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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...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2019
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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. |
format | Online Article Text |
id | pubmed-6470531 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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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