Further in vitro evaluation of antimicrobial activity of the marine sesquiterpene hydroquinone avarol

Current Pharmaceutical Biotechnology

Volumn 15, Issue 6, 2014, Pages 583-588

  Pejin, Boris ^a,b   Iodice, Carmine ^a   Tommonaro, Giuseppina ^a   De Rosa, Salvatore ^a   Stanimirovic, Bojana ^c   Ciric, Ana ^d   Glamoclija, Jasmina ^d   Nikolic, Milos ^d   Sokovic, Marina ^d  

^a CNR   (Italy)

^b UNIVERSITY OF BELGRADE   (Serbia)

^c Institute MOL Ltd   (Serbia)

^d UNIVERSITY OF BELGRADE   (Serbia)

Author keywords

Anti quorum sensing effects; Dysidea avara; Gram negative bacteria; Natural product; Pseudomonas aeruginosa PAO1

Indexed keywords

AMPICILLIN; ANTIINFECTIVE AGENT; BIFONAZOLE; KETOCONAZOLE; PYOCYANINE; SESQUITERPENE HYDROQUINONE AVAROL; STREPTOMYCIN; UNCLASSIFIED DRUG; ANTIFUNGAL AGENT; AVAROL; SESQUITERPENE;

ANTIFUNGAL ACTIVITY; ANTIMICROBIAL ACTIVITY; ARTICLE; ASPERGILLUS VERSICOLOR; BACILLUS CEREUS; BACTERICIDAL ACTIVITY; BIOFILM; CONTROLLED STUDY; ENTEROBACTER CLOACAE; IN VITRO STUDY; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; PENICILLIUM VERRUCOSUM; PSEUDOMONAS AERUGINOSA; QUORUM SENSING; SALMONELLA TYPHIMURIUM; SCREENING; DRUG EFFECTS; FUNGUS; GRAM NEGATIVE BACTERIUM; GRAM POSITIVE BACTERIUM; GROWTH, DEVELOPMENT AND AGING; METABOLISM; MICROBIAL SENSITIVITY TEST; PHYSIOLOGY;

ANTI-BACTERIAL AGENTS; ANTIFUNGAL AGENTS; BIOFILMS; FUNGI; GRAM-NEGATIVE BACTERIA; GRAM-POSITIVE BACTERIA; MICROBIAL SENSITIVITY TESTS; PYOCYANINE; QUORUM SENSING; SESQUITERPENES;

EID: 84907184482     PISSN: 13892010     EISSN: 18734316     Source Type: Journal    
DOI: 10.2174/138920101506140910152253     Document Type: Article

References (29)

