Saussurea lappa: A Comprehensive Review on its Pharmacological Activity and Phytochemistry

Author(s): Reyaz Hassan*, Mubashir Hussain Masoodi.

Journal Name: Current Traditional Medicine

Volume 6 , Issue 1 , 2020

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Abstract:

Around 3000 species of Saussurea are known, however Saussurea lappa Clarke which is perennial herb and has been traditionally used as anticancer, anti-inflammatory, antiviral, medicine without many adverse effects. Phytochemistry of Saussurea lappa after thorough literature survey revealed various varied and copious metabolites such as sesquiterpenes, flavonoids, phytosterols, lignans, terpenes. Many of these compounds have been found to possess a wide range of biological activity such as anticancer, anti-inflammatory, anti-hepatotoxic, anti-viral, etc. Among sesquiterpenes particularly Dehydrocostuslactone, dihydrocostunolide, costunolide Lappadilactone, have been isolated as the main chemical constituents. This review aims to cover published work from public databases (e.g. PubMed, Google Scholar, ResearchGate) and Non-English, Ph.D./MS thesis databases (e.g. CKNIChina, Jairo-Japan, Myto-Malaysia, Shodhganga-India) with a particular focus on phytochemistry and therapeutic uses of different fractions as well as isolated compounds from Saussurea lappa.

Keywords: Saussurea lappa, anticancer, anti-inflammatory, dihydrocostunolide, lappadilactone, toothache.

[1]
Kirtikar K, Basu B. Indian Medicinal Plants. International Book Distributors 1987; Vol. I-IV.
[2]
Madhuri K, Elango K, Ponnusankar S. Saussurea lappa (Kuth root): Review of its traditional uses, phytochemistry, and pharmacology. Orient Pharm Exp Med 2012; 12(1): 1-9.
[http://dx.doi.org/10.1007/s13596-011-0043-1]
[3]
Wiersema JH, León B. World economic plants: A standard reference. CRC press 2016.
[http://dx.doi.org/10.1201/b13945]
[4]
Pharmacopoeia IH. Mumbai: Indian Drug Manufacture Association. 2002.
[5]
Shah NC. Herbal folk medicines in Northern India. J Ethnopharmacol 1982; 6(3): 293-301.
[http://dx.doi.org/10.1016/0378-8741(82)90052-6] [PMID: 7154698]
[6]
Ko SG, Kim HP, Jin DH, et al. Saussurea lappa induces G2-growth arrest and apoptosis in AGS gastric cancer cells. Cancer Lett 2005; 220(1): 11-9.
[http://dx.doi.org/10.1016/j.canlet.2004.06.026] [PMID: 15737683]
[7]
Sun C-M, Syu WJ, Don MJ, Lu JJ, Lee GH. Cytotoxic sesquiterpene lactones from the root of Saussurea lappa. J Nat Prod 2003; 66(9): 1175-80.
[http://dx.doi.org/10.1021/np030147e] [PMID: 14510592]
[8]
Yuuya S, Hagiwara H, Suzuki T, et al. Guaianolides as immunomodulators. Synthesis and biological activities of dehydrocostus lactone, mokko lactone, eremanthin, and their derivatives. J Nat Prod 1999; 62(1): 22-30.
[http://dx.doi.org/10.1021/np980092u] [PMID: 9917276]
[9]
Dhillon R, Chhabraa BR, Kumar S, et al. Guaianolide from Saussurea lappa. Phytochem 1987; 26(4): 1209-10.
[http://dx.doi.org/10.1016/S0031-9422(00)82384-5]
[10]
Cárdenas DM, Antonio C, José MG, et al. Preparation and phytotoxicity study of lappalone from dehydrocostuslactone. Phytochem Lett 2017; 20(1): 66-72.
