 3, 207–212 (1991)
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