Therapeutic properties and structural characterization of steroidal saponins: a review

Sparg SG, Light ME, Staden JV. Biological activities and distribution of plant saponins. J Ethnopharmacol. 2004; 94: 219-243. ISSN 0378-874. [CrossRef]. Vincken JP, Heng L, Groot A, Gruppen H. Saponins, classification and occurrence in the plant kingdom. Phytochemistry. 2007; 68: 275-297. ISSN 0031-9422. [CrossRef]. Wang Y, Gao W, Li X, Wei J, Jing S, Xiao P. Chemotaxonomic study of the genus Paris based on steroidal saponins. Biochem System Ecol. 2013; 48: 163-173. ISSN 0305-1978. [CrossRef]. Oleszek WA. Chromatographic determination of plant saponins. J Chromatogr A. 2002; 967: 147-162. ISSN 0021-9673. [CrossRef]. Francis G, Kerem Z, Makkar HPS, Becker K. The biological action of saponins in animal systems: a review. British J Nutr. 2002; 88: 587-605. ISSN 1475-2662 [PubMed]. Skhirtladze A, Plaza A, Montoro P, Benidze M, Kemertelidze E, Pizza C et al. Furostanol saponins from Yucca gloriosa L. rhizomes. Biochem System Ecol. 2006; 34: 809-814. ISSN 0305-1978. [CrossRef]. Lanzotti V, Barile E, Antignani V, Bonanomi G, Scala F. Antifungal saponins from bulbs of garlic, Allium sativum L. var. Voghiera. Phytochemistry. 2012; 78: 126-134. ISSN 0031-9422. [CrossRef]. Zhou LB, Chen DF. Steroidal saponins from the roots of Asparagus filicinus. Steroids. 2008; 73: 83-87. ISSN 0039-128X. [CrossRef]. Liu X, Zhang H, Niu XF, Xin W, Qi L. Steroidal saponins from Smilacina japonica. Fitoterapia. 2012; 83: 812-816. ISSN 0367-326X. [CrossRef]. Dewick PM. Medicinal natural products: a biosynthetic approach. 2nd Ed. West Sussex: Wiley; 2002. ISBN 9780470741672. Geyter E, Lambert E, Geelen D, Smagghe G. Novel Advances with Plant Saponins as Natural Insecticides to Control Pest Insects. Pest Technol. 2007; 1(2): 96-105. [Link]. Arthan D, Kittakoop P, Esen A, Svasti J. Furostanol glycoside 26-O-b-glucosidase from the leaves of Solanum torvum. Phytochemistry 2006; 67: 27-33. ISSN 0031-9422. [CrossRef]. Li X, Jing S, Man S, Li X, Zhao C, Wang Y et al. A new acetylated spirostanol saponin and other constituents from the rhizomes of Dioscorea althaeoides R. Knuth (Dioscoreaceae). Biochem System Ecol. 2016; 65: 17-22. ISSN 0305-1978. [CrossRef]. Bernardo RR, Pinto AV, Parente JP. Steroidal saponins from smilax officinalis. Phytochemistry 1996; 43(2): 465-469. ISSN 0031-9422. [CrossRef]. Antunes AS, Silva BP, Parente JP, Valente AP. A New Bioactive Steroidal Saponin from Sansevieria cylindrica. Phytot Res. 2003; 17: 179-182. ISSN 1099-1573. [PubMed]. Ohtsuki T, Sato M, Koyano T, Kowithayakorn T, Kawahara N, Yukihiro G et al. Steroidal saponins from Calamus insignis and their cell growth and cell cycle inhibitory activities. Bioorg Med Chem. 2006; 14: 659-665. ISSN 0968-0896. [CrossRef]. Carotenuto A, Fattorusso E, Lanzotti V, Magno S, De Feo V, Carnuccio R et al. Porrigenins A and B, novel cytotoxic and Antiproliferative Sapogenins Isolated from Allium porrum. J Nat Prod. 1997; 60(10): 1003-1007. ISSN 1520-6025. [CrossRef]. Agrawal PK. Dependence of 1H NMR chemical shifts of geminal protons of glycosyloxy methylene (H2-26) on the orientation of the 27-methyl group of furostane-type steroidal saponins. Magn Resonan Chem. 2004; 42: 990-993. ISSN 1097-458X. [CrossRef]. Mostafa A, Sudisha J, El-Sayed M, Ito SI, Tsuyoshi IT, Yamauchi N et al. Aginoside saponin, a potent antifungal compound, and secondary metabolite analyses from Allium nigrum L. Phytochem Letters. 