QSAR-based physicochemical properties of isothiocyanate antimicrobials against gram-negative and gram-positive bacteria

Andini, Silvia; Araya‐Cloutier, Carla; Lay, Bianca; Vreeke, Gijs J.C.; Hageman, Jos A.; Vincken, Jean‐Paul

doi:10.1016/j.lwt.2021.111222

Cited by 13 publications

(8 citation statements)

References 34 publications

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“…It was shown that all bacteria were resistant to the extracts tested, as no inhibition halo was formed when performing the agar well diffusion method (data not shown). Due to the volatile nature of ITCs influenced by their structure (aliphatic and benzenic classes) [ 13 ], antimicrobial activity can be affected by the solvent extraction method [ 54 ]. Thus, to evaluate the antimicrobial effect of our samples, another extraction using pure supercritical CO 2 fluid was conducted, and the zone inhibition diameters are summarized on Table 4 .…”

Section: Resultsmentioning

confidence: 99%

“…The highest antimicrobial effect was obtained in the extract from dried broccoli at 50 °C against all analyzed strains at the same concentration. It is noteworthy that the dried samples at 50 °C presented the lowest TGC ( Figure 2 C), suggesting that the hydrolysis of the glucosinolates, induced by the endogenous myrosinase activity that would have still been active in this sample, was produced, which could lead to the formation of ITCs implicated in the antimicrobial effect [ 13 , 53 ]. These results are corroborated by other authors who reported that an increase in antimicrobial activity by broccoli extracts could be interpreted due to the increased levels of ITCs, mainly sulforaphane, formed from glucoraphanin (~81% of total glucosinolate content in broccoli; [ 58 ]).…”

Section: Resultsmentioning

confidence: 99%

“…ITCs have been proven to exert neuroprotective effects in several in vitro and in vivo models of acute and chronic neurodegenerative disease, especially for their peculiar ability to activate the nuclear factor erythroid 2-related factor 2/antioxidant responsive element (Nrf2/ARE) pathway [ 9 ]. In addition, ITCs have been recognized as potential candidates for new antimicrobial compounds with a broad spectrum of activity due to their ability of reducing oxygen consumption and depolarizing the mitochondrial membrane in bacterial cells [ 13 ]. Due to the featured medicinal advantages of broccoli florets, their consumption has increased over 940% over the last 35 years [ 14 ].…”

Section: Introductionmentioning

confidence: 99%

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Comprehensive Evaluation of the Bioactive Composition and Neuroprotective and Antimicrobial Properties of Vacuum-Dried Broccoli (Brassica oleracea var. italica) Powder and Its Antioxidants

et al. 2023

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In this study, vacuum drying (VD) was employed as an approach to protect the bioactive components of and produce dried broccoli powders with a high biological activity. To achieve these goals, the effects of temperature (at the five levels of 50, 60, 70, 80 and 90 °C) and constant vacuum pressure (10 kPa) were evaluated. The results show that, with the increasing temperature, the drying time decreased. Based on the statistical tests, the Brunauer–Emmett–Teller (BET) model was found to fit well to sorption isotherms, whereas the Midilli and Kucuk model fit well to the drying kinetics. VD has a significant impact on several proximate composition values. As compared with the fresh sample, VD significantly reduced the total phenol, flavonoid and glucosinolate contents. However, it was shown that VD at higher temperatures (80 and 90 °C) contributed to a better antioxidant potential of broccoli powder. In contrast, 50 °C led to a better antimicrobial and neuroprotective effects, presumably due to the formation of isothiocyanate (ITC). Overall, this study demonstrates that VD is a promising technique for the development of extracts from broccoli powders that could be used as natural preservatives or as a neuroprotective agent.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Comprehensive Evaluation of the Bioactive Composition and Neuroprotective and Antimicrobial Properties of Vacuum-Dried Broccoli (Brassica oleracea var. italica) Powder and Its Antioxidants

et al. 2023

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“…The C extract showed only a slight bacteriostatic effect, or not a measurable one. Probably, isothiocyanates (products of enzymatic decomposition of GSLs), which are the subject of the latest research on this biological activity of these extracts, may be responsible for the antimicrobial activity of the compounds [ 38 ].…”

