Steroidal Saponins from the Genus Smilax and Their Biological Activities

doi:10.1007/s13659-017-0139-5

Natural Products and Bioprospecting ›› 2017, Vol. 7 ›› Issue (4): 283-298.DOI: 10.1007/s13659-017-0139-5

• Review • Next Articles

Steroidal Saponins from the Genus Smilax and Their Biological Activities

Li-Wen Tian¹, Zhen Zhang¹, Hai-Lan Long¹, Ying-Jun Zhang²

1. School of Pharmaceutical Sciences, Southern Medical University, Guangzhou 510515, China;
2. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China

Received:2017-04-16 Revised:2017-06-12 Online:2018-02-07 Published:2017-08-24
Supported by:
This work was financially supported by the State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences (No. P2015-KF07), Science and Technology Program of Guangzhou, China (No. 201607010147), and Guangdong Medical Science Foundation (No. A2015225).

Steroidal Saponins from the Genus Smilax and Their Biological Activities

Li-Wen Tian¹, Zhen Zhang¹, Hai-Lan Long¹, Ying-Jun Zhang²

1. School of Pharmaceutical Sciences, Southern Medical University, Guangzhou 510515, China;
2. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China

通讯作者: Li-Wen Tian,e-mail:lwtian@smu.edu.cn
基金资助:
This work was financially supported by the State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences (No. P2015-KF07), Science and Technology Program of Guangzhou, China (No. 201607010147), and Guangdong Medical Science Foundation (No. A2015225).

Abstract

Abstract: The Smilax species, widely distributed in tropical region of the world and the warm areas of East Asia and North America, are extensively used as folk medicine to treat inflammatory disorders. Chemical investigation on Smilax species showed they are rich sources of steroidal saponins with diversified structure types, including spirostane, isospirostane, furostane, pregnane, and cholestane. This review mainly summarizes the steroidal saponins (1-104) reported from the genus Smilax between 1967 and 2016, and their biological activities. The relationship between structures of steroidal saponins and related biological activities were briefly discussed.

Key words: Smilax, Steroidal saponins, Biological activities

摘要： The Smilax species, widely distributed in tropical region of the world and the warm areas of East Asia and North America, are extensively used as folk medicine to treat inflammatory disorders. Chemical investigation on Smilax species showed they are rich sources of steroidal saponins with diversified structure types, including spirostane, isospirostane, furostane, pregnane, and cholestane. This review mainly summarizes the steroidal saponins (1-104) reported from the genus Smilax between 1967 and 2016, and their biological activities. The relationship between structures of steroidal saponins and related biological activities were briefly discussed.

关键词: Smilax, Steroidal saponins, Biological activities

Li-Wen Tian, Zhen Zhang, Hai-Lan Long, Ying-Jun Zhang. Steroidal Saponins from the Genus Smilax and Their Biological Activities[J]. Natural Products and Bioprospecting, 2017, 7(4): 283-298.

Li-Wen Tian, Zhen Zhang, Hai-Lan Long, Ying-Jun Zhang. Steroidal Saponins from the Genus Smilax and Their Biological Activities[J]. 应用天然产物, 2017, 7(4): 283-298.