2013; 6: 274-280. ISSN 1874-3900. [CrossRef]. Sadeghi M, Zolfaghari B, Senatore M, Lanzotti V. Spirostane, furostane and cholestane saponins from Persian leek with antifungal activity. Food Chem. 2013; 141: 1512-1521. ISSN 0308-8146. [CrossRef]. Sautour M, Miyamoto T, Lacaille-Dubois MA. Steroidal saponins and flavan-3-ol glycosides from Dioscorea villosa. Biochem System Ecology. 2006; 34(1). ISSN 0305-1978. [CrossRef]. Cho J, Choi H, Lee J, Kim M-S, Sohn H-Y, Lee DG. The antifungal activity and membrane-disruptive action of dioscin extracted from Dioscorea nipponica. Biochim Biophy Acta. 2013; 1828: 1153-1158. ISSN 0005-2736. [CrossRef]. Qin X-J, Sun D-J, Ni W, Chen C-X, Hua Y, He L et al. Steroidal saponins with antimicrobial activity from stems and leaves of Paris polyphylla var. yunnanensis. Steroids. 2012; 77: 1242-1248. ISSN 0039-128X. [CrossRef]. Fouedjou RT, Teponno RB, Quassinti L, Bramucci M, Petrelli D, Vitali LA et al. Steroidal saponins from the leaves of Cordyline fruticosa (L.) A. Chev. and their cytotoxic and antimicrobial activity. Phytochem Letters. 2014; 7: 62-68. ISSN 1874-3900. [CrossRef]. Shao B, Guo H, Cui Y, Ye M, Jian HJ, Guo D. Steroidal saponins from Smilax china and their anti-inflammatory activities. Phytochemistry. 2007; 68: 623-630. ISSN 0031-9422. [CrossRef]. Sun Z-Y, Zuo S-Q, Yang X, Lan J-H, Liu C-X, Guo Z-Y et al. Aspidsaponins E-H, Four new steroidal saponins from the rhizomes of Aspidistra elatior Blume and their anti-inflammatory activity. Phytochem Letters. 2019; 34: 68-73. ISSN 1874-3900. [CrossRef]. Adão CR, Silva BP, Parente JP. A new steroidal saponin from Allium ampeloprasum var. porrum with anti-inflammatory and gastroprotective effects. Phytochem Letters. 2011; 4: 306-310. ISSN 1874-3900. [CrossRef]. Silva BP, Sousa AC, Silva GM, Mendes TP, Parente JP. A New Bioactive Steroidal Saponin from Agave attenuata. Zeitschrift für Naturforschugn 2002; 57c: 423-428. ISSN 0939-507. [CrossRef]. Silva BP, Parente JP. A New Bioactive Steroidal Saponin from Agave brittoniana. Zeitschrift für Naturforschugn. 2007; 62b: 1193-1198. ISSN 0939-507. [Link]. Wang W, Imeng H. Cytotoxic, anti-inflammatory and hemostatic spirostane-steroidal saponins from the ethanol extract of the roots of Bletilla striata. Fitoterapia. 2015; 101: 2-18. ISSN 0367-326X. [CrossRef]. Rezgui A, Mitaine-Offer A-C, Paululat T, Delemasure S, Patrick Dutartre P, Lacaille-Dubois M-A. Cytotoxic steroidal glycosides from Allium flavum. Fitoterapia. 2014; 93: 121-125. ISSN 0367-326X. [CrossRef]. Li N, Zhang L, Zeng K-W, Zhou Y, Zhang J-Y, Che Y-Y et al. Cytotoxic steroidal saponins from Ophiopogon japonicus. Steroids. 2013; 78: 1-7. ISSN 0039-128X. [CrossRef]. Yang Y-J, Pang X, Wang B, Yang J, Chen X-J, Sun X-G et al. Steroidal saponins from Trillium tschonoskii rhizomes and their cytotoxicity against HepG2 cells. Steroids. 2020; 156: 1-7. ISSN 0039-128X. [CrossRef]. Tong Q-Y, He Y, Zhao Q-B, Qing Y, Huang W, Wu X-H. Cytotoxicity and apoptosis-inducing effect of steroidal saponins from Dioscorea zingiberensis Wright against cancer cells. Steroids. 2012; 77: 1219-1227. ISSN 0039-128X. [CrossRef]. Yokosuka A, Mimaki Y. Steroidal saponins from the whole plants of Agave utahensis and their cytotoxic activity. Phytochemistry. 2009; 70: 807-815. ISSN 0031-9422. [CrossRef]. Yokosuka A, Mimaki Y, Sashida Y. Spirostanol saponins from the rhizomes of Tacca chantrieri and their cytotoxic activity. Phytochemistry. 2002; 61: 73-78. ISSN 0031-9422. [CrossRef]. Timité G, Mitaine-Offer A-C, Miyamoto T, Tanaka C, Mirjolet J-F, Duchamp O et al. Structure and cytotoxicity of steroidal glycosides from Allium schoenoprasum. Phytochemistry. 