Effect of hydrophilic and hydrophobic cyclodextrins on the release of encapsulated allyl isothiocyanate (AITC) and their potential application for plastic film extrusion

Abstract

Allyl isothiocyanate (AITC), a natural pungent flavor from wasabi and horseradish, is well-known antimicrobial agents against foodborne pathogens. However, its highly volatile nature and low thermal stability restrict its application in the food packaging industry. Also, its strong organoleptic characteristics hinder its application at a higher dosage. We encapsulated AITC in β-cyclodextrin (β-CD) and triacetyl-β-CD (TA-β-CD) and evaluated the performance as slow releasing active compounds through low-density polyethylene (LDPE)-cyclodextrins (CDs) matrix. Also, the thermal, optical, mechanical, and barrier properties of two ternary blends, LDPE/ β-CD/AITC(L-CDs) and LDPE/TA-β-CD/AITC(L-TACDs), were investigated to compare their compatibility under the plastic extrusion process. During the 15 days of the storage period, L-TACDs maintained more consistent AITC release and a higher concentration than L-CDs. Also, the blending of LDPE and TA-β-CD was more compatible with that of LDPE and β-CD. No significant optical, mechanical, and barrier property changes were observed in LDPE with less than 3% of TA-β-CD while L-CDs showed substantial agglomeration on the ternary blend films and the lower mechanical and barrier properties than pure LDPE. The results indicate that the LDPE films containing TA-β-CD/AITC can be applied as an effective antimicrobial packaging material for food and nonfood applications.

Development of electrospun active films of poly(3-hydroxybutyrate-co-3-hydroxyvalerate) by the incorporation of cyclodextrin inclusion complexes containing oregano essential oil

“…Indeed, the values of σ b decreased in the PHBV containing CDs, with values between 9.04 MPa and 9.83 MPa, while the ɛ b values of PHBV films also decreased from 2.4% to 0.78 % due to presence of CDs and OEO. As reported by (Shin et al, 2019), the addition of -CD containing allyl isothiocyanate (AITC) reduced the tensile strength and elongation by 84% and 96%, respectively, of LDPE films obtained by extrusion. In another work, (Melendez-Rodriguez et al, 2019) reported an improvement of the elastic modulus and tensile strength of electrospun PHBV films when mesoporous silica nanoparticles containing eugenol were incorporated.…”

“…The inclusion complexes showed two mass losses, one below 100 °C corresponding to the loss of water from the cavity and another above 280 °C, which is attributed to the main thermal degradation of CDs (Aytac et al, 2017). Shin, Kathuria, & Lee (2019) reported similar results for triacetyl (TA) encapsulated in -CD, obtaining a T deg of 293.99 545°C for -CD and for the inclusion complex of TA--CD its T deg was 340.62 ºC. The thermal degradation of the PHBV films containing inclusion complexes increased slightly the value of T deg respect to the neat PHBV.…”

Triggered and controlled release of active gaseous/volatile compounds for active packaging applications of agri‐food products: A review

“…Shin et al. (2019) found that triacetyl‐β‐CD provided more sustained release of AITC than unmodified β‐CD. Another modification is via synthesizing CDs polymers using cross‐linkers to build a three‐dimensional network.…”

Development of Inclusion Complexes With Relative Humidity Responsive Capacity as Novel Antifungal Agents for Active Food Packaging

“…Likewise, active materials containing AITC have been validated in many different food stuffs, such as meat products ( 6 ), bakery ( 7 , 8 ), fruits, and vegetables ( 9 ). However, it has also been reported that high volatility of AITC could prevent a lasting effect over time ( 10 ).…”