Antifouling activity of sponge-derived polybrominated diphenyl ethers and synthetic analogues

References

• Bers , A V and Wahl , M . 2004 . The influence of natural surface microtopographies on fouling . Biofouling , 20 : 43 – 51 .
   PubMed Web of Science ®Google Scholar
• Blunt , J W , Copp , B R , Munro , M HG , Northcote , P T and Prinsep , M R . 2006 . Marine natural products . Nat Prod Rep. , 23 : 26 – 78 .
   PubMed Web of Science ®Google Scholar
• Carte , B and Faulkner , D J . 1981 . Polybrominated diphenyl ethers from Dysidea herbacea, Dysidea chlorea and Phyllospongia foliascens . Tetrahedron , 37 : 2335 – 2339 .
   Web of Science ®Google Scholar
• Clare , A S . 1996 . Natural product antifoulants: status and potential . Biofouling , 9 : 211 – 229 .
   Web of Science ®Google Scholar
• Da Gama , B AP , Pereira , R C , Soares , A R , Teixeira , V L and Yoneshigue-Valentin , Y . 2003 . Is the mussel test a good indicator of antifouling activity? A comparison between laboratory and field assays . Biofouling , 19 ( Suppl ) : 161 – 169 .
   PubMed Web of Science ®Google Scholar
• Dobretsov , S and Qian , P Y . 2002 . Effect of bacteria associated with the green alga Ulva reticulata on marine micro- and macrofouling . Biofouling , 18 : 217 – 228 .
   Web of Science ®Google Scholar
• Dobretsov , S , Dahms , H U and Qian , P Y . 2006 . Inhibition of biofouling by marine microorganisms and their metabolites . Biofouling , 22 : 43 – 54 .
   PubMed Web of Science ®Google Scholar
• Dobretsov , S , Dahms , H U , Tsoi , M Y and Qian , P Y . 2005 . Chemical control of epibiosis by Hong Kong sponges: the effect of sponge extracts on micro- and macrofouling communities . Mar Ecol Prog Ser. , 297 : 119 – 129 .
   Web of Science ®Google Scholar
• Faulkner , J , Unson , M D and Bewley , C A . 1994 . The chemistry of some sponges and their symbionts . Pure Appl Chem. , 66 : 1983 – 1990 .
   Web of Science ®Google Scholar
• Fu , X and Schmitz , F J . 1996 . New brominated diphenyl ether from an unidentified species of Dysidea sponge. C-13 NMR data for some brominated diphenyl ethers . J Nat Prod. , 59 : 1102 – 1103 .
   PubMed Web of Science ®Google Scholar
• Fusetani , N . 1998 . Antifungal metabolites from marine sponges . Curr Organ Chem. , 2 : 649 – 682 .
   Web of Science ®Google Scholar
• Fusetani , N . 2004 . Biofouling and antifouling . Nat Prod Rep. , 21 : 94 – 104 .
   PubMed Web of Science ®Google Scholar
• Handayani , D , Edrada , R A , Wray , V , Witte , L and Proksch , P . 1997 . Four new bioactive polybrominated diphenyl ethers of the sponge Dysidea herbacea from West Sumatra, Indonesia . J Nat Prod. , 60 : 1313 – 1316 .
   PubMed Web of Science ®Google Scholar
• Harder , T , Lam , C and Qian , P-Y . 2002 . Induction of larval settlement in the polychaete Hydroides elegans by marine biofilms: an investigation of monospecific diatom films as settlement cues . Mar Ecol Prog Ser. , 229 : 105 – 112 .
   Web of Science ®Google Scholar
• Hattori , T , Konno , A , Adachi , K and Shizuri , Y . 2001 . Four new bioactive bromophenols from the palauan sponge Phyllospongia dendyi . Fisheries Sci. , 67 : 899 – 903 .
   Web of Science ®Google Scholar
• IMO . 2001 . Resolution on early and effective application of the international convention on the control of harmful antifouling systems on ships . Resolution , A928 ( 22 ) IMO
   Google Scholar
• Lau , S CK , Mak , K K , Chen , F and Qian , P-Y . 2002 . Bioactivity of bacterial strains from marine biofilms in Hong Kong waters for the induction of larval settlement in the marine polychaete Hydroides elegans . Mar Ecol Prog Ser. , 226 : 301 – 310 .
   Web of Science ®Google Scholar
• Li , X , Dobretsov , S , Xu , Y , Xiao , X , Hung , O S and Qian , P-Y . 2006 . Antifouling diketopiperazines produced by a deep-sea bacterium, Streptomyces fungicidicus . Biofouling. , 22 : 201 – 208 .