[http://dx.doi.org/10.1016/j.phytol.2017.04.017]
[11]
Ando M, Tajima K, Takase K. Studies on the syntheses of sesquiterpene lactones. III. Improved synthesis of vulgarin. Bull Chem Soc Jpn 1979; 52(9): 2737-8.
[http://dx.doi.org/10.1246/bcsj.52.2737]
[12]
Cho JY, Park J, Yoo ES, et al. Inhibitory effect of sesquiterpene lactones from Saussurea lappa on tumor necrosis factor-α production in murine macrophage-like cells. Planta Med 1998; 64(7): 594-7.
[http://dx.doi.org/10.1055/s-2006-957528] [PMID: 9810262]
[13]
Matsuda H, Kageura T, Inoue Y, et al. Absolute stereostructures and syntheses of saussureamines A, B, C, D and E, amino acid-sesquiterpene conjugates with gastroprotective effect, from the roots of Saussurea lappa. Tetrahedron 2000; 56(39): 7763-77.
[http://dx.doi.org/10.1016/S0040-4020(00)00696-7]
[14]
Kalsi S, Sharma S, Kaur G. Isodehydrocostus lactone and isozaluzanin C, two guaianolides from Saussurea lappa. Phytochem 1983; 22(9): 1993-5.
[http://dx.doi.org/10.1016/0031-9422(83)80031-4]
[15]
Chhabra B, Jain M, Kalsi PS, et al. Sesquiterpene lactones from Saussurea lappa. Phytochem 1998; 49(3): 801-4.
[http://dx.doi.org/10.1016/S0031-9422(97)00906-0]
[16]
Singh I, Talwar J, Arora K, et al. A biologically active guaianolide from Saussurea lappa. Phytochem 1992; 31(7): 2529-31.
[http://dx.doi.org/10.1016/0031-9422(92)83317-R]
[17]
Wang F, Xie ZH, Gao Y, Xu Y, Cheng XL, Liu JK. Sulfonated guaianolides from Saussurea lappa. Chem Pharm Bull (Tokyo) 2008; 56(6): 864-5.
[http://dx.doi.org/10.1248/cpb.56.864] [PMID: 18520098]
[18]
Yin HQ, Fu HW, Hua HM, et al. Two new sesquiterpene lactones with the sulfonic acid group from Saussurea lappa. Chem Pharm Bull (Tokyo) 2005; 53(7): 841-2.
[http://dx.doi.org/10.1248/cpb.53.841] [PMID: 15997149]
[19]
Wang YF, Ni ZY, Dong M, et al. Secondary metabolites of plants from the genus Saussurea: Chemistry and biological activity. Chem Biodivers 2010; 7(11): 2623-59.
[http://dx.doi.org/10.1002/cbdv.200900406] [PMID: 21072766]
[20]
Yang H, Xie J, Sun H. Study on chemical constituents of Saussurea lappa. I. Yunnan Zhi Wu Yan Jiu 1997; 19(1): 85-91.
[21]
Kalsi P, Kalsi S, Jawanda GS, et al. Guaianolides from Saussurea lappa. Phytochem 1995; 40(6): 1713-5.
[http://dx.doi.org/10.1016/0031-9422(95)00353-9]
[22]
Talwar K, Singh I, Kalsi P. A sesquiterpenoid with plant growth regulatory activity from Saussure lappa. Phytochem 1992; 31(1): 336-8.
[http://dx.doi.org/10.1016/0031-9422(91)83069-W]
[23]
Bawdekar A, Kalkar G. Terpenoids-LXVIII: Structure and absolute configuration of caustic acid- a new sesquiterpene acid from costus root oil. Tetrahedron 1965; 21(6): 1521-8.
[http://dx.doi.org/10.1016/S0040-4020(01)98315-2]
[24]
Cruz R, Martinez R. Stereoselective total synthesis of (±)-isocost and (±)-3-oxoisocostic acids. Aust J Chem 1982; 35(2): 451-6.
