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Journal of Natural Medicines

, Volume 72, Issue 1, pp 106–117 | Cite as

Hepatoprotective and cytotoxic activities of Anvillea garcinii and isolation of four new secondary metabolites

  • Shagufta PerveenEmail author
  • Areej Mohammad Al-Taweel
  • Hasan Soliman Yusufoglu
  • Ghada Ahmed Fawzy
  • Ahmed Foudah
  • Maged Saad Abdel-Kader
Original Paper

Abstract

Anvillea garcinii is a medicinal plant traditionally used for the treatment of dysentery, gastrointestinal troubles, hepatitis, lung disease, colds, digestive problems and pulmonary affections and in liver diseases. Four new sesquiterpene lactones, garcinamines A–D, along with seven known compounds, were isolated from the leaves of A. garcinii. This is the first report of the isolation of amino acid analogues of parthenolide-type sesquiterpene lactones from the family Asteraceae. Total ethanol extract of leaves as well as the chloroform and n-butanol fractions were tested for their hepatoprotective effect using the carbon tetrachloride liver toxicity model. The chloroform fraction, at a dose of 400 mg/kg, demonstrated a significant hepatoprotective effect comparable to silymarin in all serum and tissue parameters. The cytotoxicity of all extracts and compounds were evaluated against five human cancer cell lines: MCF-7, HCT-116, HepG2, Hela and A-549. The results indicated that the chloroform and n-butanol fractions and compounds 3, 4, 7 and 8 displayed significant cytotoxic activity against these cell lines.

Keywords

Anvillea garcinii Sesquiterpene lactones Hepatoprotective activity Cytotoxicity 

Notes

Acknowledgements

This research project was supported by a grant from the “Research Center of the Female Scientific and Medical Colleges”, Deanship of Scientific Research, King Saud University.

Compliance with ethical standards

Conflict of interest

The authors declare they have no conflicts of interest.

Supplementary material

11418_2017_1118_MOESM1_ESM.pdf (1.3 mb)
Supplementary material 1 (PDF 1293 kb)

