The Bromotyrosine Derivative Ianthelline Isolated from the Arctic Marine Sponge Stryphnus fortis Inhibits Marine Micro- and Macrobiofouling

Hanssen, Kine Østnes; Cervin, Gunnar; Trépos, Rozenn; Petitbois, Julie G.; Haug, Tor; Hansen, Espen; Andersen, Jeanette Hammer; Pavia, Henrik; Hellio, Claire; Svenson, Johan

doi:10.1007/s10126-014-9583-y

Cited by 47 publications

(97 citation statements)

References 67 publications

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“…Marine biofouling organisms Nineteen different marine organisms involved in marine biofouling in estuarine and marine environments were included in the present study (Hanssen et al 2014;Trepos et al 2014) and the microfoulers are presented in Table 1. The 10 marine bacterial strains were obtained from the ATCC bacterial collection.…”

Section: Materials and Methods Materialsmentioning

confidence: 99%

“…previously (Hanssen et al 2014;Trepos et al 2014). Briefly, the bacteria were grown at 26°C in a marine medium, composed of 0.5 % peptone (neutralised bacteriological peptone, Oxoid Ltd, Basingstoke, UK) in filtered (Whatman 1001-270, pore size 11 μm) natural seawater from the Solent (Portsmouth, UK).…”

Section: Antibacterial Assaysmentioning

confidence: 96%

“…Cyprid larvae of B. improvisus were reared in a laboratory cultivating system at Tjärnö Marine Biological Laboratory, according to Hanssen and Berntsson (Berntsson et al 2000;Hanssen et al 2014). The settlement investigations with B. improvisus cyprids were conducted in non-treated polystyrene Petri dishes (Ø 48 mm, Nunc #150,340) containing 10 ml of filtered (0.2 μm) seawater.…”

Section: B Improvisus Cyprid Settlementmentioning

confidence: 99%

“…Hundreds of marine natural products produced by sessile marine organisms and marine microorganisms have been identified as antifoulants and several are currently under investigation (Burgess et al 2003;Ortlepp et al 2007;Qian et al 2010Qian et al , 2015. Barettin (Sjögren et al 2004), oridin (Tsukamoto et al 1996), ianthelline (Hanssen et al 2014) the synoxazolidinones and bastadins (Ortlepp et al 2007) are all examples of well-studied natural marine AF compounds. Natural products of terrestrial origin have also been evaluated; the sesquiterpene polygodial, found in several plants, represents a promising lead towards natural AF solutions (Cahill et al 2013;Cahill & Kuhajek 2014).…”

Section: Introductionmentioning

confidence: 99%

“…The current research offers a relevant comparison for further studies into the underlying mechanisms (Hanssen et al 2014;Trepos et al 2014). The current investigation represents the first study of the effects of compounds initially derived from the innate immune system on marine biofouling and on organisms in a marine setting, and extends recent studies towards biofilms (Ammons & Copie 2013;Alves & Olivia Pereira 2014).…”

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confidence: 98%

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Evaluation of cationic micropeptides derived from the innate immune system as inhibitors of marine biofouling

et al. 2015

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A series of 13 short synthetic amphiphilic cationic micropeptides, derived from the antimicrobial iron-binding innate defence protein lactoferrin, have been evaluated for their capacity to inhibit the marine fouling process. The whole biofouling process was studied and microfouling organisms such as marine bacteria and microalgae were included as well as the macrofouling barnacle Balanus improvisus. In total 19 different marine fouling organisms (18 microfoulers and one macrofouler) were included and both the adhesion and growth of the microfoulers were investigated. It was shown that the majority of the peptides inhibited barnacle cyprid settlement via a reversible nontoxic mechanism, with IC50 values as low as 0.5 μg ml(-1). Six peptides inhibited adhesion and growth of microorganisms. Two of these were particularly active against the microfoulers with MIC-values ranging between 0.01 and 1 μg ml(-1), which is comparable with the commercial reference antifoulant SeaNine.

