A New Sesquiterpenoid Aminoquinone from an Indonesian Marine Sponge

Balansa, Walter; Mettal, Ute; Wuisan, Zerlina G.; Plubrukarn, Anuchit; Ijong, Frans Gruber; Liu, Yang; Schäberle, Till F.

doi:10.3390/md17030158

Cited by 17 publications

(14 citation statements)

References 26 publications

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“…Methanol is preferred as an organic solvent to extract multi-variable types of hydrophobic compounds because it can extract both non-polar and polar compounds, as well as proteins. 27 This finding was in agreement with Touti et al 28 who found very weak antibacterial activity in the aqueous extract (water) from seven Tunisian marine sponges compared to the organic phase of ethyl acetate extracts. Another report by Ankisetty and Slattery 29 suggested that the mixture of dichloromethane/ methanol (1:1 v/v) to extract Xetospongia sp.…”

Section: Discussionsupporting

confidence: 90%

Identification of Antibacterial Activity with Bioactive Compounds from Selected Marine Sponges

Kamaruding¹,

Ismail²,

Sokry³

2020

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Background: Marine sponges (phylum Porifera) are sessile filter-feeders from the ocean that are becoming the wealthiest sources of pharmacologically active compounds. Objectives: Our objectives are to identify bioactive compounds from marine sponges (Xestospongia exigua, Xestospongia muta, and Iotrochota baculifera) and to determine their antibacterial activity. Materials and Methods: Methanolic crude extracts were subjected to two-steps fractionation: first, solvent partitioning was conducted using diethyl ether and butanol, followed by column chromatography. The resulting fractions were tested for antibacterial activity against four bacterial strains (Staphylococcus aureus ATCC 25923, Micrococcus luteus ATCC 4698, Escherichia coli ATCC 11775, and Salmonella typhimurium ATCC 14128). The fractions were subsequently profiled using High-Performance Thin Layer Chromatography (HPTLC), and the component of active sub-fractions (SF) was identified using Gas Chromatography-Mass Spectrometry (GC-MS). Results: Although no antibacterial activity was recorded of the methanolic extracts in all marine sponges samples, the response towards diethyl ether extracts of X. exigua was strong. Out of 17 sub-fractions of diethyl ether profiled, three sub-fractions, i.e. 5, 13, and 14 were active. GC-MS identified five compounds in SF 5, four compounds in SF 13, and three compounds in SF 14. Furthermore, SF 13 and SF 14 could inhibit the growth of all bacteria tested, indicating a broad-spectrum activity. On the contrary, SF 5 showed selective inhibition only to E. coli and S. typhimurium, indicating narrow-spectrum activity. Conclusion: Bioactive SF 13 of X. exigua has a high potential as an antibacterial agent but in vitro assessment such as cytotoxicity against mammalian cell lines is needed to determine the toxicity and drug response.

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Section: Discussionsupporting

confidence: 90%

Identification of Antibacterial Activity with Bioactive Compounds from Selected Marine Sponges

Kamaruding¹,

Ismail²,

Sokry³

2020

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“…In our ongoing investigation of new antibiotic drug leads from sponges of Sangihe Islands, North Sulawesi Indonesia (Balansa et al 2017(Balansa et al , 2019Azhari et al 2018), we noticed that the crude extract of a sponge collected in Enepahembang East Tahuna showed a strong antibacterial activity against three ESKAPE bacteria (S. aureus, A. baumannii and K. pneumoniae) and three fish pathogenic bacteria (A. hydrophila, V. parahaemolyticus, and E. tarda). This encouraged us to further identify the sponge species and investigate its active component, leading to the discovery of agelasines B and D from an Agelas sp.…”

Section: Introductionmentioning

confidence: 97%

Agelasines B, D and antimicrobial extract of a marine sponge Agelas sp. from Tahuna Bay, Sangihe Islands, Indonesia

