Natural Products and Bioprospecting    2019, Vol. 9 Issue (5) : 329-336     DOI: 10.1007/s13659-019-00219-y
ORIGINAL ARTICLES |
Phenolic Constituents with Antioxidative, Tyrosinase Inhibitory and Anti-aging Activities from Dendrobium loddigesii Rolfe
Rui-Jing Ma1,2, Liu Yang1,3, Xue Bai1, Jin-Yu Li1, Ming-Yan Yuan1,3, Ya-Qin Wang3, Yong Xie3, Jiang-Miao Hu1,3, Jun Zhou1
1 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China;
2 College of Pharmacy, Guilin Medical University, Guilin 541004, People's Republic of China;
3 R&D Center of Dr. Plant, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China
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Abstract  Aqueous ethanol extracts of powdered stems of Dendrobium loddigesii afforded three new phenolics including threo-7-O-ethyl-9-O-(4-hydroxyphenyl)propionyl-guaiacylglycerol (1), (R)-4,5,4'-trihydroxy-3,3',α-trimethoxybibenzyl (2) and (S)-5,5',7-trihydroxy-3',4'-dimethoxyflavanone (3), together with eleven known analogues. Their structures were determined by extensive spectroscopic analysis. To identify natural antioxidants, whitening, and anti-aging agents, the abilities of these phenolics were assessed to scavenge the 1,2-diphenyl-2-picrylhydrazyl (DPPH) radical, their abilities to inhibit tyrosinase production, and their abilities to stimulate collagen production by human dermal fibroblasts-adult (HDFa) assay. It was found that compounds 1, 4-8, 13 and 14 exhibited significant DPPH radical scavenging activities, compound 10 exhibited tyrosinase inhibitory activity (IC50 37.904 μg/mL), and compound 9 showed significant collagen production with an EC50 value of 3.182 μg/mL. These results suggest that phenolic constituents from D. loddigesii may be candidate antioxidants, skin-whitening and/or anti-aging agents.
Keywords Dendrobium loddigesii      Phenolic constituents      Antioxidative      Tyrosinase inhibitory      Anti-aging     
Fund:This project was supported financially by the Yunnan Provincial Science and Technology Department (Nos. 2017ZF003-04, 2015HB093 and 2019HA001). Authors are grateful to the staff of the analytical group of the State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, for measurements of all spectra.
Corresponding Authors: Jiang-Miao Hu     E-mail: hujiangmiao@mail.kib.ac.cn
Issue Date: 30 October 2019
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Rui-Jing Ma
Liu Yang
Xue Bai
Jin-Yu Li
Ming-Yan Yuan
Ya-Qin Wang
Yong Xie
Jiang-Miao Hu
Jun Zhou
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Rui-Jing Ma,Liu Yang,Xue Bai, et al. Phenolic Constituents with Antioxidative, Tyrosinase Inhibitory and Anti-aging Activities from Dendrobium loddigesii Rolfe[J]. Natural Products and Bioprospecting, 2019, 9(5): 329-336.
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http://npb.kib.ac.cn/EN/10.1007/s13659-019-00219-y     OR     http://npb.kib.ac.cn/EN/Y2019/V9/I5/329
1. D. Yang, Z.Q. Cheng, L. Yang, B. Hou, J. Yang, X.N. Li, C.T. Zi, F.W. Dong, Z.H. Liu, J. Zhou, Z.T. Ding, J.M. Hu, J. Nat. Prod. 81, 227-235 (2018)
2. X.M. Zhou, C.J. Zheng, L.S. Gan, G.Y. Chen, X.P. Zhang, X.P. Song, G.N. Li, C.G. Sun, J. Nat. Prod. 79, 1791-1797 (2016)
3. T.B. He, Y.P. Huang, L. Yang, T.T. Liu, W.Y. Gong, X.J. Wang, J. Sheng, J.M. Hu, Int. J. Biol. Macromol. 83, 34-41 (2016)
4. Y. Hu, C. Zhang, X. Zhao, Y. Wang, D. Feng, M. Zhang, H. Xie, J. Nat. Prod. 79, 252-256 (2016)