[http://dx.doi.org/10.1071/CH9820451]
[25]
Blay G, Cardona L, Garcia B, Pedro JR. A short synthesis of (+)-colartin and (+)-arbusculin A from (-)-santonin. J Nat Prod 1993; 56(10): 1723-7.
[http://dx.doi.org/10.1021/np50100a010]
[26]
Kalsi PS, Vij VK, Singh OS, Wadia MS. Terpenoid lactones as plant growth regulators. Phytochem 1977; 16(6): 784-6.
[http://dx.doi.org/10.1016/S0031-9422(00)89263-8]
[27]
Kulkarni G, Paul H, Somasekar A, Rao A, Kelkar GR, Bhattacharyya SC. Terpenoids-XXIV: Isolation of 12-methoxydihydrocostunolide from costus root oil. Tetrahedron 1961; 12(3): 178-80.
[http://dx.doi.org/10.1016/0040-4020(61)80113-0]
[28]
de Kraker J-W, Franssen MC, de Groot A, Shibata T, Bouwmeester HJ. Germacrenes from fresh costus roots. Phytochem 2001; 58(3): 481-7.
[http://dx.doi.org/10.1016/S0031-9422(01)00291-6] [PMID: 11557081]
[29]
Taniguchi M, Kataoka T, Suzuki H, et al. Costunolide and dehydrocostus lactone as inhibitors of killing function of cytotoxic T lymphocytes. Biosci Biotechnol Biochem 1995; 59(11): 2064-7.
[http://dx.doi.org/10.1271/bbb.59.2064] [PMID: 8541643]
[30]
Rao KS, Babu GV, Ramnareddy YV. Acylated flavone glycosides from the roots of Saussurea lappa and their antifungal activity. Molecules 2007; 12(3): 328-44.
[http://dx.doi.org/10.3390/12030328] [PMID: 17851392]
[31]
Jeong S-J, Itokawa T, Shibuya M, et al. Costunolide, a sesquiterpene lactone from Saussurea lappa, inhibits the VEGFR KDR/Flk-1 signaling pathway. Cancer Lett 2002; 187(1-2): 129-33.
[http://dx.doi.org/10.1016/S0304-3835(02)00361-0] [PMID: 12359360]
[32]
Choi JY, Na M, Hyun Hwang I, et al. Isolation of betulinic acid, its methyl ester and guaiane sesquiterpenoids with protein tyrosine phosphatase 1B inhibitory activity from the roots of Saussurea lappa C.B.Clarke. Molecules 2009; 14(1): 266-72.
[http://dx.doi.org/10.3390/molecules14010266] [PMID: 19136914]
[33]
Moon S-M, Yun SJ, Kook JK, et al. Anticancer activity of Saussurea lappa extract by apoptotic pathway in KB human oral cancer cells. Pharm Biol 2013; 51(11): 1372-7.
[http://dx.doi.org/10.3109/13880209.2013.792847] [PMID: 23855888]
[34]
Kumar A, Kumar S, Kumar D, Agnihotri VK. UPLC/MS/MS method for quantification and cytotoxic activity of sesquiterpene lactones isolated from Saussurea lappa. J Ethnopharmacol 2014; 155(2): 1393-7.
[http://dx.doi.org/10.1016/j.jep.2014.07.037] [PMID: 25068579]
[35]
Yang M, Zhang J, Li Y, Han X, Gao K, Fang J. Bioassay-guided isolation of dehydrocostus lactone from Saussurea lappa: A new targeted cytosolic thioredoxin reductase anticancer agent. Arch Biochem Biophys 2016; 607: 20-6.
[http://dx.doi.org/10.1016/j.abb.2016.08.008] [PMID: 27545438]
[36]
Choi YK, et al. Saussurea lappa Clarke-derived costunolide prevents TNFα-induced breast cancer cell migration and invasion by inhibiting NF-κB activity. Evid Based Complement Alternat Med 2013.936257
[37]
Palomo IG, Jaramillo JC, Alarcón ML, et al. Increased concentrations of soluble vascular cell adhesion molecule-1 and soluble CD40L in subjects with metabolic syndrome. Mol Med Rep 2009; 2(3): 481-5.
