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A New Sesquiterpenoid Aminoquinone from an Indonesian Marine Sponge

Sponges are a well-known bioresource for bioactive compounds. In this study, antibacterial activity-guided fractionation of the extract from an Indonesian marine Dactylospongia elegans sponge led to the discovery of four merosesquiterpenoids, namely, a new sesquiterpenoid aminoquinone nakijiquinone...

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Autores principales: Balansa, Walter, Mettal, Ute, Wuisan, Zerlina G., Plubrukarn, Anuchit, Ijong, Frans G., Liu, Yang, Schäberle, Till F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6470531/
https://www.ncbi.nlm.nih.gov/pubmed/30857135
http://dx.doi.org/10.3390/md17030158
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author Balansa, Walter
Mettal, Ute
Wuisan, Zerlina G.
Plubrukarn, Anuchit
Ijong, Frans G.
Liu, Yang
Schäberle, Till F.
author_facet Balansa, Walter
Mettal, Ute
Wuisan, Zerlina G.
Plubrukarn, Anuchit
Ijong, Frans G.
Liu, Yang
Schäberle, Till F.
author_sort Balansa, Walter
collection PubMed
description Sponges are a well-known bioresource for bioactive compounds. In this study, antibacterial activity-guided fractionation of the extract from an Indonesian marine Dactylospongia elegans sponge led to the discovery of four merosesquiterpenoids, namely, a new sesquiterpenoid aminoquinone nakijiquinone V (1), along with illimaquinone (2), smenospongine (3), and dyctioceratine C (4). The structure of compound 1 was elucidated by 1D and 2D NMR as well as by LC-HRESIMS data analysis. Compounds 2–4 showed moderate to low antimicrobial activity against Bacillus megaterium DSM32 with a minimum inhibitory concentration (MIC) of 32 μg/mL, 32 μg/mL, and 64 μg/mL, respectively. Furthermore, compounds 2 and 3 both inhibited Micrococcus luteus ATCC 4698 with a MIC of 32 μg/mL. In conclusion, the isolated merosesquiterpenoids, which are known for their cytotoxic effects, showed antibacterial activity and prompt future structure activity relationship (SAR) studies concerning the various bioactivities observed for this group of natural products.
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spelling pubmed-64705312019-04-27 A New Sesquiterpenoid Aminoquinone from an Indonesian Marine Sponge Balansa, Walter Mettal, Ute Wuisan, Zerlina G. Plubrukarn, Anuchit Ijong, Frans G. Liu, Yang Schäberle, Till F. Mar Drugs Article Sponges are a well-known bioresource for bioactive compounds. In this study, antibacterial activity-guided fractionation of the extract from an Indonesian marine Dactylospongia elegans sponge led to the discovery of four merosesquiterpenoids, namely, a new sesquiterpenoid aminoquinone nakijiquinone V (1), along with illimaquinone (2), smenospongine (3), and dyctioceratine C (4). The structure of compound 1 was elucidated by 1D and 2D NMR as well as by LC-HRESIMS data analysis. Compounds 2–4 showed moderate to low antimicrobial activity against Bacillus megaterium DSM32 with a minimum inhibitory concentration (MIC) of 32 μg/mL, 32 μg/mL, and 64 μg/mL, respectively. Furthermore, compounds 2 and 3 both inhibited Micrococcus luteus ATCC 4698 with a MIC of 32 μg/mL. In conclusion, the isolated merosesquiterpenoids, which are known for their cytotoxic effects, showed antibacterial activity and prompt future structure activity relationship (SAR) studies concerning the various bioactivities observed for this group of natural products. MDPI 2019-03-08 /pmc/articles/PMC6470531/ /pubmed/30857135 http://dx.doi.org/10.3390/md17030158 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Balansa, Walter
Mettal, Ute
Wuisan, Zerlina G.
Plubrukarn, Anuchit
Ijong, Frans G.
Liu, Yang
Schäberle, Till F.
A New Sesquiterpenoid Aminoquinone from an Indonesian Marine Sponge
title A New Sesquiterpenoid Aminoquinone from an Indonesian Marine Sponge
title_full A New Sesquiterpenoid Aminoquinone from an Indonesian Marine Sponge
title_fullStr A New Sesquiterpenoid Aminoquinone from an Indonesian Marine Sponge
title_full_unstemmed A New Sesquiterpenoid Aminoquinone from an Indonesian Marine Sponge
title_short A New Sesquiterpenoid Aminoquinone from an Indonesian Marine Sponge
title_sort new sesquiterpenoid aminoquinone from an indonesian marine sponge
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6470531/
https://www.ncbi.nlm.nih.gov/pubmed/30857135
http://dx.doi.org/10.3390/md17030158
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