Carlina oxide - A natural polyacetylene from carlina acaulis (Asteraceae) with potent antitrypanosomal and antimicrobial properties

Planta Medica

Volumn 77, Issue 17, 2011, Pages 1905-1911

  Herrmann, Florian ^a   Hamoud, Razan ^a   Sporer, Frank ^a   Tahrani, Ahmed ^a   Wink, Michael ^a  

^a UNIVERSITY OF HEIDELBERG   (Germany)

Author keywords

Asteraceae; Carlina acaulis; Carlina oxide; cytotoxicity; Trypanosoma brucei brucei MRSA

Indexed keywords

2 (3 PHENYL 1 PROP 1 YNYL)FURAN; ANTIFUNGAL AGENT; ANTIINFECTIVE AGENT; ANTITRYPANOSOMAL AGENT; PLANT EXTRACT; POLYACETYLENE DERIVATIVE; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ANTIFUNGAL ACTIVITY; ARTICLE; ASTERACEAE; CANDIDA ALBICANS; CANDIDA GLABRATA; CARLINA ACAULIS; HELA CELL; HUMAN; HUMAN CELL; MEDICINAL PLANT; NONHUMAN; PSEUDOMONAS AERUGINOSA; STREPTOCOCCUS PYOGENES; TRYPANOSOMA BRUCEI;

ALKYNES; ASTERACEAE; CANDIDA; CELL LINE, TUMOR; EUROPE; FURANS; GRAM-POSITIVE BACTERIA; HUMANS; INHIBITORY CONCENTRATION 50; MEDICINE, TRADITIONAL; MICROBIAL SENSITIVITY TESTS; OILS, VOLATILE; PLANT OILS; PLANTS, MEDICINAL; PSEUDOMONAS AERUGINOSA; TRYPANOSOMA BRUCEI BRUCEI;

ACAULIS; ASTERACEAE; CANDIDA ALBICANS; CARLINA; METHICILLIN RESISTANT STAPHYLOCOCCUS AUREUS; POSIBACTERIA; PSEUDOMONAS AERUGINOSA; STREPTOCOCCUS PYOGENES; TRYPANOSOMA BRUCEI BRUCEI;

EID: 82155188469     PISSN: 00320943     EISSN: 14390221     Source Type: Journal    
DOI: 10.1055/s-0031-1279984     Document Type: Article

References (33)