References

  1. 1.
    Chaudhary SA (2000) Flora of the Kingdom of Saudi Arabia, Volume II, Ministry of Agri. and Water, Riyadh, Saudi ArabiaGoogle Scholar
  2. 2.
    A guide to medicinal plants in North Africa (2005) IUCN Centre for Mediterranean Cooperation, Malaga, Spain, pp 35Google Scholar
  3. 3.
    Kharjul M, Gali V, Kharjul A (2014) Antidiabetic potential of ethanolic extracts of Citrus maxima fruit peel and Anvillea garcinii. Int J Pharm Inno 4:8–18Google Scholar
  4. 4.
    Essam AS, Ahmed MG, Gaber SM (1996) Antitumor germacranolides from Anvillea garcinii. J Nat Prod 59:403–405CrossRefGoogle Scholar
  5. 5.
    Essam AS, Andrew TM (2000) Cis-parthenolid-9-one from Anvillea garcinii. J Nat Prod 63:1587–1589CrossRefGoogle Scholar
  6. 6.
    Tyson RL, Chang CJ, McLaughlin JL, Cassady JM (1981) 9α-Hydroxyparthenolide, a novel antitumor sesquiterpene lactone from Anvillea garcinii (Burm.) DC. Experientia 37:441–442CrossRefGoogle Scholar
  7. 7.
    Rustaiyan A, Dabiri M, Jakupovic J (1986) Germacranolides from Anvillea garcinii. Phytochemistry 25:1229–1230CrossRefGoogle Scholar
  8. 8.
    Hassany B, Hanbali F, Akssira M, Mellouki F, Haidour A, Barrero AF (2004) Germacranolides from Anvillea radiata. Fitoterapia 75:573–576CrossRefGoogle Scholar
  9. 9.
    Emilie D, Meryem AB, Sandrine Z, Mohamed A, Lhoucine R, Claire E (2015) Centrifugal partition chromatography elution gradient for isolation of sesquiterpene lactones and flavonoids from Anvillea radiata. J Chromat B 985:29–37CrossRefGoogle Scholar
  10. 10.
    Ulubelen A, Mabry TJ, Aynehchi Y (1989) Flavonoids of Anvillea garcinii. J Nat Prod 42:624–626CrossRefGoogle Scholar
  11. 11.
    Hanane B, Margarita NH, Viviana M, Dalila B, Jamel EB, Jean-Claude M (2016) Anvillea garcinii extract inhibits the oxidative burst of primary human neutrophils. BMC Complement Altern Med 16:433–443CrossRefGoogle Scholar
  12. 12.
    Min CY, Sang UC, Wahn SC, Sun YK, Kang RL (2008) Guaiane sesquiterpene lactones and amino acid-sesquiterpene lactone conjugates from the aerial parts of Saussurea pulchella. J Nat Prod 71:678–683CrossRefGoogle Scholar
  13. 13.
    Olennikov DN, Chirikova NK, Kashchenko NI (2015) Spinacetin, a new caffeoyl glycoside, and other phenolic compounds from Gnaphalium uliginosum. Chem Nat Compd 51:1085–1090CrossRefGoogle Scholar
  14. 14.
    Hocine D, Maurice J, Fadila B, Samir B (2006) Flavonoids from Anvillea radiate Coss. and Dur. (Asteraceae). Biochem Syst Ecol 34:718–720CrossRefGoogle Scholar
  15. 15.
    Snyder R, Andrews LS (1996) Toxic effects of solvents and vapors. In: Klassen CD (ed) Toxicology: the basic science of poisons. McGraw-Hill, New YorkGoogle Scholar
  16. 16.
    Weber LW, Boll M, Stampf A (2003) Hepatotoxicity and mechanism of action of haloalkanes: carbon tetrachloride as a toxicological model. Crit Rev Toxicol 33:105–136CrossRefGoogle Scholar
  17. 17.
    Zafar R, Ali SM (1998) Anti-hepatotoxic effects of root and root callus extracts of Cichorium intybus L. J Ethnopharmacol 63:227–231CrossRefGoogle Scholar
  18. 18.
    Dehmlow C, Erhard J, Groot H (1996) Inhibition of Kupffer cell functions as an explanation for the hepatoprotective properties of silibinin. Hepatology 23:749–754CrossRefGoogle Scholar
  19. 19.
    Saller R, Melzer J, Reichling J, Brignoli R, Meier R (2007) An updated systematic review of the pharmacology of silymarin. Forsch Komplementmed 14:70–80PubMedPubMedCentralGoogle Scholar
  20. 20.
    Yaeesh S, Jamal Q, Shah AJ, Gilani AH (2010) Antihepatotoxic activity of Saussurea lappa extract on D-galactosamine and lipopolysaccharide-induced hepatitis in mice. Phytother Res 24:S229–S232CrossRefGoogle Scholar
  21. 21.
    Chen HC, Chou CK, Lee SD, Wang JC, Yeh SF (1995) Active compounds from Saussurea lappa Clarks that suppress hepatitis B virus surface antigen gene expression in human hepatoma cells. Antivir Res 27:99–109CrossRefGoogle Scholar
  22. 22.
    Alnahdi HS, Ayaz NO, Elhalwagy ME (2016) Prophylactic effect of cousts [sic] Saussurea lappa against liver injury induced by deltamethrin intoxication. Int J Clin Exp Pathol 9:387–394Google Scholar
  23. 23.
    Kolev JN, O’Dwyer KM, Jordan CT, Fasan R (2014) Discovery of potent parthenolide-based anti-leukemic agents enabled by late-stage P450-mediated C–H functionalization. ACS Chem Biol 9:164–173CrossRefGoogle Scholar
  24. 24.
    Edwards CRW, Bouchier IAD (1991) Davidson’s principles and practice of medicine. Churchill Livingstone Press, UKGoogle Scholar
  25. 25.
    Utley HG, Bernheim F, Hochsein P (1967) Effect of sulphydryl reagents on peroxidation of microsomes. Arch Biochem Biophys 118:29–32CrossRefGoogle Scholar
  26. 26.
    Prophet EP, Mills B, Arrington JB, Sobin LH (1994) Laboratory methods in histology, 2nd edn. American Registry of Pathology, Washington DCGoogle Scholar
  27. 27.
    Mosmann T (1983) Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol Methods 65:55–63CrossRefGoogle Scholar

Copyright information

© The Japanese Society of Pharmacognosy and Springer Japan KK 2017

Authors and Affiliations

  • Shagufta Perveen
    • 1
    Email author
  • Areej Mohammad Al-Taweel
    • 1
  • Hasan Soliman Yusufoglu
    • 2
  • Ghada Ahmed Fawzy
    • 1
    • 3
  • Ahmed Foudah
    • 2
  • Maged Saad Abdel-Kader
    • 2
    • 4
  1. 1.Department of Pharmacognosy, College of PharmacyKing Saud UniversityRiyadhKingdom of Saudi Arabia
  2. 2.Department of Pharmacognosy, College of PharmacyPrince Sattam Bin Abdulaziz UniversityAl-KharjSaudi Arabia
  3. 3.Department of Pharmacognosy, Faculty of PharmacyCairo UniversityCairoEgypt
  4. 4.Department of Pharmacognosy, Faculty of PharmacyAlexandria UniversityAlexandriaEgypt

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