Cyanobacteria are a diversified phylum of nitrogen-fixing, photo-oxygenic bacteria able to colonize a wide array of environments. In addition to their fundamental role as diazotrophs, they produce a plethora of bioactive molecules, often as secondary metabolites, exhibiting various biological and ecological functions to be further investigated. Among all the identified species, cyanobacteria are capable to embrace symbiotic relationships in marine environments with organisms such as protozoans, macroalgae, seagrasses, and sponges, up to ascidians and other invertebrates. These symbioses have been demonstrated to dramatically change the cyanobacteria physiology, inducing the production of usually unexpressed bioactive molecules. Indeed, metabolic changes in cyanobacteria engaged in a symbiotic relationship are triggered by an exchange of infochemicals and activate silenced pathways. Drug discovery studies demonstrated that those molecules have interesting biotechnological perspectives. In this review, we explore the cyanobacterial symbioses in marine environments, considering them not only as diazotrophs but taking into consideration exchanges of infochemicals as well and emphasizing both the chemical ecology of relationship and the candidate biotechnological value for pharmaceutical and nutraceutical applications.

Communication among marine organisms are generally based on production, transmission, and interpretation of chemical cues. Volatile organic compounds (VOCs) can act as infochemicals, and ocean acidification can alter their production in the source organisms as well as the interpretation of the information they drive to target organisms. Two diatoms (Cocconeis scutellum var. parva and Diploneis sp.) and a macroalga (Ulva prolifera), all common epiphytes of Posidonia oceanica leaves, were isolated and cultured at two pH conditions (8.2 and 7.7). Their biomass was collected, and the VOCs produced upon wounding were extracted and analyzed using gas chromatography. Chemotactic reactions of invertebrates triggered by VOCs were tested using a static choice experimental arena and a flow-through flume system. Odor choice experiments were performed on several invertebrates associated with P. oceanica meadows to investigate the modification of behavioral responses due to the growth of algae in acidified environments. Complex patterns of behavioral responses were recorded after exposure to algal VOCs. This study demonstrated that a) ocean acidification alters the bouquet of VOCs released by diatoms and macroalgae and b) these compounds act as infochemicals and trigger peculiar behavioral responses in benthic invertebrates. In addition, behavioral responses are species-specific, dose-dependent, and are modified by environmental constraints. In fact, the static diffusion in choice arenas produced different responses as compared to flow-through flume systems. In conclusion, we demonstrate that in future marine environments higher CO2 concentrations (leading to a pH 7.7 by the end of this century) will modify the production of VOCs by micro- and macroalgae as well as the recognition of these infochemicals by marine invertebrates.

Cyanobacteria may live in the water column and in the benthos of aquatic environments, or be symbionts of other organisms, as in the case of Phormidium-like cyanobacteria, known to influence the ecology of freshwater and marine ecosystems. A strain of Phormidium-like cyanobacteria has been recently isolated as a free-living epiphyte of leaves of Posidonia oceanica (L.) Delile in the Mediterranean sea and its biology and ecology are herein investigated. It was identified as Halomicronema metazoicum, previously known uniquely as a symbiont of marine sponges. We cultivated it in a range of light irradiances, temperatures and salinities, to establish the most suitable conditions for the production of allelopathic and toxic compounds. The bioactivity of its spent culture medium was measured by means of standard toxicity tests performed on two model organisms. Our results indicate that at least two bioactive compounds are produced, at low and high irradiance levels and at two temperatures. The main compounds influencing the survival of model organisms are produced at the highest temperature and high or intermediate irradiance levels. The present research contributes to the understanding of critical toxigenic relationships among cyanobacteria and invertebrates, possibly influencing the ecology of such a complex environment as P. oceanica. Future isolation, identification and production of bioactive compounds will permit their exploitation for biotechnologies in the field of ecological conservation and medical applications.

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The Gram-negative Pantoea eucrina D2 was isolated from the marine sponge Chondrosia reniformis. Sponges were collected in a shallow volcanic vents system in Ischia island (South Italy), influenced by CO2 emissions and lowered pH. The chemical diversity of the secondary metabolites produced by this strain, under different culture conditions, was explored by a combined approach including molecular networking, pure compound isolation and NMR spectroscopy. The metabolome of Pantoea cf. eucrina D2 yielded a very complex molecular network, allowing the annotation of several metabolites, among them two biosurfactant clusters: lipoamino acids and surfactins. The production of each class of metabolites was highly dependent on the culture conditions, in particular, the production of unusual surfactins derivatives was reported for the first time from this genus; interestingly the production of these metabolites only arises by utilizing inorganic nitrogen as a sole nitrogen source. Major components of the extract obtained under standard medium culture conditions were isolated and identified as N-lipoamino acids by a combination of 1D and 2D NMR spectroscopy and HRESI-MS analysis. Assessment of the antimicrobial activity of the pure compounds towards some human pathogens, indicated a moderate activity of leucine containing N-lipoamino acids towards Staphylococcus aureus, Staphylococcus epidermidis and a clinical isolate of the emerging food pathogen Listeria monocytogenes.