Planta Med 2007; 73(2): 176-179
DOI: 10.1055/s-2006-957070
Letter
© Georg Thieme Verlag KG Stuttgart · New York

Inhibitory Activities of Lichen-Derived Compounds against Methicillin- and Multidrug-Resistant Staphylococcus aureus

Tetsuo Kokubun1 , Winnie Ka Po Shiu2 , Simon Gibbons2
  • 1Royal Botanic Gardens, Kew, Richmond, Surrey, UK
  • 2The School of Pharmacy, University of London, Brunswick Square, London, UK (ULSOP)
Further Information

Publication History

Received: July 24, 2006

Accepted: November 20, 2006

Publication Date:
21 December 2006 (online)

Abstract

The inhibitory effects of selected phenolic lichen substances were tested against a panel of methicillin- and multidrug-resistant Staphylococcus aureus. Depsidones with long alkyl chains on both of the aromatic rings were consistently active against the strains tested, comparable to or better than the level of clinically used antibacterial drugs. A similar level of activity was also observed for rhizocarpic acid. The previously described cytotoxic pentacyclic compound hybocarpone was by far the most active, exhibiting minimum inhibitory concentrations (MICs) of 4 - 8 μg/mL (8.13 - 16.3 μM) against a range of multidrug efflux pump expressing strains of S. aureus.

References

  • 1 Kaatz G W, Seo S M, Ruble C A. Efflux-mediated fluoroquinolone resistance in Staphylococcus aureus .  Antimicrob Agents Chemother. 1993;  37 1086-94
  • 2 Lutzoni F, Pagel M, Reeb V. Major fungal lineages are derived from lichen symbiotic ancestors.  Nature. 2001;  411 937-40
  • 3 Boustie J, Grube M. Lichens - a promising source of bioactive secondary metabolites.  Plant Genet Resour. 2005;  3 273-87
  • 4 Huneck S. New results on the chemistry of lichen substances. In: Herz W, Falk H, Kirby GW, Moore RE, editors Progress in the chemistry of organic natural products. Wien; Springer Verlag 2001: 1-276
  • 5 Yoshimura I, Kurokawa T, Kinoshita Y, Yamamoto Y, Miyawaki H. Lichen substances in cultured lichens.  J Hattori Bot Lab. 1994;  76 249-61
  • 6 Stocker-Wörgötter E, Elix J A. Experimental studies of lichenized fungi: formation of rare depsides and dibenzofurans by the cultured mycobiont of Bunodophoron patagonicum (Sphaerophoraceae, lichenized Ascomycota).  Bibl Lichenol. 2004;  88 659-69
  • 7 Manojlovic N T, Solujic S, Sukdolak S. Antimicrobial activity of an extract and anthraquinones from Caloplaca schaereri .  Lichenologist. 2002;  34 83-5
  • 8 Manojlovic N T, Solujic S, Sukdolak S, Krstic L J. Isolation and antimicrobial activity of anthraquinones from some species of the lichen genus Xanthoria .  J Serb Chem Soc. 2000;  65 555-60
  • 9 Lawrey J D. Lichen secondary compounds - evidence for a correspondence between antiherbivore and antimicrobial function.  Bryologist. 1989;  92 326-8
  • 10 Ingólfsdóttir K, Chung G AC, Skúlason V G, Gissurarson S R, Vilhelmsdóttir M. Antimycobacterial activity of lichen metabolites in vitro .  Eur J Pharm Sci. 1998;  6 141-4
  • 11 König G M, Wright A D, Franzblau S G. Assessment of antimycobacterial activity of a series of mainly marine derived natural products.  Planta Med. 2000;  66 337-42
  • 12 Lauterwein M, Oethinger M, Belsner K, Peters T, Marre R. In-vitro activities of the lichen secondary metabolites vulpinic acid, (+)-usnic acid, and (-)-usnic acid against aerobic and anaerobic microorganisms.  Antimicrob Agents Chemother. 1995;  39 2541-3
  • 13 Nicolaou K C, Gray D LF. Total synthesis of hybocarpone and analogues thereof. A facile dimerization of naphthazarins to pentacyclic systems.  J Am Chem Soc. 2004;  126 607-12
  • 14 Culberson C F. Chemical and botanical guide to lichen products. Chapel Hill; The University of North Carolina Press 1979
  • 15 Culberson C F. Supplement to ”Chemical and botanical guide to lichen products”.  Bryologist. 1970;  73 177-377
  • 16 Culberson C F, Culberson W L, Johnson A. Second supplement to ”Chemical and botanical guide to lichen products”. St Louis; Missouri Botanical Garden 1977
  • 17 Feige G B, Lumbsch H T, Huneck S, Elix J A. Identification of lichen substances by a standardized high-performance liquid chromatographic method.  J Chromatogr. 1993;  646 417-27
  • 18 Yoshimura I, Kinoshita Y, Yamamoto Y, Huneck S, Yamada Y. Analysis of secondary metabolites from lichen by high performance liquid chromatography with a photodiode array detector.  Phytochem Anal. 1994;  5 197-205
  • 19 Ernst-Russell M A, Elix J A, Chai C LL, Willis A C, Hamada N, Nash III T H. Hybocarpone, a novel cytotoxic naphthazarin derivative from mycobiont cultures of the lichen Lecanora hybocarpa .  Tetrahedron Lett. 1999;  40 6321-4
  • 20 Huneck S, Yoshimura I. Identification of lichen substances. Berlin; Springer Verlag 1996: 1-493
  • 21 Gibbons S, Udo E E. The effect of reserpine, a modulator of multidrug efflux pumps, on the in vitro activity of tetracycline against clinical isolates of methicillin resistant Staphylococcus aureus (MRSA) possessing the tet(K) determinant.  Phytother Res. 2000;  14 139-40
  • 22 Ross J I, Farrell A M, Eady E A, Cove J H, Cunliffe W J. Characterisation and molecular cloning of the novel macrolide-streptogramin B resistance determinant from Staphylococcus epidermidis .  J Antimicrob Chemother. 1989;  24 851-62
  • 23 Richardson J F, Reith S. Characterization of a strain of methicillin-resistant Staphylococcus aureus (EMRSA-15) by conventional and molecular methods.  J Hosp Infect. 1993;  25 45-52
  • 24 Cox R A, Conquest C, Mallaghan C, Marples R R. A major outbreak of methicillin-resistant Staphylococcus aureus caused by a new phage-type (EMRSA-16).  J Hosp Infect. 1995;  29 87-106

Dr. Tetsuo Kokubun

Sustainable Uses Group

Jodrell Laboratory

Royal Botanic Gardens

Kew

Richmond

Surrey TW9 3DS

UK

Phone: +44-208-332-5318

Fax: +44-208-332-5310

Email: t.kokubun@kew.org

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