5. W.W. Fan, F.Q. Xu, F.W. Dong, X.N. Li, Y. Li, Y.Q. Liu, J. Zhou, J.M. Hu, Nat. Prod. Bioprospect. 3, 89-92 (2013)
6. Y. Lin, F. Wang, L.J. Yang, Z. Chun, J.K. Bao, G.L. Zhang, Phytochemistry 95, 242-251 (2013)
7. M. Moretti, L. Cossignani, F. Messina, L. Dominici, M. Villarini, M. Curini, M.C. Marcotullio, Food Chem. 140, 660-665 (2013)
8. S. Charoenrungruang, P. Chanvorachote, B. Sritularak, V. Pongrakhananon, J. Nat. Prod. 77, 1359-1366 (2014)
9. C.C. Chen, L.G. Wu, F.N. Ko, C.M. Teng, J. Nat. Prod. 57, 1271-1274 (1994)
10. Y. Deng, M. Li, L.X. Chen, X.Q. Chen, J.H. Lu, J. Zhao, S.P. Li, Carbohyd. Polym. 180, 238-245 (2018)
11. R. Li, T. Liu, M. Liu, F. Chen, S. Liu, J. Yang, J. Agric. Food Chem. 65, 3665-3674 (2017)
12. Editorial Committee of Flora Republicae Popularis Sinicae, (Academic Press. Beijing 19, 104 (1999)
13. Y. Lu, M. Kuang, G.P. Hu, R.B. Wu, J. Wang, L. Liu, Y.C. Lin, Molecules 19, 8544-8555 (2014)
14. C. Zhang, S.J. Liu, L. Yang, M.Y. Yuan, J.Y. Li, B. Hou, H.M. Li, X.Z. Yang, C.C. Ding, J.M. Hu, Fitoterapia 122, 76-79 (2017)
15. D. Yang, L.Y. Liu, Z.Q. Cheng, F.Q. Xu, W.W. Fan, C.T. Zi, F.W. Dong, J. Zhou, Z.T. Ding, J.M. Hu, Fitoterapia 100, 11-18 (2015)
16. W.W. Fan, F.Q. Xu, F.W. Dong, X.N. Li, X.Y. Wei, J. Zhou, J.M. Hu, Tetrahedron Lett. 54, 1928-1930 (2013)
17. F.Q. Xu, F.C. Xu, B. Hou, W.W. Fan, C.T. Zi, Y. Li, F.W. Dong, Y.Q. Liu, J. Sheng, Z.L. Zuo, J.M. Hu, Bioorg. Med. Chem. Lett. 24, 5268-5273 (2014)
18. C.L. Chang, L.J. Zhang, R.Y. Chen, C.C. Wu, H.C. Huang, M.C. Roy, J.P. Huang, Y.C. Wu, Y.H. Kuo, Bioorg. Med. Chem. 18, 518-525 (2010)
19. J. Cai, C. Yang, T. Chen, L. Zhao, Nat. Prod. Res. Nat. Prod. Res. 32, 1600-1604 (2018)
20. Y. Li, C.L. Wang, Y.J. Wang, S.X. Guo, J.S. Yang, X.M. Chen, P.G. Xiao, Chem. Pharm. Bull. 57, 218-219 (2009)
21. C.L. Chang, G.J. Wang, L.J. Zhang, W.J. Tsai, R.Y. Chen, Y.C. Wu, Y.H. Kuo, Phytochemistry 71, 271-279 (2010)
22. K. Šmejkal, L. Grycová, R. Marek, F. Lemière, D. Jankovská, H. Forejtniková, J. Vančo, V. Suchý, J. Nat. Prod. 70, 1244-1248 (2007)
23. D. Slade, D. Ferreira, J.P.J. Marais, Phytochemistry 66, 2177-2215 (2005)
24. P.L. Majumder, S. Chatterjee, Phytochemistry 28, 1986-1988 (1989)
25. P.L. Majumder, R.C. Sen, Phytochemistry 26, 2121-2124 (1987)
26. B. Sritularak, N. Duangrak, K. Likhitwitayawuid, Z. Naturforsch. C 66, 205-208 (2011)
27. Y.W. Leong, C.C. Kang, L.J. Harrison, A.D. Powell, Phytochemistry 44, 157-165 (1996)
28. P.L. Majumder, S. Pal, Phytochemistry 32, 1561-1565 (1993)
29. C.F. Xie, H.Q. Yuan, J.B. Qu, J. Xing, B.B. Lue, X.N. Wang, M. Ji, H.X. Lou, Chem. Biodiversity 6, 1193-1201 (2009)
30. C.Q. Fan, W.M. Zhao, G.W. Qin, Chin. Chem. Lett. 11, 705-706 (2000)
31. Y. Tezuka, Y. Yoshida, T. Kikuchi, G.J. Xu, Chem. Pharm. Bull. 41, 1346-1349 (1993)
32. F.M.M. Darwish, M.G. Reinecke, Phytochemistry 62, 1179-1184 (2003)
33. O. Demirkiran, T. Sabudak, M. Ozturk, G. Topcu, J. Agric. Food Chem. 61, 12598-12603 (2013)
34. K.H. Lee, F.H.A. Aziz, A. Syahida, F. Abas, K. Shaari, D.A. Israf, N.H. Lajis, Eur. J. Med. Chem. 44, 3195-3200 (2009)
35. H.I. Choi, H.J. Kim, J.I. Park, E.H. Shin, D.W. Kim, S.S. Kim, Bioorg. Med. Chem. Lett. 19, 2079-2082 (2009)
36. T. Sabudak, O. Demirkiran, M. Ozturk, G. Topcu, Phytochemistry 96, 305-311 (2013)
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