   PubMed Web of Science ®Google Scholar
• Lorenzen , C J . 1967 . Determination of chlorophyll and phaeo-pigments: spectrophotometric equations . Limnol Oceanogr , 12 : 343 – 346 .
   Web of Science ®Google Scholar
• Marsh , G , Hu , J , Jakobsson , E , Rahm , S and Bergman , A . 1999 . Synthesis and characterization of 32 polybrominated diphenyl ethers . Environ Sci Technol. , 33 : 3033 – 3037 .
   Web of Science ®Google Scholar
• Ortlepp S. 2007. Bastadins and related compounds from the marine sponges Ianthella basta and Callyspongia sp. PhD Thesis. University Düsseldorf
   Google Scholar
• Pedpradab S. 2005. Isolation and structure elucidation of bioactive secondary metabolites from marine sponges and a marine-derived fungus. PhD Thesis. University Düsseldorf
   Google Scholar
• Proksch , P , Edrada , R A and Ebel , R . 2002 . Drugs from the seas – current status and microbiological implications . Appl Microbiol Biol. , 59 : 125 – 134 .
   PubMed Web of Science ®Google Scholar
• Sera , Y , Adachi , K , Nishida , F and Shizuri , Y . 1999 . A new sesquiterpene as an antifouling substance from a palauan marine sponge, Dysidea herbacea . J Nat Prod. , 62 : 395 – 396 .
   PubMed Web of Science ®Google Scholar
• Shapiro , S S and Wilk , M B . 1965 . An analysis of variance test for normality (complete samples) . Biometrika , 52 : 591 – 611 .
   Web of Science ®Google Scholar
• Sjögren , M , Göransson , U , Johnson , A L , Dahlström , M , Andersson , R , Bergman , J , Jonsson , P R and Bohlin , L . 2004 . Antifouling activity of brominated cyclopeptides from the marine sponge Geodia barretti . J Nat Prod. , 67 : 368 – 372 .
   PubMed Web of Science ®Google Scholar
• Tsoukatou , C , Hellio , C , Vagias , C , Harvala and Roussis , V . 2002 . Chemical defense and antifouling activity of three Mediterranean sponges of the genus Ircinia . J Biosci. , 57 : 161 – 171 .
   Web of Science ®Google Scholar
• Tsukamoto , S , Kato , H , Hirota , H and Fusetani , N . 1996a . Pseudoceratidine: a new antifouling spermidine derivative from the marine sponge Pseudoceratina purpurea . Tetrahedron Lett. , 37 : 1439 – 1440 .
   Web of Science ®Google Scholar
• Tsukamoto , S , Kato , H , Hirota , H and Fusetani , N . 1996b . Ceratinamine: an unprecedented antifouling cyanoformamide from the marine sponge Pseudoceratina purpurea . J Org Chem. , 61 : 2936 – 2937 .
   PubMed Web of Science ®Google Scholar
• Tsukamoto , S , Kato , H , Hirota , H and Fusetani , N . 1996c . Ceratinamides A and B: new antifouling dibromotyrosine derivatives from the marine sponge Pseudoceratina purpurea . Tetrahedron. , 52 : 8181 – 8186 .
   Web of Science ®Google Scholar
• Unson , M D and Faulkner , D J . 1993 . Cyanobacterial symbiont biosynthesis of chlorinated metabolites from Dysidea herbacea (Porifera) . Experientia. , 49 : 349 – 353 .
   Google Scholar
• Unson , M D , Holland , N D and Faulkner , D J . 1994 . A brominated secondary metabolite synthesized by the cyanobacterial symbiont of a marine sponge and accumulation of the crystalline metabolite in the sponge tissue . Mar Biol. , 119 : 1 – 11 .
   Web of Science ®Google Scholar
• Wahl , M . 1989 . Marine epibiosis. 1. Fouling and antifouling – some basic aspects . Mar Ecol Prog Ser. , 58 : 175 – 189 .
   Web of Science ®Google Scholar
• Yebra , D M , Kiil , S and Dam-Johansen , K . 2004 . Antifouling technology: past, present and future steps towards efficient and environmentally friendly antifouling coatings . Prog Org Coat , 50 : 75 – 104 .
   Web of Science ®Google Scholar
• Zar , J H . 1996 . Biostatistical analysis , 3rd ed. , Upper Saddle River , , NJ, USA : Prentice Hall International, Inc .
   Google Scholar
• Zentz , F , Hellio , C , Valla , A , De , La Broise D , Bremer , G and Labia , R . 2002 . Antifouling activities of N-substituted imides: antimicrobial activities and inhibition of Mytilus edulis phenoloxidase . Mar Biotechnol. , 4 : 431 – 440 .
   PubMed Web of Science ®Google Scholar