The aims of this work were to study the antimicrobial activity of nine monoterpenes and the synergistic or antagonistic associations between them, and to relate water solubility, H-bonding and pKa values with antimicrobial activity. The minimum inhibitory concentrations (MICs) and minimum bactericidal concentration (MBCs) were determined. The MIC of carvacrol against S. aureus was 3.2 g/l and of thymol was 7.5 g/l. E. coli was resistant. Carvacrol and thymol were bactericidal. The associations geraniol/menthol against S. aureus and B. cereus and thymol/menthol against B. cereus were totally synergistic. Eugenol/geraniol displayed partial synergism against B. cereus. The other groups did not show any synergistic eff ect. Eugenol had the lowest pKa, followed by thymol and carvacrol. Eugenol had the highest total area and polar area and intermolecular and intramolecular hydrogen-bonding capacity, while carvacrol and thymol only had intermolecular hydrogenbonding capacity. The terpenes alone and in combination were eff ective against microorganisms. Phenolic compounds were the most active terpenes. Associations between terpenes were related to the chemical structure. Studies on the antimicrobial activity of associations of terpenes will advance the search for new alternatives for food preservation.
Aims: To evaluate the antifungal activity and to analyse the structure-activity relationship of eleven natural phenolic compounds against four Candida species which are resistant to fluconazole. Methods and Results: Four different species of Candida isolates were used: Candida albicans, Candida krusei, Candida tropicalis and Candida dubliniensis. The phenolic compound carvacrol showed the highest anti-Candida bioactivity, followed by thymol and isoeugenol. The obtained minimum inhibitory concentration (MIC) values obtained were used in a quantitative structureactivity relationship (QSAR) analysis where the electronic, steric, thermodynamic and topological descriptors served as dependent variables. According to the descriptors obtained in this QSAR study, the antifungal activity of phenols has a first action specific character which is based on their interaction with plasma or mitochondrial membranes. The second action is based on a steric descriptorthe maximal and minimal projection of the area-which could explain the inability of some phenolic compounds to be biotransformed to quinones methylene by Candida species. Conclusions: According to the descriptors obtained in this QSAR study, the anti-Candida activity of ortho-substituted phenols is due to more than one action mechanism. The anti-Candida activity of phenolic compounds can be predicted by their molecular properties and structural characteristics. Significance and Impact of the Study: These results could be employed to predict the anti-Candida activity of new phenolic compounds in the search for new alternatives or complementary therapies to combat against candidiasis.
RESUMO.-[Fatores de virulência e resistência antimicrobiana em Staphylococcus aureus isolados de mastite bovina no Rio de Janeiro.] O presente estudo foi conduzido com o objetivo de caracterizar feno-genotipicamente os fatores de virulência e perfil de resistência aos antibióticos de Staphylococcus aureus isolados de amostras de leite de vacas com mastite clínica e subclínica. Em todos os isolados hemolíticos foi detectada a presença de beta hemolisina e 38% dos não-hemolíticos produziram hemolisinas na presença de cepa beta-hemolítica. A amplificação do gene coa apresentou quatro tipos polimórficos distintos com aproximadamente 400 bp, 600 bp, 700 bp e 900 bp. O gene spaA que codifica a região de ligação da proteína A à IgG apresentou bandas de 700 bp e 900 bp. A amplificação do gene que codifica a região X revelou um único amplicon para cada isolado sendo o tamanho The study was conducted to characterize pheno-genotypically the virulence factors and resistance pattern of Staphylococcus aureus isolates from milk samples of cows with subclinical mastitis. All hemolytic isolates presented beta-hemolysin, and 38% of the nonhemolytic isolates were able to express hemolysins in the presence of a beta-hemolytic strain. The amplification of the coa-gene displayed four different size polymorphisms with about 400 bp, 600 bp, 700 bp and 900 bp. The spaA gene that encodes the IgG-binding region of protein A revealed sizes of 700 bp and 900 bp. The amplification of region X from spaA yielded a single amplicon for each isolate with the prevalent amplicon size being of 180 bp. Amplification of sae gene yielded an amplicon size of 920 bp in 71% of the isolates. Antibiotic resistance pattern revealed that 42% S. aureus were susceptible to all antimicrobials tested. Seven different antibiotic patterns were observed. Our results indicated that 47% and 25% of S. aureus strains exhibited resistance to penicillin and oxacillin respectively. All oxacillin-resistant isolates were mecA-positive.
The new prenylated phloroglucinol α-pyrones 1-3 and the new dibenzofuran 4, together with the known 23-methyl-6-O-demethylauricepyrone (5), achyrofuran (6), and 5,7-dihydroxy-3,8-dimethoxyflavone (gnaphaliin A), were isolated from the aerial parts of Achyrocline satureioides. Their structures were determined by 1D and 2D NMR spectroscopic studies, while the absolute configuration of the sole stereogenic center of 1 was established by vibrational circular dichroism measurements in comparison to density functional theory calculated data. The same (S) absolute configuration of the α-methylbutyryl chain attached to the phloroglucinol nucleus was assumed for compounds 2-6 based on biogenetic considerations. Derivatives 7-16 were prepared from 1 and 5, and the antimicrobial activities of the isolated metabolites and some of the semisynthetic derivatives against a selected panel of Gram-positive and Gram-negative bacteria, as well as a set of yeast molds, were determined.
The essential oil of the aerial parts of Baccharis notosergila was examined by GC and GC-MS. Thirty-one constituents were identified representing 96.4% and alpha-pinene, limonene, beta-caryophyllene, and spathulenol were found to be the major components. Furthermore, the oil was tested against eight gram-positive and -negative bacteria and it was found that they exhibited moderate antibacterial activity.
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