Abstract
Isothiocyanates (ITCs) derived from Brassicaceae are potential food preservatives. Their antimicrobial ac-tivity is strongly influenced by their subclass and side chain. This is the first quantitative structure-activity relationships (QSAR) study of ITCs as antibacterials. Twenty-six ITCs covering 9 subclasses were tested against Escherichia coli and Bacillus cereus. Minimum inhibitory concentration (MIC) and growth inhibitory response (GIR) were determined and used to develop QSAR models. MIC of the most active ITCs was 6.3–9.4 μg/mL. The QSAR models were validated with leave-one-out cross validation. The proposed models had a good fit (R2adj 0.86–0.93) and high internal predictive power (Q2adj 0.80–0.89). Partial charge, polarity, reactivity, and shape of ITCs were key physicochemical properties underlying antibacterial activity of ITCs. Furthermore, ITC compositions and antibacterial activity of Sinapis alba, Brassica napus, B. juncea, B. oleracea, and Camelina sativa extracts were determined, after myrosinase treatment. B. oleracea ITC-rich extract showed promising activity (MIC 750–1000 μg/mL) against both bacteria. C. sativa ITC-rich extract showed promising activity (MIC 188 μg/mL) against B. cereus. The QSAR models successfully predicted activity of the extracts based on ITC compositions. The models are useful to predict antibacterial activity of new ITCs and ITC-rich mixtures. Brassicaceae ITC-rich extracts are promising natural food preservatives.
Highlights
There is a continuous search for new safe natural compounds to prevent microbial growth in food products
A good antimicrobial activity in this study was defined as Minimum inhibitory concentration (MIC) ≤25 μg/mL and growth inhibitory response (GIR) ≥114 h mmol− 1 L
(the minimum GIR associated with a MIC of 25 μg/mL was 114.7 ± 23.5 h mmol− 1 L)
Summary
There is a continuous search for new safe natural compounds to prevent microbial growth in food products. ITCs have been recognized as potential candidates for new antimicrobial compounds with broad spectrum of activity (Andini, Araya-Cloutier, Waardenburg, den Besten, & Vincken, 2020). They are naturally obtained from hydrolysis of glucosinolates (GSLs) by myrosinase in the Brassicaceae family (Blazevic et al, 2020). We showed some structure-activity relationships (SAR) of ITCs from aliphatic and benzenic classes with a diverse set of compounds (different side chain motifs and lengths) (Andini, Araya-Cloutier, Waardenburg, den Besten, & Vincken, 2020). Up to date there is no QSAR study on ITCs as antimicrobials
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
