Bromoanaindolone, a novel antimicrobial exometabolite from the cyanobacterium<i>Anabaena constricta</i>

Volk, Rainer-B.; Girreser, Ulrich; Al-Refai, Mahmoud; Laatsch, Hartmut

doi:10.1080/14786410802114068

Cited by 20 publications

(10 citation statements)

References 18 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Ambiguine A isonitrile was the most active one against Bacillus anthracis , the bacterium that causes anthrax. A new brominated indole alkaloid, named as bromoanaindolone, (IUPAC name: 6-bromo-3-hydroxy-3-methyl-indol-2-one)( 42 )(Figure 7), yielded by the cyanobacteria Anabaena constricta [54], showed antibacterial activity against the Gram-positive species Bacillus cereus , the bacterium that causes foodborne disease commonly known as food poisoning. Bromoanaindolone also displayed anticyanobacterial activity against the filamentous species Arthrospira laxissima and Nostoc carneum , and also against the unicellular species Chroococcus minutus , Synechocystis aquatilis and Synechococcus sp., which indicates the allelopathic potential of this compound.…”

Section: Cyanobacteriamentioning

confidence: 99%

Halogenated Compounds from Marine Algae

2010

View full text Add to dashboard Cite

Marine algae produce a cocktail of halogenated metabolites with potential commercial value. Structures exhibited by these compounds go from acyclic entities with a linear chain to complex polycyclic molecules. Their medical and pharmaceutical application has been investigated for a few decades, however other properties, such as antifouling, are not to be discarded. Many compounds were discovered in the last years, although the need for new drugs keeps this field open as many algal species are poorly screened. The ecological role of marine algal halogenated metabolites has somehow been overlooked. This new research field will provide valuable and novel insight into the marine ecosystem dynamics as well as a new approach to comprehending biodiversity. Furthermore, understanding interactions between halogenated compound production by algae and the environment, including anthropogenic or global climate changes, is a challenging target for the coming years. Research of halogenated metabolites has been more focused on macroalgae than on phytoplankton. However, phytoplankton could be a very promising material since it is the base of the marine food chain with quick adaptation to environmental changes, which undoubtedly has consequences on secondary metabolism. This paper reviews recent progress on this field and presents trends on the role of marine algae as producers of halogenated compounds.

show abstract

Section: Cyanobacteriamentioning

confidence: 99%

Halogenated Compounds from Marine Algae

2010

View full text Add to dashboard Cite

show abstract

“…A methanolic extract of L. majuscula had significant activity against B. subtilis with a MIC value of 512 lg ml À1 . A new antibacterial brominated indole alkaloid, identified as 6-bromo-3hydroxy-methyl-indole-2-one, has been isolated and purified from the marine cyanobacterium Anabaena constricta (Volk et al 2009). Similarly, 2 new metabolites with antibacterial activity have been isolated from the marine cyanobacteria Nodularia harveyana and Nostoc insulare.…”

Section: Cyanobacteriamentioning

confidence: 99%

Mini-review: Inhibition of biofouling by marine microorganisms

2013

View full text Add to dashboard Cite

Any natural or artificial substratum exposed to seawater is quickly fouled by marine microorganisms and later by macrofouling species. Microfouling organisms on the surface of a substratum form heterogenic biofilms, which are composed of multiple species of heterotrophic bacteria, cyanobacteria, diatoms, protozoa and fungi. Biofilms on artificial structures create serious problems for industries worldwide, with effects including an increase in drag force and metal corrosion as well as a reduction in heat transfer efficiency. Additionally, microorganisms produce chemical compounds that may induce or inhibit settlement and growth of other fouling organisms. Since the last review by the first author on inhibition of biofouling by marine microbes in 2006, significant progress has been made in the field. Several antimicrobial, antialgal and antilarval compounds have been isolated from heterotrophic marine bacteria, cyanobacteria and fungi. Some of these compounds have multiple bioactivities. Microorganisms are able to disrupt biofilms by inhibition of bacterial signalling and production of enzymes that degrade bacterial signals and polymers. Epibiotic microorganisms associated with marine algae and invertebrates have a high antifouling (AF) potential, which can be used to solve biofouling problems in industry. However, more information about the production of AF compounds by marine microorganisms in situ and their mechanisms of action needs to be obtained. This review focuses on the AF activity of marine heterotrophic bacteria, cyanobacteria and fungi and covers publications from 2006 up to the end of 2012.

show abstract

“…This is in agreement with the fact that several organisms in the marine environment are able to fix halide ions in the form of halogenated organic compounds (Gleason and Wood 1987;Dworjanyn et al 1999). Recently, the identification of bromoanaindolone as an exometabolite with antimicrobial activity from the cyanobacterium Anabaena constricta has been reported (Volk et al 2009). …”

Section: Discussionmentioning

confidence: 54%

Bioproduction of antimicrobial compounds by using marine filamentous cyanobacterium cultivation

et al. 2010

View full text Add to dashboard Cite

The synthesis of bioactive compounds with antimicrobial activity, excreted by marine cyanobacteria, strongly depends on their growth conditions. Due to the wide variety of biomolecules which could show properties as growth inhibitors and their low concentrations within the culture medium, the activity of their crude extracts also seems to be related to the extraction method used. Using the marine filamentous cyanobacterium Geitlerinema strain Flo1, we demonstrate a systematic approach for identifying optimal culture conditions to obtain culture media extracts with antimicrobial activity. The changes in the culture conditions, such as the addition of NaBr to the medium, cell immobilisation in vegetable sponge pieces, or temperature, effected the production of these bioactive compounds. The crude extract, containing middle polar molecules, obtained by extraction with Amberlite XAD-1180 had a higher antifouling activity upon a number of bacteria and fungi than the extract obtained by extraction with Amberlite XAD-16. The lowest inhibitory concentration obtained upon Rhodosporidium sphaerocarpum was still ten times higher than that of bis(tributyltin)oxide, but compared to zinc pyrithione, it was two times more active.

show abstract

Bromoanaindolone, a novel antimicrobial exometabolite from the cyanobacteriumAnabaena constricta

Cited by 20 publications

References 18 publications

Halogenated Compounds from Marine Algae

Halogenated Compounds from Marine Algae

Mini-review: Inhibition of biofouling by marine microorganisms

Bioproduction of antimicrobial compounds by using marine filamentous cyanobacterium cultivation

Contact Info

Product

Resources

About