Multiple responses of Gram‐negative bacteria to organic solvents

Segura, Ana; Duque, Estrella; Mosqueda, Gilberto; Ramos, Juan L.; Junker, Frank

doi:10.1046/j.1462-2920.1999.00033.x

Cited by 114 publications

(95 citation statements)

References 54 publications

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“…Aromatic compounds, such as phenol, benzene and catechol increase membrane fluidity. Bacterial cells counteract this effect with the stimu-lation of production of saturated fatty acids (Heipieper et al 1992;Segura et al 1999). The linear acyl chains of saturated fatty acids can be tightly packed which results in a decrease of membrane fluidity.…”

Section: Introductionmentioning

confidence: 99%

The adaptation responses of bacterial cytoplasmic membrane fluidity in the presence of environmental stress factors — polychlorinated biphenyls and 3-chlorobenzoic acid

et al. 2014

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Only bacteria sufficiently resistant to the toxic compounds in their environment can be used for the efficient biodegradation process in order to eliminate a widespread contamination by polychlorinated biphenyls (PCBs). The presence of PCBs results in bacterial controlled rigidification of cytoplasmic membrane. The four bacterial isolates from long-term PCB-contaminated soil (Alcaligenes xylosoxidans, Pseudomonas stutzeri) and sediment (Ochrobactrum anthropi, Pseudomonas veronii) have been used to select the strain most adapted to the PCBs, i.e. with efficient changes in the membrane phospholipid fatty acids. PCBs and their toxic degradation products -the 3-chlorobenzoic acids (3-CBA as the most toxic one) -were added separately to the liquid medium with glucose in two experimental sets: at lag phase and in stationary phase of bacterial growth in order to evaluate the effects of chemicals to cytoplasmic membrane. The main parameter -the changes in fatty acids composition (in the total lipids and the main membrane phospholipid phosphatidyletanolamine) were studied. 3-CBA caused growth inhibition when added at lag phase. However, when added during the stationary growth, inhibition was not observed. Similarly, after addition of PCBs to the stationary growth culture, inhibition of growth was not observed with all tested strains (except for P. stutzeri). This fact indicates the importance of time contact of bacteria during growth phase with xenobiotics. O. anthropi and A. xylosoxidans appeared to be the most adapted to the presence of PCBs (with sufficient membrane adaptation), active under the adverse conditions, and able to survive in the contaminated environment.

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Section: Introductionmentioning

confidence: 99%

The adaptation responses of bacterial cytoplasmic membrane fluidity in the presence of environmental stress factors — polychlorinated biphenyls and 3-chlorobenzoic acid

et al. 2014

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“…This fact may well be a result of the toxicity of toluene towards microorganisms [21] thus limiting the availability of the compound to a smaller subsection of the overall microbial population present within the toluene microcosms. Unsurprisingly aerobic rates of compound degradation were observed to be higher than anaerobic rates, regardless of the aromatic compound tested.…”

Section: Discussionmentioning

confidence: 99%

Dynamic Changes in Aromatic Hydrocarbon Associated Catabolic Gene Profiles Linked to Aerobic and Anaerobic Microcosm Studies

LA¹

2015

Innov Energ Policies

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The biodegradation of BTEX pollutants is often facilitated by both aerobic and anaerobic bacteria in the environment. Developing strategies to enable a rapid characterisation of related microbial populations is of importance to many industries, including the petrochemical industry. Here we use a qPCR assay to show that dynamic changes in key catabolic genes, from aerobic and facultative anaerobic bacteria involved in the breakdown of benzoate and toluene through microcosm studies, can be linked to the aerobic or anaerobic nature of these microcosms. This approach may prove useful in further studies of the biodegradation of pollutants by eubacteria in situ.

