Synthesis and Antimicrobial Activity of the Pathogenic E. coli Strains of p-Quinols: Additive Effects of Copper-Catalyzed Addition of Aryl Boronic Acid to Benzoquinones.

A mild and efficient protocol for the synthesis of p-quinols under aqueous conditions was developed. The pivotal role of additives in the copper-catalyzed addition of aryl boronic and heteroaryl boronic acids to benzoquinones was observed. It was found that polyvinylpyrrolidone (PVP) was the most efficient additive used for the studied reaction. The noteworthy advantages of this procedure include its broad substrate scope, high yields up to 91%, atom economy, and usage of readily available starting materials. Another benefit of this method is the reusability of the catalytic system up to four times. Further, the obtained p-quinols were characterized on the basis of their antimicrobial activities against E. coli. Antimicrobial activity was further compared with the corresponding 4-benzoquinones and 4-hydroquinones. Among tested compounds, seven derivatives showed an antimicrobial activity profile similar to that observed for commonly used antibiotics such as ciprofloxacin, bleomycin, and cloxacillin. In addition, the obtained p-quinols constitute a suitable platform for further modifications, allowing for a convenient change in their biological activity profile.

Influence of bisphenol A on growth and metabolism of Vicia faba ssp. minor seedlings depending on lighting conditions.

The effect of one of anthropogenic pollutants, i.e., 4,4'-isopropylidenediphenol, called 2,2-bis (4-hydroxyphenyl) propane (BPA), at 30 and 120 mg L-1 concentrations in the darkness (DK) or dark/light (DK/LT) on growth and selected elements of metabolism of seedlings and leaf discs of Vicia faba ssp. minor was studied. Treatment with 120 mg L-1 BPA had greater effects which were reflected by increase in the number of necrotic changes in roots and stems as well as in leaf discs and reduction of the length of roots DK and DK/LT, and volume of roots in the DK group. However, minimal and no influence on the fresh and dry weight of roots and stems in plants growing under both types of lighting conditions were observed. In both DK and DK/LT groups these effects were correlated with reduced amounts of storage and cell wall-bound sugars as well as of proteins while in the DK/LT additionally with reduced soluble sugar levels in the roots and increased amounts of hydrogen peroxide and phenols in roots and stems as well as in treatment solutions, where these compounds were released. We suggest that endogenous phenols and BPA can be metabolised in roots and stems to quinones. It seems that TB-1,4-BQ, is the one of that of the five studied quinones. We expect that the results of this paper will help to answer the following question: does the phytomeliorative and phytosanitative V. faba ssp. minor plant is enough to be resistant on negative effects, and to be useful to reduce increasing amount of BPA in the environment?