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Section: Materials and Methods Materialsmentioning

confidence: 99%

Section: Antibacterial Assaysmentioning

confidence: 96%

Section: B Improvisus Cyprid Settlementmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

mentioning

confidence: 98%

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Evaluation of cationic micropeptides derived from the innate immune system as inhibitors of marine biofouling

et al. 2015

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Development and evaluation of cationic amphiphilic antimicrobial 2,5‐diketopiperazines

Labriere

Kondori

Caous

et al. 2018

Journal of Peptide Science

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Both pathogenic bacteria and fungi are developing resistance to common antimicrobial treatment at an alarming rate. To counteract this development, it is of essence to develop new classes of antimicrobial agents. One such class is antimicrobial peptides, most of which are derived from the innate immune system. In this study, a series of novel 2,5‐diketopiperazines were designed, synthesized, and evaluated for their antimicrobial abilities. The compounds were designed to probe the pharmacophore dictated for short linear mimics of antimicrobial cationic peptides, and as such, the compounds contain a range of cationic and hydrophobic functionalities. Several of the prepared compounds displayed high antimicrobial activities toward bacteria and also against human pathogenic fungi. Of particular interest was the high activity toward fungal strains with an inherent increased resistance toward conventional antifungal agents. The most effective compounds displayed inhibition of Candida glabrata and Candida krusei growth at concentrations between 4 and 8 μg/mL, which is comparable to commercial antifungal agents in use. Structure activity relationship studies revealed a similar dependence on cationic charge and the volume of the hydrophobic bulk as for linear cationic antimicrobial peptides. Finally, the hemolytic activity of selected compounds was evaluated, which revealed a potential to produce active compounds with attenuation of unwanted hemolysis. The findings highlight the potential of cyclic cationic amphiphilic peptidomimetics as a class of promising compounds for the treatment of infections caused by microorganisms with an increased resistance to conventional antimicrobial agents.

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35 Years of Marine Natural Product Research in Sweden: Cool Molecules and Models from Cold Waters

et al. 2017

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Currents efforts in marine biodiscovery have essentially focused on temperate to tropical shallow water organisms. With more than 6000 species of marine plants and animals, the Kosterfjord area has the richest marine biodiversity in Swedish waters, but it remains understudied. The overall objective of our marine pharmacognosy research is to explore and reveal the pharmacological potential of organisms from this poorly explored region. More generally, we wish to understand aspects of structure-activity relationships of chemical interactions in cold-water marine environment (shallow and deep). Our strategy is based on ecologically guided search for compounds through studies of physiology and organism interactions coupled to identification of bioactive molecules guided by especially in vivo assays. The research programme originated in the beginning of the 1980s with a broad screening of Swedish marine organisms using both in vitro and in vivo assays, resulting in isolation and identification of several different bioactive molecules. Two congenerous cyclopeptides, i.e. barettin and 8,9-dihydrobarettin, were isolated from the deep-sea sponge Geodia barretti, and structurally elucidated, guided by their antifouling activity and their affinity to a selection of human serotonin receptors. To optimize the activity a number of analogues of barettin were synthezised and tested for antifouling activity. Within the EU project BlueGenics, two larger homologous peptides, barrettides A and B, were isolated from G. baretti. Also, metabolic fingerprinting combined with sponge systematics was used to further study deep-sea natural product diversity in the genus Geodia. Finally, the chemical property space model 'ChemGPS-NP' has been developed and used in our research group, enabling a more efficient use of obtained compounds and exploration of possible biological activities and targets. Another approach is the broad application of phylogenetic frameworks, which can be used in prediction of where-in which organisms-to search for novel molecules or better sources of known molecules in marine organisms. In a further perspective, the deeper understanding of evolution and development of life on Earth can also provide answers to why marine organisms produce specific molecules.

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The Bromotyrosine Derivative Ianthelline Isolated from the Arctic Marine Sponge Stryphnus fortis Inhibits Marine Micro- and Macrobiofouling

Cited by 47 publications

References 67 publications

Evaluation of cationic micropeptides derived from the innate immune system as inhibitors of marine biofouling

Evaluation of cationic micropeptides derived from the innate immune system as inhibitors of marine biofouling

Development and evaluation of cationic amphiphilic antimicrobial 2,5‐diketopiperazines

35 Years of Marine Natural Product Research in Sweden: Cool Molecules and Models from Cold Waters

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