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

Sofia Ortlepp, Suwigarn Pedpradap, Sergey Dobretsov, Peter Proksch

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

The antifouling (AF) activity of 2-hydroxy-4-(3-hydroxy-5-methylphenoxy)- 6-methylbenozoic acid methyl ester (1), 3,5-dibromo-2-(2',4'-dibromophenoxy)phenol (2); 3,4,5-tribromo-2-(2',4'-dibromophenoxy)phenol (3), 3,4,5-tribromo-2-(2'-bromophenoxy)phenol (4), 3,5-dibromo-2(2',4'-dibromophenoxy)phenol (5), 3,4,5,6-tetrabromo-2-(2'-bromophenoxy)phenol (6); 4-phenoxyphenol (7), 4-phenoxyaniline (9), 1-chloro-4-phenoxybenzene (10); 1-bromo-4-phenoxybenzene (13) was investigated against marine bacteria, a diatom, barnacle larvae and mussel juveniles. The naturally occurring compound 2 showed the strongest AF activity in all bioassays but lacked toxicity. It inhibited the growth of all tested bacterial strains (MIC = 0.02 - 1.52 microM) and its 50% effective concentrations (EC(50)) were 0.24 microM (diatom test), 0.66 microM (mussel test) and 1.26 microM (barnacle test). Among the commercially available derivates, compound 7 was the most active in bacterial and diatom bioassays but its activity was lower than that of compound 2. Overall, the naturally occurring compounds showed stronger activity than the commercially available analogues and could be possible future non-toxic AF candidates.

Original languageEnglish
Pages (from-to)201-208
Number of pages8
JournalBiofouling
Volume24
Issue number3
Publication statusPublished - 2008

Fingerprint

Halogenated Diphenyl Ethers
polybrominated diphenyl ethers
Diatoms
antifouling
PBDE
Porifera
Phenol
sponge
Thoracica
phenol
Bivalvia
Bacillariophyceae
Biological Assay
diatom
Cirripedia
mussels
bioassay
bioassays
Larva
Esters

ASJC Scopus subject areas

  • Aquatic Science
  • Biotechnology

Cite this

Antifouling activity of sponge-derived polybrominated diphenyl ethers and synthetic analogues. / Ortlepp, Sofia; Pedpradap, Suwigarn; Dobretsov, Sergey; Proksch, Peter.

In: Biofouling, Vol. 24, No. 3, 2008, p. 201-208.

Research output: Contribution to journalArticle

Ortlepp, Sofia ; Pedpradap, Suwigarn ; Dobretsov, Sergey ; Proksch, Peter. / Antifouling activity of sponge-derived polybrominated diphenyl ethers and synthetic analogues. In: Biofouling. 2008 ; Vol. 24, No. 3. pp. 201-208.
@article{754fb90272534f4995c5501bc9609923,
title = "Antifouling activity of sponge-derived polybrominated diphenyl ethers and synthetic analogues.",
abstract = "The antifouling (AF) activity of 2-hydroxy-4-(3-hydroxy-5-methylphenoxy)- 6-methylbenozoic acid methyl ester (1), 3,5-dibromo-2-(2',4'-dibromophenoxy)phenol (2); 3,4,5-tribromo-2-(2',4'-dibromophenoxy)phenol (3), 3,4,5-tribromo-2-(2'-bromophenoxy)phenol (4), 3,5-dibromo-2(2',4'-dibromophenoxy)phenol (5), 3,4,5,6-tetrabromo-2-(2'-bromophenoxy)phenol (6); 4-phenoxyphenol (7), 4-phenoxyaniline (9), 1-chloro-4-phenoxybenzene (10); 1-bromo-4-phenoxybenzene (13) was investigated against marine bacteria, a diatom, barnacle larvae and mussel juveniles. The naturally occurring compound 2 showed the strongest AF activity in all bioassays but lacked toxicity. It inhibited the growth of all tested bacterial strains (MIC = 0.02 - 1.52 microM) and its 50{\%} effective concentrations (EC(50)) were 0.24 microM (diatom test), 0.66 microM (mussel test) and 1.26 microM (barnacle test). Among the commercially available derivates, compound 7 was the most active in bacterial and diatom bioassays but its activity was lower than that of compound 2. Overall, the naturally occurring compounds showed stronger activity than the commercially available analogues and could be possible future non-toxic AF candidates.",
author = "Sofia Ortlepp and Suwigarn Pedpradap and Sergey Dobretsov and Peter Proksch",
year = "2008",
language = "English",
volume = "24",
pages = "201--208",
journal = "Biofouling",
issn = "0892-7014",
publisher = "Taylor and Francis Ltd.",
number = "3",