[http://dx.doi.org/10.3892/mmr_00000125] [PMID: 21475854]
[38]
Cho JY, Kim AR, Jung JH, Chun T, Rhee MH, Yoo ES. Cytotoxic and pro-apoptotic activities of cynaropicrin, a sesquiterpene lactone, on the viability of leukocyte cancer cell lines. Eur J Pharmacol 2004; 492(2-3): 85-94.
[http://dx.doi.org/10.1016/j.ejphar.2004.03.027] [PMID: 15178350]
[39]
Lee M-G, Lee KT, Chi SG, Park JH. Costunolide induces apoptosis by ROS-mediated mitochondrial permeability transition and cytochrome C release. Biol Pharm Bull 2001; 24(3): 303-6.
[http://dx.doi.org/10.1248/bpb.24.303] [PMID: 11256490]
[40]
Wang C-Y, Tsai AC, Peng CY, et al. Dehydrocostuslactone suppresses angiogenesis in vitro and in vivo through inhibition of Akt/GSK-3β and mTOR signaling pathways. PLoS One 2012; 7(2)e31195
[http://dx.doi.org/10.1371/journal.pone.0031195] [PMID: 22359572]
[41]
Gokhale AB, Damre AS, Kulkami KR, Saraf MN. Preliminary evaluation of anti-inflammatory and anti-arthritic activity of S. lappa, A. speciosa and A. aspera. Phytomedicine 2002; 9(5): 433-7.
[http://dx.doi.org/10.1078/09447110260571689] [PMID: 12222664]
[42]
Kang JS, Yoon YD, Lee KH, Park SK, Kim HM. Costunolide inhibits interleukin-1β expression by down-regulation of AP-1 and MAPK activity in LPS-stimulated RAW 264.7 cells. Biochem Biophys Res Commun 2004; 313(1): 171-7.
[http://dx.doi.org/10.1016/j.bbrc.2003.11.109] [PMID: 14672714]
[43]
Choi EM, Kim G-H, Lee YS. Protective effects of dehydrocostus lactone against hydrogen peroxide-induced dysfunction and oxidative stress in osteoblastic MC3T3-E1 cells. Toxicol In Vitro 2009; 23(5): 862-7.
[http://dx.doi.org/10.1016/j.tiv.2009.05.005] [PMID: 19457452]
[44]
Damre AA, Damre AS, Saraf MN. Evaluation of sesquiterpene lactone fraction of Saussurea lappa on transudative, exudative and proliferative phases of inflammation. Phytother Res 2003; 17(7): 722-5.
[http://dx.doi.org/10.1002/ptr.1152] [PMID: 12916066]
[45]
Pyun H, Kang U, Seo EK, Lee K. Dehydrocostus lactone, a sesquiterpene from Saussurea lappa Clarke, suppresses allergic airway inflammation by binding to dimerized translationally controlled tumor protein. Phytomedicine 2018; 43(1): 46-54.
[http://dx.doi.org/10.1016/j.phymed.2018.03.045] [PMID: 29747753]
[46]
Choodej S, Pudhom K, Mitsunaga T. Inhibition of TNF-α-Induced Inflammation by Sesquiterpene Lactones from Saussurea lappa and semi-synthetic analogues. Planta Med 2018; 84(5): 329-35.
[http://dx.doi.org/10.1055/s-0043-120115] [PMID: 28962049]
[47]
Tag HM, Khaled HE, Ismail HA, El-Shenawy NS. Evaluation of anti-inflammatory potential of the ethanolic extract of the Saussurea lappa root (costus) on adjuvant-induced monoarthritis in rats. J Basic Clin Physiol Pharmacol 2016; 27(1): 71-8.
