A new epimeric sesquiterpene lactone from Achillea ligustica

Records of Natural Products

Volumn 6, Issue 1, 2012, Pages 21-27

  Mahmoud, Ahmed A ^a   Al Shihry, Shar S ^a   Hegazy, Mohamed Elamir F ^b  

^a KING FAISAL UNIVERSITY   (Saudi Arabia)

^b NATIONAL RESEARCH CENTRE   (Egypt)

Author keywords

Achillea ligustica; Asteraceae; Guaianolide

Indexed keywords

5 HYDROXY 5,6 SECOCARYOPHYLLEN 6 ONE; DICHLOROMETHANE; MATRICARIN; PLANT EXTRACT; SESQUITERPENE GUAIANOLIDE; UNCLASSIFIED DRUG;

ACHILLEA; ACHILLEA LIGUSTICA; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; DRUG DETERMINATION; DRUG ISOLATION; DRUG STRUCTURE; MASS SPECTROMETRY; PHYTOCHEMISTRY; PROTON NUCLEAR MAGNETIC RESONANCE; STRUCTURE ANALYSIS;

ACHILLEA LIGUSTICA; ASTERACEAE;

EID: 80053269666     PISSN: None     EISSN: 13076167     Source Type: Journal    
DOI: None     Document Type: Article

References (25)

1. M. Gajic (1975). In: Flore de la Republique Socialiste de Serbie,M. Josifovic, Ed., Academie serbe dessciences etdes arts, Belgrade, vol 8, 95-96.
2. F. Candan, M. Unlu, B. Tepe, D. Daferera, M. Polissiou, A. Sokmen and H. A. Akpulat (2003). Antioxidant and antimicrobial activity of the essential oil and methanol extracts of Achillea millefolium subsp. millefolium Afan. (Asteraceae), J. Ethnopharmacol. 87, 215-220.
3. M. N. Todorova, M. M. Markova and E. T. Tsankova (1998). Crithmifolide: a sesquiterpene lactone from Achillea crithmifolia, Phytochemistry 49, 2429-2432.
4. R. S. Rezaeipoor, S. Saeidnia and M. Kamalinejad (1999). Immunosuppressive activity of Achillea talagonica on humoral immune responses in experimental animals, J. Ethnopharmacol. 65, 273-276.
5. P. C. Trouillas, C. A. Castille, D. P. Allais, A. Simon, A. Marfak, C. Delage and J. L. Duroux (2002). Antioxidant, anti-inflammatory and antiproliferative properties of sixteen water plant extracts used in the Limousin countryside as herbal teas, Food Chem. 80, 399-407.
6. J. Barnes, L. A. Anderson and J. D. Phillipson (2002). Herbal Medicines (2nd edn). Pharmaceutical Press: London, p.489-491.
7. R. Palić, G. Stojanović, T. Nasković and N. Ranelović (2003). Composition and antibacterial activity of Achillea crithmifolia and Achillea nobilis essential oils, J. Essent. Oil Res. 15, 434-437.
8. D. T. Sadyrbekov, E. M. Suleimenov, E. V. Tikhonova, G. A. Atazhanova, A. V. Tkachev and S. M. Adekenov (2006). Component composition of essential oils from four species of the genus Achillea growing in Kazakhstan, Chem. Nat. Comp. 42, 294-297.
9. Valant-Vetschera, K. (1985). Flavonoid diversification in Achillea ptarmica and allied taxa, Biochem. Syst. Ecol. 13, 15-21.
10. L. Krenn, A. Miron, E. Pemp, U. Petr and B. Kopp (2003). Flavonoids from Achillea nobilis L. Z. Naturforsch. C J. Biosci. 58, 11-16.
11. B. A. A. A. Balboul, A. A. Ahmed, H. Otsuka, M. Bando, M. Kido and Y. Takeda, (1997). A guaianolide and a germacranolide from Achillea santolina, Phytochemistry 46, 1045-1049.
12. M. Todorova, A. Trendafilova, B. Mikhova, A. Vitkova and H. Duddeck (2007). Chemotypes in Achillea collina based on sesquiterpene lactone profile, Phytochemistry 68, 1722-1730.
13. A. A. Mahmoud and S. S. Al-Shihry, (2006). A new ionone glucoside and terpenoid constituents from Achillea biebersteinii and their antifungal activity, Nat. Prod. Comms. 9, 697-703.
14. A. A. Grippo, I. H. Hall, H. Kiyokawa, O. Muraoka, Y. C. Shen and K. H. Lee, (1992). The cytotoxicity of helenalin, its mono and difunctional esters, and related sesquiterpene lactones in murine and human tumor cells, Drug Des. Discov. 8, 191-206.
15. P. Rungeler, V. Castro, G. Mora, N. Goren, W. Vichnewski, H. L. Pahl, I. Merfort and T. J. Schmidt, (1999). Inhibition of transcription factor NF-α B by sesquiterpene lactones: a proposed molecular mechanism of action, Bioorg. Med. Chem. 7, 2343-2352.
16. E. Rodriguez, G. H. Towers and J. C. Mitchell, (1976). Biological activities of sesquiterpene lactones, Phytoc hemistry 15, 1573-1580.
17. M. J. Abad, P. Bermejo and A. Villar, (1995). An approach to the genus Tanacetum L. (Compositae): phytochemical and pharmacological review. Phytother. Res. 9, 79-92.
18. S. Zhang, Y. Won, C. Ong and H. Shen, (2005). Anti-cancer potential of sesquiterpene lactones: bioactivity and molecular mechanisms, Curr. Med. Chem. Anticancer Agents 5, 239-249.
19. M. F. Hegazy, A. Abdel-Lateff, A. M. Gamal-Eldeen, F. Turky, T. Hirata, P. W. Paré, J. Karchesy, M. S. Kamel and A. A. Ahmed, (2008). Anti-inflammatory activity of new guaiane acid derivatives from Achillea coarctata, Nat. Prod. Communs. 3, 851-856.
20. M. F. Hegazy, A. H. Mohamed, M. A. El-Sayed and S. Ohta, (2008). A New chlorine-containing sesquiterpene lactone from Achillea ligustica, Z. Naturforsch 63b, 105-107.
21. A. A. Ahmed, A. A. Mahmoud, E. T. Ali, O. Tzakou, M. Couladis, T. J. Mabry, T. Gáti and G. Tóth, (2002). Two highly oxygenated eudesmanes and 10 lignans from Achillea holosericea, Phytochemistry 59, 851-856.
22. A. Ahmed, T. Gati, T. A. Hussein, A. T. Ali, O. A. Tzakou, M. A. Couladis, T. G. Mabry and G. Toth, (2003). Ligustolide A and B, two novel sesquiterpenes with rare skeletons and three 1,10-seco-guaianolide derivatives from Achillea ligustica, Tetrahedron 59, 3729-3735.
23. S. Trifunović, S. Milosavljević, V. Vajs, S. Macura and N. Todorović, (2008). Stereochemistry and conformations of natural 1,2-epoxy-guaianolides based on 1D and 2D NMR data and semiempirical calculations, Magn. Reson. Chem. 46, 427-431.
24. S. Trifunović, V. Vajs, Z. Juranić, Z. Zizak, V. Tesević, S. Macura and S. Milosavljević, (2006). Cytotoxic constituents of Achillea clavennae from Montenegro, Phytochemistry 67, 887-893.
25. J. Wen, H. Shi, Z. Xu, H. Chang, C. Jia, K. Zan, Y. Jiang and P. Tu, (2010). Dimeric guaianolides and sesquiterpenoids from Artemisia anomala, J. Nat. Prod. 73, 67-70.