References

1. Editorial Committee of the flora of the Chinese Aacdemy of Sciences, ‘Flora Reipublicae Popularis Sinicae’, Beijing House of Science Press (1978)
2. Chinese Pharmacopoeia Commission, Chinese Pharmacopoeia (China Medical Science Press, Beijing, 2015)
3. Compilation Group of Chinese Hebral Medicine, The Assembly of Chinese Herbal Medicine (People's Medical Publishing House, Beijing, 1975)
4. H. Ma, W. Wang, F. Dong, Zhongguo Yaofang 20, 1191-1193 (2009)
5. Y. Yi, Y. Liu, Y. Peng, Y. Xie, S. Wang, Zhongguo Yaofang 25, 1430-1432 (2011)
6. J. Guo, F. Qian, J. Li, Q. Xu, T. Chen, Clin. Chem. 53, 465-471 (2007)
7. R.R. Bernardo, A.V. Pinto, J.P. Parente, Phytochemistry 43, 465-469 (1996)
8. Y. Sashida, S. Kubo, Y. Mimaki, T. Nikaido, T. Ohmoto, Phytochemistry 31, 2439-2443 (1992)
9. K.Y. Cho, Yakhak Hoechi 39, 141-147 (1995)
10. Z. Belhouchet, M. Sautour, T. Miyamoto, M.A. Lacaille-Dubois, Chem. Pharm. Bull. 56, 1324-1327 (2008)
11. V.L. Challinor, P.G. Parsons, S. Chap, E.F. White, J.T. Blanchfield, R.P. Lehmann, J.J. De Voss, Steroids 77, 504-511 (2012)
12. G.B. Iskenderov, M.N. Mamedova, N.I. Musaev, Chem. Nat. Comp. 11, 820 (1975)
13. Y. Ju, Z.J. Jia, Phytochemistry 31, 1349-1351 (1992)
14. Y. Ju, Z.J. Jia, Phytochemistry 33, 1193-1195 (1993)
15. Y. Ju, H.R. Peng, Z.J. Jia, X.J. Sun, J. Lanzhou Univ. (Nat. Sci.) 30, 64-67 (1994)
16. X.J. Sun, Y. Ju, M. Du, Z.J. Jia, Zhongcaoyao 26, 395-396 (1995)
17. A. Ivanova, B. Mikhova, I. Klaiber, D. Dinchev, I. Kostova, Nat. Prod. Res. 23, 916-924 (2009)
18. T. Lin, H.L. Huang, R.H. Liu, J.C. Shu, G. Ren, F. Shao, L.S. Liu, Magn. Reson. Chem. 50, 813-817 (2012)
19. J. Xu, X. Li, C.C. Zhao, Y. Wang, Nat. Prod. Res. 22, 884-889 (2008)
20. X.H. Wu, C.Z. Wang, S.Q. Wang, C. Mi, Y. He, J. Zhang, Y.W. Zhang, S. Anderson, C.S. Yuan, J. Ethnopharmacol. 162, 362-368 (2015)
21. C. Zhang, S. Feng, L. Zhang, Z. Ren, Nat. Prod. Res. 27, 1255-1260 (2013)
22. I.Khan,M.Nisar,F.Ebad,S.Nadeem,M.Saeed,H.Khan,F.Samiullah, N.Karim Khuda, Z. Ahamd, J. Ethnopharmacol. 121, 175-177 (2009)
23. S. Kubo, Y. Mimaki, Y. Sashida, T. Nikaido, T. Ohmoto, Phytochemistry 31, 2445-2450 (1992)
24. P.Y. Hou, C. Mi, Y. He, J. Zhang, S.Q. Wang, F. Yu, S. Anderson, Y.W. Zhang, X.H. Wu, Fitoterapia 105, 43-48 (2015)
25. M. Sautour, T. Miyamoto, M.A. Lacaille-Dubois, J. Nat. Prod. 68, 1489-1493 (2005)
26. M. Sautour, T. Miyamoto, M.A. Lacaille-Dubois, Planta Med. 72, 667-670 (2006)
27. H.L. Huang, R.H. Liu, F. Shao, Magn. Reson. Chem. 47, 741-745 (2009)
28. J. Xu, S. Feng, Q. Wang, Y. Cao, M. Sun, C. Zhang, Molecules 19, 20975-20987 (2014)
29. B.P. da Silva, J.P. Parente, Z. Naturforsch. B 63, 95-100 (2008)
30. B. Shao, H. Guo, Y. Cui, M. Ye, J. Han, D. Guo, Phytochemistry 68, 623-630 (2007)
31. A. Ivanova, B. Mikhova, T. Batsalova, B. Dzhambazov, I. Kostova, Fitoterapia 82, 282-287 (2011)
32. F. Liang, J.W. He, G.H. Zhu, R.H. Liu, J.C. Shu, F. Shao, H.L. Huang, Phytochem. Lett. 16, 294-298 (2016)
33. Y. Ju, Z. Jia, X. Sun, Phytochemistry 37, 1433-1436 (1994)
34. V.L. Challinor, J.J. De Voss, Nat. Prod. Rep. 30, 429-454 (2013)
35. C.R. Yang, Y. Zhang, M.R. Jacob, S.I. Khan, Y.J. Zhang, X.C. Li, Antimicrb. Agents. Chemother. 50, 1710-1714 (2006)
36. X.S. Shu, Z.H. Gao, X.L. Yang, J. Ethnopharmacol. 103, 327-332 (2006)
37. W.S. Laitonjam, B.D. Kongbrailatpam, Nat. Prod. Res. 24, 1168-1176 (2010)
38. R. Tschesche, G. Lüdke, G. Wulff, Tetrahedron Lett. 8, 2785-2790 (1967)
39. Y. Ju, Z.J. Jia, H.R. Peng, X.J. Sun, Chin. Chem. Lett. 4, 137-138 (1993)
40. Y. Ju, Z.J. Jia, Chem. J. Chin. Univ. 11, 1386-1387 (1990)
41. Z.H. Jia, Y. Ju, M. Du, Chin. Chem. Lett. 3, 431-432 (1992)
42. Y. Ju, Z.J. Jia, Y.N. Wu, Chin. Chem. Lett. 2, 853-854 (1991)
43. C.L. Zhang, W. Zhu, Y.M. Cheng, W.C. Li, Xibei Zhiwu Xuebao 23, 1973-1976 (2003)
44. C.L. Zhang, J.M. Gao, W. Zhu, Phytochem. Lett. 5, 49-52 (2012)
45. M.H. Woo, J.C. Do, K.H. Son, J. Nat. Prod. 55, 1129-1135 (1992)
46. C.L. Zhang, W. Zhu, X.M. Li, B.F. Su, X.Y. Yan, Linye Kexue 42, 69-73 (2006)
47. Z.H. Jia, Y. Ju, Phytochemistry 31, 3173-3175 (1992)
48. C.L. Zhang, W.C. Li, J.M. Gao, J.X. Fu, J. Northwest Sci-Tech Univ. of Agric. For. (Nat. Sci.) 31, 163-166 (2003)
49. Y. Ju, Z.J. Jia, Chem. J. Chin. Univ. 12, 1488-1489 (1991)
50. C. Lavaud, Planta Med. Phytother. 26, 64-73 (1993)
51. J.Y. Liu, J.X. Fu, J.M. Gao, M.H. Qiu, J. Northwest Sci-Tech Univ. of Agric. For. (Nat. Sci.) 30, 222-224 (2002)
52. W. Chen, X.A. Shou, Y. Chen, N. Qin, W. Qiao, S.A. Tang, H.Q. Duan, Chem. Nat. Comp. 50, 989-993 (2014)
53. J. Li, X. Bi, G. Zheng, Y. Hitoshi, T. Ikeda, T. Nohara, Chem. Pharm. Bull. 54, 1451-1454 (2006)
54. X.H. Wu, C.Z. Wang, J. Zhang, S.Q. Wang, L. Han, Y.W. Zhang, C.S. Yuan, Phytother. Res. 28, 1822-1828 (2014)
55. X.H. Wu, J. Zhang, S.Q. Wang, V.C. Yang, S. Anderson, Y.W. Zhang, Phytomedicine 21, 1196-1201 (2014)

