Aporphinoid alkaloids as antimicrobial agents against Yersinia enterocolitica

Abstract

Foodborne diseases have become a health issue worldwide, mainly due to the consumption of contaminated foods that are either raw, improperly heat treated or cross‐contaminated after adequate heat treatment foods. A group of alkaloids extracted from plants were tested to evaluate their antimicrobial effect against different strains of Yersinia enterocolitica and other foodborne bacteria. The results obtained reveal that oliveridine and pachypodanthine inhibited Y. enterocolitica growth, with MIC values of 25 μmol l−1 and 100 μmol l−1 respectively. The results indicated that both alkaloids are good growth inhibitors, but oliveridine showed greater inhibitory effect with lower MIC values. Inhibitory alkaloids can be developed as potential antimicrobials in food system to prevent or treat foodborne diseases, thus contributing to solve the global issue of contaminated food consumption. Significance and Impact of the Study Alkaloids are abundant secondary metabolites in plants and represent one of the most widespread class of compounds endowed with multiple and varied pharmacological properties. In this work, we propose two aporphinoid alkaloids extracted from plants as new antimicrobial agents. Oliveridine and pachypodanthine inhibited Yersinia enterocolitica growth for up to 96 h of culture. This is the first reported study of the activity of these alkaloids as antimicrobial compounds.

Aporphinoid alkaloids inhibit biofilm formation of Yersinia enterocolitica isolated from sausages

“…These alkaloids were shown to inhibit bacterial growth for up to 96 h of culture. Similar MIC values were obtained for other foodborne pathogenic bacteria (Di Marco et al 2019).…”

“…Recently, we investigated the inhibitory activity of pachypodanthine against planktonic growth of several strains of Y. enterocolitica . MIC values obtained varied from 25 to 100 µmol l −1 for different biotypes and other Gram‐negative bacteria (Di Marco et al 2019). Aside from the work by Park et al (2017), we have not found any other published report about aporphinoid alkaloids as inhibitors of biofilm formation.…”

“…As part of a programme to determine biological activities of natural products and derivatives (Pungitore 2008; Martin et al 2011; Garro et al 2015), 17 alkaloids previously reported were tested as biofilm forming inhibitors (Fig. 1) (Di Marco et al 2019).…”

Quorum sensing regulation methods and their effects on biofilm in biological waste treatment systems: A review

“…Besides removing QS signaling molecules, adding QS inhibitors to interfere QS receptors or inactivate signaling molecules was also applied in biological waste treatment systems (Yates et al, 2002;Teplitski et al, 2011;Kalia, 2013). Many QS inhibitors were found including 3-amino-2-oxazolidinone YXL-13, homoserine lactone-like TGKseries, ε-polysine, aporphinoid alkaloids, cladodionen, gingerol, etc (Al-Shabib et al, 2020;Alibi et al, 2020;Brown et al, 2020;Cheng et al, 2020;Di Marco et al, 2020;Li et al, 2020;Parmar et al, 2020;Qin et al, 2020;Shen et al, 2020;Wang et al, 2020b). Vanillin (4hydroxy-3-methoxybenzaldehyde) was used as the QS inhibitor and decreased the biofilm formation by over 45% on reverse osmosis (RO) membrane (Ponnusamy et al, 2009).…”

Aporphinoid Alkaloids Derivatives as Selective Cholinesterases Inhibitors: Biological Evaluation and Docking Study

“…Aporphinoids are an important class of alkaloids widely distributed in the plant kingdom. These natural compounds have been shown to exhibit an important spectrum of pharmacological activities as an antimicrobial, [8] antitumor, [9] and antifungal, [10] among others. Even though, potent cholinesterase inhibition has been reported for members of this alkaloid subgroup little is known on their mode of inhibition [11–13] …”