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“…The lipophilic nature of nitro and halogen substituted molecules enables greater penetration into the cell membrane and or might be involved in the inhibition of certain enzymes responsible in the synthesis of cell membrane composition [32]. The other derivatives were found to be less potential even though the presence of halogen substitution on isatin might be because of the bulky nature in the case of bromine substitution and varying in the position of fluorine substitution which might not have significant contribution in interacting with proteins/enzymes involved in the synthesis of cell wall/membranes.…”

Section: Th and 7 Thmentioning

confidence: 99%

“…th and 7 th position of the isatin ring and also halogens which are present on the benzofuran coupled quinoline. The presence of these groups has a greater chance of disrupting the integrity of the cell membrane which allows the loss of cell contents or by inhibition the synthesis of cell membrane precursor [32].…”

Section: Samples Codementioning

confidence: 99%

Synthesis, Antimicrobial, Antitubercular and Cheminformatic Studies of 2-(1-Benzofuran-2-Yl)-N'-[(3z)-2-Oxo-1, 2-Dihydro-3h-Indol-3-Ylidene] Quinoline-4-Carbohydrazide and Its Derivatives

Santoshkumar

Satyanarayana

Anantacharya

et al. 2017

Int J Pharm Pharm Sci

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Objective: Synthesis of novel 2-(1-benzofuran-2-yl)-N'-[(3Z)-2-oxo-1, 2-dihydro-3H-indol-3-ylidene] quinoline-4-carbohydrazide and its derivatives for antimicrobial and antitubercular activity.Methods: Synthesis was carried out using the general method and the structures were confirmed by IR, 1 Results:The results revealed that at 25 mg/ml concentration, compounds 3a and 5a showed good antibacterial activity at 3.5±0.1, 3.8±0.3, 3.6±0.2 respectively against E. coli, K. pneumonia and S. typhimurium, when compared with drug streptomycin with similar concentration. The percentage of inhibition found at 50 µg/ml concentration, compounds 2b and 6a exhibited good antifungal activity at 53±1.15, 57±1.52 against A. flavus and C. neoformans, compared with standard drug fluconazole. The increase in activity was found to be dose dependent. The analogue 2a showed good antitubercular activity at 12.5±0.5 µg/ml, compounds 2b, 3a, 4a-b, 5a-b and 6a-b exhibited significant activity at 25±0.57 µg/ml and compound 3b showed moderate activity at 50±0.57 µg/ml. The mean value of P<0.05 were considered to be statistically significant. The absorption, distribution, metabolism, excretion and toxicity studies of the entitled molecules were analyzed and found to be in acceptable range.H-NMR, [13]C-NMR and mass spectral analysis. The antibacterial activity was carried by agar well diffusion method, antifungal activity was performed by poison food technique and antitubercular activity was carried out by Microplate Alamar Blue Assay (MABA) method with the help of H37Rv. In silico absorption, distribution, metabolism, excretion, toxicity (ADMET) study of the drug, likeliness was carried out in ACD/lab-2. Conclusion:The study reveals that compounds containing benzofuran coupled nitrogen heterocycles are essential for activity as they possess excellent drug-like characteristics, suggesting to be potentially best inhibitor of H37Rv strain. The in silico ADME analysis also revealed that all the compounds were in acceptable range to obey the pharmacokinetic parameters.

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Multiple responses of Gram‐negative bacteria to organic solvents

Cited by 114 publications

References 54 publications

The adaptation responses of bacterial cytoplasmic membrane fluidity in the presence of environmental stress factors — polychlorinated biphenyls and 3-chlorobenzoic acid

The adaptation responses of bacterial cytoplasmic membrane fluidity in the presence of environmental stress factors — polychlorinated biphenyls and 3-chlorobenzoic acid

Dynamic Changes in Aromatic Hydrocarbon Associated Catabolic Gene Profiles Linked to Aerobic and Anaerobic Microcosm Studies

Synthesis, Antimicrobial, Antitubercular and Cheminformatic Studies of 2-(1-Benzofuran-2-Yl)-N'-[(3z)-2-Oxo-1, 2-Dihydro-3h-Indol-3-Ylidene] Quinoline-4-Carbohydrazide and Its Derivatives

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