[http://dx.doi.org/10.1515/jbcpp-2015-0044] [PMID: 26479340]
[48]
Cho JY, Baik KU, Jung JH, Park MH. In vitro anti-inflammatory effects of cynaropicrin, a sesquiterpene lactone, from Saussurea lappa. Eur J Pharmacol 2000; 398(3): 399-407.
[http://dx.doi.org/10.1016/S0014-2999(00)00337-X] [PMID: 10862830]
[49]
Choi H-G, Lee DS, Li B, Choi YH, Lee SH, Kim YC. Santamarin, a sesquiterpene lactone isolated from Saussurea lappa, represses LPS-induced inflammatory responses via expression of heme oxygenase-1 in murine macrophage cells. Int Immunopharmacol 2012; 13(3): 271-9.
[http://dx.doi.org/10.1016/j.intimp.2012.04.016] [PMID: 22564506]
[50]
Chen S, Li Y, He F. Effect of Saussurea lappa on gastric functions. Zhongguo Zhong Xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi. Chinese Journal of Integrated Traditional and Western Medicine 1994; 14(7): 406-8.
[51]
Yaeesh S, Jamal Q, Shah AJ, Gilani AH. Antihepatotoxic activity of Saussurea lappa extract on D-galactosamine and lipopolysaccharide-induced hepatitis in mice. Phytother Res 2010; 24(Suppl. 2): S229-32.
[http://dx.doi.org/10.1002/ptr.3089] [PMID: 20041433]
[52]
Mitra SK, Gopumadhavan S, Hemavathi TS, Muralidhar TS, Venkataranganna MV. Protective effect of UL-409; A herbal formulation against physical and chemical factor induced gastric and duodenal ulcers in experimental animals. J Ethnopharmacol 1996; 52(3): 165-9.
[http://dx.doi.org/10.1016/0378-8741(95)01414-4] [PMID: 8771458]
[53]
Venkataranganna MV, Gopumadhavan S, Sundaram R, Mitra SK. Evaluation of possible mechanism of anti-ulcerogenic activity of UL-409; A herbal preparation. J Ethnopharmacol 1998; 63(3): 187-92.
[http://dx.doi.org/10.1016/S0378-8741(98)00089-0] [PMID: 10030722]
[54]
Chen H-C, Chou CK, Lee SD, Wang JC, Yeh SF. Active compounds from Saussurea lappa Clarks that suppress hepatitis B virus surface antigen gene expression in human hepatoma cells. Antiviral Res 1995; 27(1-2): 99-109.
[http://dx.doi.org/10.1016/0166-3542(94)00083-K] [PMID: 7486962]
[55]
Li Y, Xu C, Zhang Q, Liu JY, Tan RX. In vitro anti-Helicobacter pylori action of 30 Chinese herbal medicines used to treat ulcer diseases. J Ethnopharmacol 2005; 98(3): 329-33.
[http://dx.doi.org/10.1016/j.jep.2005.01.020] [PMID: 15814268]
[56]
Yu H-H, Lee JS, Lee KH, Kim KY, You YO. Saussurea lappa inhibits the growth, acid production, adhesion, and water-insoluble glucan synthesis of Streptococcus mutans. J Ethnopharmacol 2007; 111(2): 413-7.
[http://dx.doi.org/10.1016/j.jep.2006.12.008] [PMID: 17234374]
[57]
Ambavade SD, Ambavade NA, Amol PM. Muthal, Bodhankar SL. Pharmacological evaluation of the anticonvulsant activity of root extract of Saussurea lappa in mice. Eur J Integr Med 2009; 1(3): 131-7.
[http://dx.doi.org/10.1016/j.eujim.2009.08.159]
[58]
Gupta PS, Ghaisas MM, Deshpande AD, Jadhav SS. Anticonvulsant activity of Saussurea lappa. Pharmacologyonline 2009; 3(1): 809-14.


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VOLUME: 6
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