Balansa¹,

Wodi²,

Rieuwpassa³

et al. 2020

Biodiversitas

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Abstract. Balansa W, Wodi SIM, Rieuwpassa FJ, Ijong FG. 2020. Agelasines B, D and antimicrobial extract of Agelas sp. from Tahuna Bay, Sangihe Islands, Indonesia. Biodiversitas 21: 699-706. The alarming growth of antibiotic-resistant bacteria necessitates the discovery of new antibiotics including those for combating life-threatening ESKAPE (Enterococcus faecium, Staphylococcus aureus, Klebsiella pneumoniae, Acinetobacter baumannii, Pseudomonas aeruginosa and Enterobacter sp) and fish pathogenic bacteria. This study aimed to identify antimicrobial compounds from an extract of a marine sponge collected from Enepahembang coral reef, Sangihe Islands, North Sulawesi, Indonesia. The sponge was identified by DNA barcoding as Agelas sp. and its extract was evaluated against three ESKAPE bacteria (S. aureus, K. pneumoniae, and A. baumannii) and three fish pathogenic bacteria (A. hydrophila, Edwardsiella tarda and Vibrio parahaemolyticus), using the standard disk diffusion method. It showed moderate to strong antimicrobial activity against S. aureus (25.3 mm), K. pneumoniae (15.5 mm), A. baumannii (20.2 mm), A. hydrophila (20.5 mm), E. tarda (22.4 mm) and A. salmonicida (21.2 mm). The extract was isolated by chromatographic techniques (column chromatography, flash chromatography, and high-performance liquid chromatography). The structures and relative stereochemistry of the two compounds were elucidated by HRESIMS, 1D and 2D NMR data analysis as well as by comparison with reported values. Unfortunately, limited amount of the pure compounds prevented us from further evaluating their antimicrobial activity against the test bacteria. Nevertheless, the crude extract's strong antimicrobial activity, especially against the test Gram-negative bacteria, suggests the importance of this finding in light of the recent antimicrobial drug scarcity but rapid antimicrobial resistance and the emerging paradigm of antimicrobial drug modification, redirection and/or repurposing for discovering new antibiotics particularly against the life-threatening Gram-negative bacteria.

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Section: Marine Invertebratesmentioning

confidence: 99%

“…Other compounds isolated from Sulawesi included nakijiquinone V ( 83 ), isolated from Dactylospongia elegans from Tahuna, Sangihe Islands, North Sulawesi [ 39 ]. It has three methyl groups attached to a decalin system with an exocyclic double bond [ 39 ] ( Figure 6 ). Another was a new meroditerpene—namely, Halioxepine ( 84 ), which was isolated from an Indonesian marine sponge from the genus Haliclona collected in Baubau, Southeast Sulawesi [ 40 ].…”

Section: Marine Invertebratesmentioning

confidence: 99%

Chemical Diversity and Biological Activity of Secondary Metabolites Isolated from Indonesian Marine Invertebrates

et al. 2021

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Marine invertebrates have been reported to be an excellent resource of many novel bioactive compounds. Studies reported that Indonesia has remarkable yet underexplored marine natural products, with a high chemical diversity and a broad spectrum of biological activities. This review discusses recent updates on the exploration of marine natural products from Indonesian marine invertebrates (i.e., sponges, tunicates, and soft corals) throughout 2007–2020. This paper summarizes the structural diversity and biological function of the bioactive compounds isolated from Indonesian marine invertebrates as antimicrobial, antifungal, anticancer, and antiviral, while also presenting the opportunity for further investigation of novel compounds derived from Indonesian marine invertebrates.

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A New Sesquiterpenoid Aminoquinone from an Indonesian Marine Sponge

Cited by 17 publications

References 26 publications

Identification of Antibacterial Activity with Bioactive Compounds from Selected Marine Sponges

Identification of Antibacterial Activity with Bioactive Compounds from Selected Marine Sponges

Agelasines B, D and antimicrobial extract of a marine sponge Agelas sp. from Tahuna Bay, Sangihe Islands, Indonesia

Chemical Diversity and Biological Activity of Secondary Metabolites Isolated from Indonesian Marine Invertebrates

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