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Bioactive and structural metabolites of pseudomonas and burkholderia species causal agents of cultivated mushrooms diseases.

Andolfi A, Cimmino A, Cantore PL, Iacobellis NS, Evidente A - Perspect Medicin Chem (2008)

Bottom Line: In particular, their antimicrobial activity and the alteration of biological and model membranes (red blood cell and liposomes) was established.In the case of tolaasin I interaction with membranes was also related to the tridimensional structure in solution as determined by NMR combined with molecular dynamic calculation techniques.The isolation and structure determination of bioactive metabolites produced by B. gladioli pv. agaricicola are still in progress but preliminary results indicate their peptide nature.

View Article: PubMed Central - PubMed

Affiliation: Dipartimento di Scienze del Suolo, della Pianta, dell'Ambiente e delle Produzioni Animali, Università di Napoli Federico II, Via Università 100, 80055 Portici, Italy.

ABSTRACT
Pseudomonas tolaasii, P. reactans and Burkholderia gladioli pv. agaricicola, are responsible of diseases on some species of cultivated mushrooms. The main bioactive metabolites produced by both Pseudomonas strains are the lipodepsipeptides (LDPs) tolaasin I and II and the so called White Line Inducing Principle (WLIP), respectively, LDPs which have been extensively studied for their role in the disease process and for their biological properties. In particular, their antimicrobial activity and the alteration of biological and model membranes (red blood cell and liposomes) was established. In the case of tolaasin I interaction with membranes was also related to the tridimensional structure in solution as determined by NMR combined with molecular dynamic calculation techniques. Recently, five news minor tolaasins, tolaasins A-E, were isolated from the culture filtrates of P. tolaasii and their chemical structure was determined by extensive use of NMR and MS spectroscopy. Furthermore, their antimicrobial activity was evaluated on target micro-organisms (fungi-including the cultivated mushrooms Agaricus bisporus, Lentinus edodes, and Pleurotus spp.-chromista, yeast and bacteria). The Gram positive bacteria resulted the most sensible and a significant structure-activity relationships was apparent. The isolation and structure determination of bioactive metabolites produced by B. gladioli pv. agaricicola are still in progress but preliminary results indicate their peptide nature. Furthermore, the exopolysaccharide (EPS) from the culture filtrates of B. gladioli pv. agaricicola, as well as the O-chain and lipid A, from the lipopolysaccharide (LPS) of the three bacteria, were isolated and the structures determined.

No MeSH data available.


Related in: MedlinePlus

13C NMR spectrum of the O-chain polysacharide from Pseudomonas reactans.
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f20-pmc-2008-081: 13C NMR spectrum of the O-chain polysacharide from Pseudomonas reactans.

Mentions: The GC-MS analysis of the high-molecular-weight polymer showed the presence of GlcpNAc, QuipNAc4NAc, and alanine (Ala) and the d configuration of both sugar residues and the l configuration of Ala. The methylation data indicated the presence of 3-substituted glucosamine arising from Glcp2Am and the 3-substituted bacil-losamine. The 1H and 13C NMR spectra (Figs. 19 and 20) showed three anomeric signals of the same integral intensity, suggesting a trisaccharide repeating unit. Sugar moieties are named with A–C letters in order of decreasing chemical shift (Table 8).


Bioactive and structural metabolites of pseudomonas and burkholderia species causal agents of cultivated mushrooms diseases.

Andolfi A, Cimmino A, Cantore PL, Iacobellis NS, Evidente A - Perspect Medicin Chem (2008)

13C NMR spectrum of the O-chain polysacharide from Pseudomonas reactans.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC2746572&req=5

f20-pmc-2008-081: 13C NMR spectrum of the O-chain polysacharide from Pseudomonas reactans.
Mentions: The GC-MS analysis of the high-molecular-weight polymer showed the presence of GlcpNAc, QuipNAc4NAc, and alanine (Ala) and the d configuration of both sugar residues and the l configuration of Ala. The methylation data indicated the presence of 3-substituted glucosamine arising from Glcp2Am and the 3-substituted bacil-losamine. The 1H and 13C NMR spectra (Figs. 19 and 20) showed three anomeric signals of the same integral intensity, suggesting a trisaccharide repeating unit. Sugar moieties are named with A–C letters in order of decreasing chemical shift (Table 8).

Bottom Line: In particular, their antimicrobial activity and the alteration of biological and model membranes (red blood cell and liposomes) was established.In the case of tolaasin I interaction with membranes was also related to the tridimensional structure in solution as determined by NMR combined with molecular dynamic calculation techniques.The isolation and structure determination of bioactive metabolites produced by B. gladioli pv. agaricicola are still in progress but preliminary results indicate their peptide nature.

View Article: PubMed Central - PubMed

Affiliation: Dipartimento di Scienze del Suolo, della Pianta, dell'Ambiente e delle Produzioni Animali, Università di Napoli Federico II, Via Università 100, 80055 Portici, Italy.

ABSTRACT
Pseudomonas tolaasii, P. reactans and Burkholderia gladioli pv. agaricicola, are responsible of diseases on some species of cultivated mushrooms. The main bioactive metabolites produced by both Pseudomonas strains are the lipodepsipeptides (LDPs) tolaasin I and II and the so called White Line Inducing Principle (WLIP), respectively, LDPs which have been extensively studied for their role in the disease process and for their biological properties. In particular, their antimicrobial activity and the alteration of biological and model membranes (red blood cell and liposomes) was established. In the case of tolaasin I interaction with membranes was also related to the tridimensional structure in solution as determined by NMR combined with molecular dynamic calculation techniques. Recently, five news minor tolaasins, tolaasins A-E, were isolated from the culture filtrates of P. tolaasii and their chemical structure was determined by extensive use of NMR and MS spectroscopy. Furthermore, their antimicrobial activity was evaluated on target micro-organisms (fungi-including the cultivated mushrooms Agaricus bisporus, Lentinus edodes, and Pleurotus spp.-chromista, yeast and bacteria). The Gram positive bacteria resulted the most sensible and a significant structure-activity relationships was apparent. The isolation and structure determination of bioactive metabolites produced by B. gladioli pv. agaricicola are still in progress but preliminary results indicate their peptide nature. Furthermore, the exopolysaccharide (EPS) from the culture filtrates of B. gladioli pv. agaricicola, as well as the O-chain and lipid A, from the lipopolysaccharide (LPS) of the three bacteria, were isolated and the structures determined.

No MeSH data available.


Related in: MedlinePlus