1. Pink R, Hudson A, Mouris M A., Bending M. Opportunities and challenges in antiparasitic drug discovery. Nat Rev Drug Discov 2005 4 727-740 (Pubitemid 43090494)
2. Trouiller P, Olliaro P, Torreele E, Orbinski J, Laing R, Ford N. Drug development for neglected diseases: a deficient market and a public-health policy failure. Lancet 2002 359 2188-2194 (Pubitemid 34694030)
3. Hoet S, Opperdoes F, Brun R, Quetin-Leclerq J. Natural products active against African trypanosomes: a step towards new drugs. Nat Prod Rep 2004 21 353-364 (Pubitemid 38865718)
4. Räz B, Iten M, Grether-Bühler Y, Kaminsky R, Brun R. The Alamar Blue assay to determine drug sensitivity of African trypanosomes (T. b. rhodesiense and T. b. gambiense) in vitro. Acta Trop 1997 68 139-147 (Pubitemid 27438330)
5. WHO report on global surveillance of epidemic-prone infectious diseases. World Health Organisation 2000 WHO/CDS/CSR/ISR/2000.1. Available at http://www.who.int/csr/resources/publications/surveillance/en/a-tryps.pdf Accessed January 31, 2011
6. Barrett M P. The fall and rise of sleeping sickness. Lancet 1999 353 1113-1114 (Pubitemid 29155198)
7. Kristjanson P M., Swallow B M., Rowlands G J., Kruska R L., de Leeuw P N. Measuring the costs of African animal trypanosomiasis, the potential benefits of control and returns to research. Agric Syst 1999 59 79-98 (Pubitemid 29107430)
8. Fairlamb A H. Chemotherapy of human African trypanosomiasis: current status and future prospects. Trends Parasitol 2003 19 488-494 (Pubitemid 37329657)
9. Croft S L. The current status of antiparasitic chemotherapy. Parasitology 1997 114 3-15
10. Ross C A., Sutherland D V. Drug resistance in trypanosomatids. In: Hide G Mottram J C. Coombs G H. Holmes P H. editors Trypanosomiasis and leishmaniasis: biology and control. Wallinford, Oxon CAB International 1997 259-269
11. Newman D J., Cragg G M., Snader K M. Natural products as sources of new drugs over the period 19812002. J Nat Prod 2003 66 1022-1037 (Pubitemid 36909859)
12. Legros D, Ollivier G, Gastellu-Etchegorry M, Paquet C, Burri C, Jannin J, Büscher P. Treatment of human African trypanosomiasispresent situation and needs for research and development. Lancet Infect Dis 2002 2 437-440 (Pubitemid 34693262)
13. Brun R, Schumacher R, Schmid C, Kunz C, Burri C. The phenomenon of treatment failures in human African trypanosomiasis. Trop Med Int Health 2001 6 906-914 (Pubitemid 33010877)
14. Dordevi S, Petrovi S, Dobri S, Milenkovi M, Vucievi D, Zizi S, Kuki J. Antimicrobial, anti-inflammatory, anti-ulcer and antioxidant activities of Carlina acanthifolia root essential oil. J Ethnopharmacol 2007 109 458-463
15. van Wyk B E., Wink C, Wink M. Medicinal plants of the world. Pretoria, South Africa Briza 2004 87
16. Wichtl M. Teedrogen und Phytopharmaka. Stuttgart, Germany Wissenschaftliche Verlagsgesellschaft GmbH 2002 114-115
17. Djordjevic S, Petrovic S, Ristic M, Djokovic D. Composition of Carlina acanthifolia root essential oil. Chem Nat Cmpd 2005 41 410-412 (Pubitemid 41618571)
18. Vitkova A, Evstatieva L. Plants rich in inulin from family Asteraceae. Godishnik na Sofiskiya Universitet Sv. Kliment Okhridski, Kniga 2. Botanika 2002 92 107-111
19. Chalchat J C., Dordevi S, Gorunovi M. Composition of the essential oil from the root of Carlina acaulis L. Asteraceae. JEOR 1996 8 577-578
20. Baltz T, Baltz D, Giroud C, Crockett J. Cultivation in a semi-defined medium of animal infective forms of Trypanosoma brucei, T. equiperdum, T. evansi, T. rhodesiense and T. gambiense. EMBO J 1985 4 1273-1277
21. Mosmann T. Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays. J Immunol Methods 1983 65 55-63 (Pubitemid 14203433)
22. CLSI (Clinical and Laboratory Standards Institute). Methods for antimicrobial susceptibility testing of anaerobic bacteria. In: Approved standards. 7th edition Wayne, Pennsylvania 2007 M11-A7
23. Semmler F W. Zusammensetzung des aetherischen Oels der Eberwurzel (Carlina acaulis L.). Chemiker Zeitung 1889 13 1158
24. Gilman H, van Ess P R., Burtner R R. The constitution of Carlina oxide. J Am Chem Soc 1933 55 3461-3463
25. Bohlmann F, Rode K M. Die Polyine der Gattung Carlina L. Chem Ber 1967 100 1507-1514
26. Bohlmann F, von Kap-herr W. Polyacetylenverbindungen, XCII. Zur Biogenese des Carlinaoxyds. Chem Ber 1966 99 148-150
27. Nair R, Vaghasiya Y, Chanda S. Antibacterial activity of Eucalpytus citriodora HK. oil on few clinically important bacteria. AJB 2007 7 025-026
28. Cosentino S, Tuberoso C L. G., Pisano B, Satta M, Mascia V, Arzedi E, Palmas F. In-vitro antimicrobial activity and chemical composition of Sardinian Thymus essential oils. Lett Appl Microbiol 1999 29 130-135 (Pubitemid 29423829)
29. Krauth-Siegel R L., Bauer H, Schirmer R H. Dithiol proteins as guardians of the intracellular redox milieu in parasites: old and new targets in trypanosomes and malaria-causing plasmodia. Angew Chem Int Ed Engl 2005 44 690-715 (Pubitemid 40203977)
30. Fairlamb A H. Target discovery and validation with special reference to trypanothione. In: Fairlamb A H. Ridley R G. Vial H J. editors Drugs against parasitic diseases: R& D methodologies and issues. Geneva WHO TDR 2003 107-118
31. Fairlamb A H., Blackburn P, Ulrich P, Chait B T., Cerami A. Trypanothione: a novel bis (glutathionyl) spermidine cofactor for glutathione reductase in trypanosomatids. Science 1985 227 1485-1487 (Pubitemid 15146992)
32. Fairlamb A H., Cerami A. Identification of a novel, thiol-containing co-factor essential for glutathione reductase enzyme activity in trypanosomatids. Mol Biochem Parasitol 1985 14 187-198 (Pubitemid 15174629)
33. Bond C S., Zhang Y, Berriman M, Cunningham M L., Fairlamb A H., Hunter W H. Crystal structure of Trypanosoma cruzi trypanothione reductase in complex with trypanothione, and the structure-based discovery of new natural product inhibitors. Structure 1999 7 81-89 (Pubitemid 29159184)