1. Minale, L.; Riccio, R.; Sodano, G. Avarol, a novel sesquiterpenoid hydroquinone with a rearranged drimane skeleton from the sponge Dysidea avara. Tetrahedron Lett., 1974, 15(38), 3401-3404.
2. De Rosa, S.; Minale, L.; Riccio, R.; Sodano, G. The absolute configuration of avarol, a rearranged sesquiterpenoid hydroquinone from a marine sponge. J. Chem. Soc. Perkin Trans., 1 1976, 1976(13), 1408-1414.
3. Sladić, D.; Gašić, M. J. Reactivity and biological activity of the marine sesquiterpene hydroquinone avarol and related compounds from sponges of the order Dictyoceratida. Molecules, 2006, 11(1), 1-33.
4. Cariello, L.; Zanetti, L.; Cuomo, V.; Vanzanella, F. Antimicrobial activity of avarol, a sesquiterpenoid hydroquinone from the marine sponge, Dysidea avara. Comp. Biochem. Physiol., B 1982, 71(2), 281-283.
5. Seibert, G.; Raether, W.; Dogović, D.; Gašić, M. J.; Zahan, R. K.; Müller, W. E. Antibacterial and antifungial activity of avarone and avarol. Zentralbl. Bakteriol. Mikcrobiol. Hyg. A, 1985, 260(3), 379-386.
6. De Giulio, A.; De Rosa, S.; Strazzulo, G.; Diliberto, L.; Obino, P.; Marongiu, M. E.; Pani, A.; La Colla, P. Synthesis and evaluation of cytostatic and antiviral activities of 3' and 4'-avarone derivatives. Antiviral Chem. Chemother., 1991, 2(4), 223-227.
7. Pejin, B.; Iodice, C.; Tommonaro, G.; De Rosa, S. Synthesis and biological activities of thio-avarol derivatives. J. Nat. Prod., 2008, 71(11), 1850-1853.
8. Kurelec, B.; Zahn, R. K.; Gašić, M. J.; Britvić, S.; Lucić, D.; Müller, W. E. G. Antimutagenic activity of the novel antileukemic agents, avarone and avarol. Mutat. Res., 1985, 144(2), 63-66.
9. Müller, W. E. G.; Maidhof, A.; Zahn, R. K.; Schröder, H. C.; Gašić, M. J.; Heidemann, D.; Bernd, A.; Kurelec, B.; Eich, E.; Seibert, G. Potent antileukemic activity of the novel cytostatic agent avarone and its analogues in vitro and in vivo. Cancer Res., 1985, 45(10), 4822-4826.
10. Müller, W. E. G.; Sarin, A.; Kuchino, Y.; Dorn, A.; Hess, G.; Meyer zum Büschenfelde, K-H.; Rottmann, M.; Schröder, H. C. In: AIDS; Vettermann W., Schauzu M., Eds.; Bundesministeriums für Forschung und Technologie: Bonn, 1987; pp. 354-378.
11. Belisario, M. A.; Maturo, M.; Pecce, R.; De Rosa, S.; Villani, G. R. Effect of avarol and avarone on in vitro-induced microsomal lipid peroxidation. Toxicology, 1992, 72(2), 221-233.
12. De Rosa, S.; De Giulio, A.; Strazzullo, G. Biologically active metabolites from marine organisms and some semi-synthetic derivatives. Trends Org. Chem., 1991, 2, 127-141.
13. Belisario, M. A.; Pecce, R.; Arena, A. R.; De Giulio, A.; Strazzullo, G.; De Rosa, S. Effect of avarol, avarone and nine of their natural and synthetic derivatives on microsomal drug-metabolizing enzymes. Toxicol. Lett., 1991, 57(2), 183-193.
14. Husain, F. M.; Ahmad, I.; Asif, M.; Tahseen, Q. Influence of clove oil on certain quorum-sensing-regulated functions and biofilm of Pseudomonas aeruginosa and Aeromonas hydrophila. J. Biosci., 2013, 38(5), 1-10.
15. Soković, M.; Ćirić, A.; Glamočlija, J.; Nikolić, M.; van Griensven, L. J. L. D. Agaricus blazei hot water extract shows anti quorum sensing activity in the nosocomial human pathogen Pseudomonas aeruginosa. Molecules, 2014, 19(4), 4189-4199.
16. rh ed., CLSI publication M07-A8; Clinical and Laboratory Standards Institute: Wayne (PA), 2009.
17. Tsukatani, T.; Suenaga, H.; Shiga, M.; Noguchi, K.; Ishiyama, M.; Ezoe, T.; Matsumoto, K. Comparison of WST-8 colorimetric method and CLSI broth microdilution method for susceptibility testing against resistant bacteria. J. Microbiol. Methods, 2012, 90(3), 160-166.
18. Espinel-Ingroff, A. Comparation of the E-test with the NCCLS M38-P method for antifungal susceptibility testing of common and emerging pathogenic filamentous fungi. J. Clin. Microbiol., 2001, 39(4), 1360-1367.
19. Hanel, H.; Raether, W. A more sophisticated method of determining the fungicidal effect of water-insoluble preparations with a cell harvester, using miconazole as an example. Mycoses, 1998, 31(3), 148-154.
20. Spoering, A. L.; Lewis, K. Biofilms and planktonic cells of Pseudomonas aeruginosa have similar resistance to killing of antimicrobials. Bacteriol., 2001, 183(23), 6746-6751.
21. Drenkard, E.; Ausubel, F. M. Pseudomonas biofilm formation and antibiotic resistance are linked to phenotypic variation. Nature, 2002, 416(6882), 740-743.
22. O'Toole, G. A.; Kolter, R. Initiation of biofilm formation in Pseudomonas fluorescens WCS365 proceeds via multiple, convergent signalling pathways: a genetic analysis. Mol. Microbiol., 1998a, 28(3), 449-461.
23. O'Toole, G. A.; Kolter, R. Flagellar and twitching motility are necessary for Pseudomonas aeruginosa biofilm development. Mol. Microbiol., 1998b, 30(2), 295-304.
24. Sandy, S. M.; Foong-Yee, T. Anti-quorum sensing and antimicrobial activities of some traditional Chinese medicinal plants commonly used in South-East Asia. Malaysian J. Microb., 2012, 8(1), 11-20.
25. De Rosa, S.; De Giulio, A.; Iodice, C. Biological effects of prenylated hydroquinones: structure-activity relationship studies in antimicrobial, brine shrimp, and fish lethality assays. J. Nat. Prod., 1994, 57(12), 1711-1716.
26. Heleno, S. A.; Ferreira, I. C. F. R.; Esteves, A. P.; Ćirić, A.; Glamočlija, J.; Martins, A.; Soković, M.; Queiroz, M. J. R. P. Antimicrobial and demelanizing activity of Ganoderma lucidum extract, p-hydroxybenzoic and cinnamic acids and their synthetic acetylated glucuronide methyl esters. Food Chem. Toxicol., 2013, 58, 95-100.
27. Rasmussen, T. B.; Givskov, M. Quorum sensing inhibitors: a bargain of effects. Microbiol., 2006, 152(4), 895-904.
28. Nazzaro, F.; Fratianni, F.; Coppola, R. Quorum sensing and phytochemicals. Int. J. Mol. Sci., 2010, 14(6), 12607-12619.
29. Henrichsen, J. Bacterial surface translocation: a survey and a classification. Bacteriol. Rev., 1972, 36(4), 478-503.