2013; 88: 61-66. ISSN 0031-9422. [CrossRef]. Hernández JC, León F, Quintana J, Estévez F. Bermejo J. Icogenin, a new cytotoxic steroidal saponin isolated from Dracaena draco. Bioorg Med Chem. 2004; 12: 4423-4429. ISSN 0968-0896. [CrossRef]. Ivanova A, Mikhova B, Batsalova T, Dzhambazov B, Kostova I. New furostanol saponins from Smilax aspera L. and their in vitro cytotoxicity. Fitoterapia. 2011; 82: 282-287. ISSN 0367-326X. [CrossRef]. Zhao Y-F, Zhou J, Zhang M-J, Zhang M, Huang X-F. Cytotoxic steroidal saponins from the rhizome of Anemarrhena asphodeloides. Steroids. 2020; 155: 1-5. ISSN 0039-128X. [CrossRef]. Mosad RR, Ali MH, Ibrahim MT, Shaaban H, Emara M, Wahba AE. New cytotoxic steroidal saponins from Cestrum parqui. Phytochem Letters. 2017; 22: 167-173. ISSN 1874-3900. [CrossRef]. Raslan MA, Melek FR, Said AA, Elshamy AI, Umeyama A, Mounier MM. New cytotoxic dihydrochalcone and steroidal saponins from the aerial parts of Sansevieria cylindrica Bojer ex Hook. Phytochem Letters. 2017; 39-43. ISSN 1874-3900. [CrossRef]. Matsuda H, Pongpiriyadacha Y, Morikawa T, Kishi A, Kataoka S, Yoshikawa M. Protective effects of steroid saponins from Paris polyphylla var. yunnanensis on ethanol- or indomethacin-induced gastric mucosal lesions in rats: structural requirement for activity and mode of action. Bioorg Med Chem Let. 2003; 13: 1101-1106. ISSN 0960-894X. [PubMed]. Pereira GM, Ribeiro MG, Silva BP, Parente JP. Structural characterization of a new steroidal saponin from Agave angustifolia var. Marginata and a preliminary investigation of its in vivo antiulcerogenic activity and in vitro membrane permeability property. Bioorg Med Chem Let. 2017; 27: 4345-4349. ISSN 0960-894X. [CrossRef]. Zheng J, ZhengY, Zhi H, Dai Y, Wang N, Wu L et al. Two new steroidal saponins from Selaginella uncinata (Desv.) Spring and their protective effect against anoxia. Fitoterapia. 2013; 88: 25-30. ISSN 0367-326X. [CrossRef]. Wang T, Choi RCY, Li J, Bi CWC, Ran W, Chen X et al. Trillin, a steroidal saponin isolated from the rhizomes of Dioscorea nipponica,exerts protective effects against hyperlipidemia and oxidative stress. J Ethnopharmacol. 2012; 139: 214-220. ISSN 0378-874. [CrossRef]. Li H, Huang W, Wen Y, Gong G, Zhao Q, Yu G. Anti-thrombotic activity and chemical characterization of steroidal saponins from Dioscorea zingiberensis C.H. Wright. Fitoterapia. 2010; 81: 1147-1156. ISSN 0367-326X. [CrossRef]. Diab Y, Ioannou E, Emam A, Vagias C, Roussis V. Desmettianosides A and B, bisdesmosidic furostanol saponins with molluscicidal activity from Yucca desmettiana. Steroids. 2012; 77: 686-690. ISSN 0039-128X. [CrossRef]. Wang G-X, Han J, Zhao L-W, Jiang D-X, Liu Y-T, Liu X-L. Anthelmintic activity of steroidal saponins from Paris polyphylla. Phytomed. 2010; 17: 1102-1105. ISSN 0944-7113. [CrossRef]. Wang K-W, Zhang H, Shen L-Q, Wang W. Novel steroidal saponins from Liriope graminifolia (Linn.) Baker with anti-tumor activities. Carbohyd Res. 2011; 346: 253-258. ISSN 0008-6215. [CrossRef]. He T, Qu R, Qin C, Wang Z, Zhang Y, Shao X et al. Potential mechanisms of Chinese Herbal Medicine that implicated in the treatment of COVID-19 related renal injury. Saudi Pharm J. 2020; 28: 1138-1148. ISSN 1319-0164. [CrossRef]. Hsieh MJ, Tsai TL, Hsieh YS, Wang CJ, Chiou HL. Dioscin-induced autophagy mitigates cell apoptosis through modulation of PI3K/Akt and ERK and JNK signaling pathways in human lung cancer cell lines. Arch Toxicol. 2017; 91: 2495-2496. ISSN 1432-0738. [PubMed]. Bailly C, Vergote G. Glycyrrhizin: An alternative drug for the treatment of COVID-19 infection and the associated respiratory syndrome. Pharmacol Therap. 2020; 214: 107618. ISSN 0163-7258. [CrossRef].