Ecological and Pharmacological Activities of Polybrominated Diphenyl Ethers (PBDEs) from the Indonesian Marine Sponge <i>Lamellodysidea herbacea</i>

Two known Polybrominated Diphenyl Ethers (PBDEs), 3,4,5-tribromo-2-(2′,4′-dibromophenoxy)phenol (<b>1d</b>) and 3,4,5,6-tetrabromo-2-(2′,4′-dibromophenoxy)phenol (<b>2b</b>), were isolated from the Indonesian marine sponge <i>Lamellodysidea herbacea</i>. The struc...

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Autores principales: Muhammad R. Faisal, Matthias Y. Kellermann, Sven Rohde, Masteria Y. Putra, Tutik Murniasih, Chandra Risdian, Kathrin I. Mohr, Joachim Wink, Dimas F. Praditya, Eike Steinmann, Matthias Köck, Peter J. Schupp
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Publicado: MDPI AG 2021
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spelling oai:doaj.org-article:95640022e12a4bea9129ae078163352c2021-11-25T18:12:48ZEcological and Pharmacological Activities of Polybrominated Diphenyl Ethers (PBDEs) from the Indonesian Marine Sponge <i>Lamellodysidea herbacea</i>10.3390/md191106111660-3397https://doaj.org/article/95640022e12a4bea9129ae078163352c2021-10-01T00:00:00Zhttps://www.mdpi.com/1660-3397/19/11/611https://doaj.org/toc/1660-3397Two known Polybrominated Diphenyl Ethers (PBDEs), 3,4,5-tribromo-2-(2′,4′-dibromophenoxy)phenol (<b>1d</b>) and 3,4,5,6-tetrabromo-2-(2′,4′-dibromophenoxy)phenol (<b>2b</b>), were isolated from the Indonesian marine sponge <i>Lamellodysidea herbacea</i>. The structure was confirmed using <sup>13</sup>C chemical shift average deviation and was compared to the predicted structures and recorded chemical shifts in previous studies. We found a wide range of bioactivities from the organic crude extract, such as (1) a strong deterrence against the generalist pufferfish <i>Canthigaster solandri</i>, (2) potent inhibition against environmental and human pathogenic bacterial and fungal strains, and (3) the inhibition of the Hepatitis C Virus (HCV). The addition of a bromine atom into the A-ring of compound <b>2b</b> resulted in higher fish feeding deterrence compared to compound <b>1d</b>. On the contrary, compound <b>2b</b> showed only more potent inhibition against the Gram-negative bacteria <i>Rhodotorula glutinis</i> (MIC 2.1 μg/mL), while compound <b>1d</b> showed more powerful inhibition against the other human pathogenic bacteria and fungi. The first report of a chemical defense by compounds <b>1d</b> and <b>2b</b> against fish feeding and environmental relevant bacteria, especially pathogenic bacteria, might be one reason for the widespread occurrence of the shallow water sponge <i>Lamellodysidea herbacea</i> in Indonesia and the Indo-Pacific.Muhammad R. FaisalMatthias Y. KellermannSven RohdeMasteria Y. PutraTutik MurniasihChandra RisdianKathrin I. MohrJoachim WinkDimas F. PradityaEike SteinmannMatthias KöckPeter J. SchuppMDPI AGarticledemospongiaechemical defensepalatabilityantifungalinhibitoryPBDEsBiology (General)QH301-705.5ENMarine Drugs, Vol 19, Iss 611, p 611 (2021)
institution DOAJ
collection DOAJ
language EN
topic demospongiae
chemical defense
palatability
antifungal
inhibitory
PBDEs
Biology (General)
QH301-705.5
spellingShingle demospongiae
chemical defense
palatability
antifungal
inhibitory
PBDEs
Biology (General)
QH301-705.5
Muhammad R. Faisal
Matthias Y. Kellermann
Sven Rohde
Masteria Y. Putra
Tutik Murniasih
Chandra Risdian
Kathrin I. Mohr
Joachim Wink
Dimas F. Praditya
Eike Steinmann
Matthias Köck
Peter J. Schupp
Ecological and Pharmacological Activities of Polybrominated Diphenyl Ethers (PBDEs) from the Indonesian Marine Sponge <i>Lamellodysidea herbacea</i>
description Two known Polybrominated Diphenyl Ethers (PBDEs), 3,4,5-tribromo-2-(2′,4′-dibromophenoxy)phenol (<b>1d</b>) and 3,4,5,6-tetrabromo-2-(2′,4′-dibromophenoxy)phenol (<b>2b</b>), were isolated from the Indonesian marine sponge <i>Lamellodysidea herbacea</i>. The structure was confirmed using <sup>13</sup>C chemical shift average deviation and was compared to the predicted structures and recorded chemical shifts in previous studies. We found a wide range of bioactivities from the organic crude extract, such as (1) a strong deterrence against the generalist pufferfish <i>Canthigaster solandri</i>, (2) potent inhibition against environmental and human pathogenic bacterial and fungal strains, and (3) the inhibition of the Hepatitis C Virus (HCV). The addition of a bromine atom into the A-ring of compound <b>2b</b> resulted in higher fish feeding deterrence compared to compound <b>1d</b>. On the contrary, compound <b>2b</b> showed only more potent inhibition against the Gram-negative bacteria <i>Rhodotorula glutinis</i> (MIC 2.1 μg/mL), while compound <b>1d</b> showed more powerful inhibition against the other human pathogenic bacteria and fungi. The first report of a chemical defense by compounds <b>1d</b> and <b>2b</b> against fish feeding and environmental relevant bacteria, especially pathogenic bacteria, might be one reason for the widespread occurrence of the shallow water sponge <i>Lamellodysidea herbacea</i> in Indonesia and the Indo-Pacific.
format article
author Muhammad R. Faisal
Matthias Y. Kellermann
Sven Rohde
Masteria Y. Putra
Tutik Murniasih
Chandra Risdian
Kathrin I. Mohr
Joachim Wink
Dimas F. Praditya
Eike Steinmann
Matthias Köck
Peter J. Schupp
author_facet Muhammad R. Faisal
Matthias Y. Kellermann
Sven Rohde
Masteria Y. Putra
Tutik Murniasih
Chandra Risdian
Kathrin I. Mohr
Joachim Wink
Dimas F. Praditya
Eike Steinmann
Matthias Köck
Peter J. Schupp
author_sort Muhammad R. Faisal
title Ecological and Pharmacological Activities of Polybrominated Diphenyl Ethers (PBDEs) from the Indonesian Marine Sponge <i>Lamellodysidea herbacea</i>
title_short Ecological and Pharmacological Activities of Polybrominated Diphenyl Ethers (PBDEs) from the Indonesian Marine Sponge <i>Lamellodysidea herbacea</i>
title_full Ecological and Pharmacological Activities of Polybrominated Diphenyl Ethers (PBDEs) from the Indonesian Marine Sponge <i>Lamellodysidea herbacea</i>
title_fullStr Ecological and Pharmacological Activities of Polybrominated Diphenyl Ethers (PBDEs) from the Indonesian Marine Sponge <i>Lamellodysidea herbacea</i>
title_full_unstemmed Ecological and Pharmacological Activities of Polybrominated Diphenyl Ethers (PBDEs) from the Indonesian Marine Sponge <i>Lamellodysidea herbacea</i>
title_sort ecological and pharmacological activities of polybrominated diphenyl ethers (pbdes) from the indonesian marine sponge <i>lamellodysidea herbacea</i>
publisher MDPI AG
publishDate 2021
url https://doaj.org/article/95640022e12a4bea9129ae078163352c
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