Section: Resultsmentioning

confidence: 99%

Precursor-Boosted Production of Metabolites in Nasturtium officinale Microshoots Grown in Plantform Bioreactors, and Antioxidant and Antimicrobial Activities of Biomass Extracts

et al. 2021

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The study demonstrated the effects of precursor feeding on the production of glucosinolates (GSLs), flavonoids, polyphenols, saccharides, and photosynthetic pigments in Nasturtium officinale microshoot cultures grown in Plantform bioreactors. It also evaluated the antioxidant and antimicrobial activities of extracts. L-phenylalanine (Phe) and L-tryptophan (Trp) as precursors were tested at 0.05, 0.1, 0.5, 1.0, and 3.0 mM. They were added at the beginning (day 0) or on day 10 of the culture. Microshoots were harvested after 20 days. Microshoots treated with 3.0 mM Phe (day 0) had the highest total GSL content (269.20 mg/100 g DW). The qualitative and quantitative profiles of the GSLs (UHPLC-DAD-MS/MS) were influenced by precursor feeding. Phe at 3.0 mM stimulated the best production of 4-methoxyglucobrassicin (149.99 mg/100 g DW) and gluconasturtiin (36.17 mg/100 g DW). Total flavonoids increased to a maximum of 1364.38 mg/100 g DW with 3.0 mM Phe (day 0), and polyphenols to a maximum of 1062.76 mg/100 g DW with 3.0 mM Trp (day 0). The precursors also increased the amounts of p-coumaric and ferulic acids, and rutoside, and generally increased the production of active photosynthetic pigments. Antioxidant potential increased the most with 0.1 mM Phe (day 0) (CUPRAC, FRAP), and with 0.5 mM Trp (day 10) (DPPH). The extracts of microshoots treated with 3.0 mM Phe (day 0) showed the most promising bacteriostatic activity against microaerobic Gram-positive acne strains (MIC 250–500 µg/mL, 20–21 mm inhibition zones). No extract was cytotoxic to normal human fibroblasts over the tested concentration range (up to 250 μg/mL).

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“…Likewise, yellow mustard flour (YMF) has shown significant antimicrobial activity against food pathogens, such as bacteria and fungi [22,23].…”

Section: Introductionmentioning

confidence: 99%

Development of an Antifungal Device Based on Oriental Mustard Flour to Prevent Fungal Growth and Aflatoxin B1 Production in Almonds

Nazareth

Torrijos

Bocate

et al. 2021

Toxins

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The present study describes the manufacture of an antifungal device composed of oriental mustard flour and hydroxyethyl-cellulose (H-OMF) and evaluates its efficacity in inhibiting Aspergillus flavus growth and aflatoxin B1 (AFB1) production in almonds. Additionally, it compares the H-OMF with allyl isothiocyanate (AITC) and a freeze-dried extract of yellow mustard flour (YMF-E); such substances were previously described as antifungal. Minimum inhibitory concentration (MIC), Minimum fungicidal concentration (MFC), the H-OMF in vitro antifungal activity, and the residual fungal population, as well as the production of AFB1 in almonds were determined. AITC and YMF-E showed significant antifungal activity in vitro. Additionally, the in vitro activity of H-OMF avoided mycelial growth by applying 30 mg/L. Almonds treated with AITC (5.07, 10.13, and 20.26 mg/L) and H-OMF (2000 and 4000 mg/L) showed a reduction in the population of A. flavus and the production of AFB1 to values below the limit of detection. YMF-E showed effectiveness by in vitro methodologies (MIC and MFC) but did not show efficacy when applied in almonds. Our findings indicated that the hydroxyethyl-cellulose-based device containing oriental mustard flour might be utilised as a fumigant to increase the safety of almonds and could be extended to other cereals or dry fruits.

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QSAR-based physicochemical properties of isothiocyanate antimicrobials against gram-negative and gram-positive bacteria

Cited by 13 publications

References 34 publications

Comprehensive Evaluation of the Bioactive Composition and Neuroprotective and Antimicrobial Properties of Vacuum-Dried Broccoli (Brassica oleracea var. italica) Powder and Its Antioxidants

Comprehensive Evaluation of the Bioactive Composition and Neuroprotective and Antimicrobial Properties of Vacuum-Dried Broccoli (Brassica oleracea var. italica) Powder and Its Antioxidants

Precursor-Boosted Production of Metabolites in Nasturtium officinale Microshoots Grown in Plantform Bioreactors, and Antioxidant and Antimicrobial Activities of Biomass Extracts

Development of an Antifungal Device Based on Oriental Mustard Flour to Prevent Fungal Growth and Aflatoxin B1 Production in Almonds

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