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Mar. Drugs 2019, 17(3), 158; https://doi.org/10.3390/md17030158

A New Sesquiterpenoid Aminoquinone from an Indonesian Marine Sponge

1
Institute for Insect Biotechnology, Justus-Liebig-University of Giessen, 35392 Giessen, Germany
2
Department of Fisheries and Marine Science, Nusa Utara Polytechnic, Tahuna 95812, North Sulawesi, Indonesia
3
Department of Bioresources of the Fraunhofer Institute for Molecular Biology and Applied Ecology, 35394 Giessen, Germany
4
Department of Pharmacognosy and Pharmaceutical Botany, Faculty of Pharmaceutical Sciences, Prince of Songkla University, Songkhla 90110, Thailand
5
Faculty of Fisheries and Marine Science, Sam Ratulangi University, Manado 95115, Indonesia
6
German Center for Infection Research (DZIF), Partner Site Giessen-Marburg-Langen, 35392 Giessen, Germany
*
Authors to whom correspondence should be addressed.
Received: 24 January 2019 / Revised: 28 February 2019 / Accepted: 5 March 2019 / Published: 8 March 2019
(This article belongs to the Special Issue Bioactive Compounds from Marine Sponges)
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Abstract

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 24 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. View Full-Text
Keywords: nakijiquinone; antibacterial activity; cytotoxicity; merosesquiterpenes; aminoquinone nakijiquinone; antibacterial activity; cytotoxicity; merosesquiterpenes; aminoquinone
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Balansa, W.; Mettal, U.; Wuisan, Z.G.; Plubrukarn, A.; Ijong, F.G.; Liu, Y.; Schäberle, T.F. A New Sesquiterpenoid Aminoquinone from an Indonesian Marine Sponge. Mar. Drugs 2019, 17, 158.

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