}

TY - JOUR

T1 - Antifouling activity of sponge-derived polybrominated diphenyl ethers and synthetic analogues.

AU - Ortlepp, Sofia

AU - Pedpradap, Suwigarn

AU - Dobretsov, Sergey

AU - Proksch, Peter

PY - 2008

Y1 - 2008

N2 - The antifouling (AF) activity of 2-hydroxy-4-(3-hydroxy-5-methylphenoxy)- 6-methylbenozoic acid methyl ester (1), 3,5-dibromo-2-(2',4'-dibromophenoxy)phenol (2); 3,4,5-tribromo-2-(2',4'-dibromophenoxy)phenol (3), 3,4,5-tribromo-2-(2'-bromophenoxy)phenol (4), 3,5-dibromo-2(2',4'-dibromophenoxy)phenol (5), 3,4,5,6-tetrabromo-2-(2'-bromophenoxy)phenol (6); 4-phenoxyphenol (7), 4-phenoxyaniline (9), 1-chloro-4-phenoxybenzene (10); 1-bromo-4-phenoxybenzene (13) was investigated against marine bacteria, a diatom, barnacle larvae and mussel juveniles. The naturally occurring compound 2 showed the strongest AF activity in all bioassays but lacked toxicity. It inhibited the growth of all tested bacterial strains (MIC = 0.02 - 1.52 microM) and its 50% effective concentrations (EC(50)) were 0.24 microM (diatom test), 0.66 microM (mussel test) and 1.26 microM (barnacle test). Among the commercially available derivates, compound 7 was the most active in bacterial and diatom bioassays but its activity was lower than that of compound 2. Overall, the naturally occurring compounds showed stronger activity than the commercially available analogues and could be possible future non-toxic AF candidates.

AB - The antifouling (AF) activity of 2-hydroxy-4-(3-hydroxy-5-methylphenoxy)- 6-methylbenozoic acid methyl ester (1), 3,5-dibromo-2-(2',4'-dibromophenoxy)phenol (2); 3,4,5-tribromo-2-(2',4'-dibromophenoxy)phenol (3), 3,4,5-tribromo-2-(2'-bromophenoxy)phenol (4), 3,5-dibromo-2(2',4'-dibromophenoxy)phenol (5), 3,4,5,6-tetrabromo-2-(2'-bromophenoxy)phenol (6); 4-phenoxyphenol (7), 4-phenoxyaniline (9), 1-chloro-4-phenoxybenzene (10); 1-bromo-4-phenoxybenzene (13) was investigated against marine bacteria, a diatom, barnacle larvae and mussel juveniles. The naturally occurring compound 2 showed the strongest AF activity in all bioassays but lacked toxicity. It inhibited the growth of all tested bacterial strains (MIC = 0.02 - 1.52 microM) and its 50% effective concentrations (EC(50)) were 0.24 microM (diatom test), 0.66 microM (mussel test) and 1.26 microM (barnacle test). Among the commercially available derivates, compound 7 was the most active in bacterial and diatom bioassays but its activity was lower than that of compound 2. Overall, the naturally occurring compounds showed stronger activity than the commercially available analogues and could be possible future non-toxic AF candidates.

UR - http://www.scopus.com/inward/record.url?scp=46049088763&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=46049088763&partnerID=8YFLogxK

M3 - Article

VL - 24

SP - 201

EP - 208

JO - Biofouling

JF - Biofouling

SN - 0892-7014

IS - 3

ER -