[1]	Jin-Ning Chu, Premanand Krishnan, Kuan-Hon Lim. A comprehensive review on the chemical constituents, sesquiterpenoid biosynthesis and biological activities of Sarcandra glabra [J]. Natural Products and Bioprospecting, 2023, 13(6): 53-53.
[2]	Muhammad Rashad, Simone Sampò, Amelia Cataldi, Susi Zara. Biological activities of gastropods secretions: snail and slug slime [J]. Natural Products and Bioprospecting, 2023, 13(6): 42-42.
[3]	Yue Zhao, Wen-Ke Gao, Xiang-Dong Wang, Li-Hua Zhang, Hai-Yang Yu, Hong-Hua Wu. Phytochemical and pharmacological studies on Solanum lyratum: a review [J]. Natural Products and Bioprospecting, 2022, 12(6): 39-39.
[4]	Jin-Tao Ma, Da-Wei Li, Ji-Kai Liu, Juan He. Advances in Research on Chemical Constituents and Their Biological Activities of the Genus Actinidia [J]. Natural Products and Bioprospecting, 2021, 11(6): 573-609.
[5]	Joseph Sakah Kaunda, Ying-Jun Zhang. The Genus Solanum: An Ethnopharmacological, Phytochemical and Biological Properties Review [J]. Natural Products and Bioprospecting, 2019, 9(2): 77-137.
[6]	Xu-Jie Qin, Wei Ni, Chang-Xiang Chen, Hai-Yang Liu. Untiring Researches for Alternative Resources of Rhizoma Paridis [J]. Natural Products and Bioprospecting, 2018, 8(4): 265-278.
[7]	Xingrong Peng, Minghua Qiu. Meroterpenoids from Ganoderma Species: A Review of Last Five Years [J]. Natural Products and Bioprospecting, 2018, 8(3): 137-149.
[8]	Fidele Ntie-Kang, Leonel E. Njume, Yvette I. Malange, Stefan Günther, Wolfgang Sippl, Joseph N. Yong. The Chemistry and Biological Activities of Natural Products from Northern African Plant Families: From Taccaceae to Zygophyllaceae [J]. Natural Products and Bioprospecting, 2016, 6(2): 63-96.
[9]	Ming-Ming Zhai, Jie Li, Chun-Xiao Jiang, Yan-Ping Shi, Duo-Long Di, Phillip Crews, Quan-Xiang Wu. The Bioactive Secondary Metabolites from Talaromyces species [J]. Natural Products and Bioprospecting, 2016, 6(1): 1-24.

Steroidal Saponins from the Genus Smilax and Their Biological Activities

Steroidal Saponins from the Genus Smilax and Their Biological Activities

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 9

Recommended Articles

Metrics

Comments