Behavior of α‐ and β‐cyclodextrin‐encapsulated allyl isothiocyanate as slow‐release additives in polylactide‐co‐polycaprolactone films

Abstract

The natural antibacterial agent allyl isothiocyanate (AITC) encapsulated in either a-or b-cyclodextrin (CD) has previously been evaluated as a slow-release additive in polylactide-co-polycaprolactone (PLA-PCL) films designed for use in cheese packaging. In the research described in this article, thermogravimetric analysis (TGA) and thermogravimetric analysis in tandem with mass spectrometry (TGA-MS) were used to explore the thermal properties of CDencapsulated AITC complexes as well as those of PLA-PCL films containing these complexes. To our knowledge, this is the first reported application of the TGA-MS technique to explore the thermal stability of CD-entrapped AITC and the first study to report differences in thermal stability of AITC in a-and b-CD cavities in the solid state. Observed differences in the thermal degradation profile of films containing the CD complexes can be explained if AITC binds more strongly to b-CD than to a-CD. This hypothesis has been reinforced by gas chromatography (GC) and high performance liquid chromatography (HPLC) studies, the results of which suggest that a new covalently bound AITC-CD complex may be formed when incorporating the b-CD complex of AITC in PLA-PCL films but not when incorporating the a-CD complex of AITC. This finding means that the a-CD complex of AITC would be preferred in situations where adequate longterm controlled release of AITC from polymer films is required, as for example in the case of active packaging applications.

A review on cyclodextrin encapsulation of essential oils and volatiles

“…Encapsulation of that naturally derived preservative has shown to be suitable for long shelf-life storage packaging of cheeses. [90,91] Gaseous 1-methylcyclopropene (1-MCP) is an inhibitor of ethylene perception that is being used extensively for apples and ornamental products. However, food packaging materials that release 1-MCP at a predictable rate into the package headspace might be useful for application in inhibiting the deleterious effects of ethylene in postharvest packaging and storage of some horticultural products.…”

Release and antibacterial activity of allyl isothiocyanate/β-cyclodextrin complex encapsulated in electrospun nanofibers

“…For a comparative study, we have also produced PVA/AITC-NF without CD-IC. There have been reports in the literature about the application of CD in food packaging materials to control the delivery of active compounds [8,20,27,29]. Here, we have evaluated the release behavior of AITC from PVA/AITC-NF and PVA/AITC/␤-CD-IC-NF at three different temperatures (30 • C, 50 • C and 75 • C) by using headspace GC-MS (Fig.…”

“…AITC could be used in food packaging applications by incorporating it into polymeric films [29] or fibers [8]. Plackett et al investigated the effect of CD type in the release behavior of AITC from AITC/CD-IC incorporated into polylactic acid-polycaprolactone films [29].…”

“…Plackett et al investigated the effect of CD type in the release behavior of AITC from AITC/CD-IC incorporated into polylactic acid-polycaprolactone films [29]. Vega-Lugo et al studied the release of AITC from only AITC and AITC/␤-CD-IC including soy protein nanofibers at different relative humidity [8].…”

Controlled release of allyl isothiocyanate using soy protein and poly(lactic acid) electrospun fibers

“…The large surface area advantage of electrospun fibers has been exploited by many researchers to incorporate bioactive substances. For example, poly(lactic acid) (PLA) (Plackett, Granbari-Siahkali, & Szente, 2007) fibers were employed to carry antibacterial silver nanoparticles ; poly(lactide-co-glycolide), PLA and poly(ethylene-o-vinyl acetate) fibers were studied for their use in the incorporation and release of various drugs (Katti, Robinson, Ko, & Laurencin, 2004;Kenawy et al, 2002;Kim, Lee, & Park, 2007). The absence of heat in electrospinning is a key advantage over other encapsulation methods, such as spray drying, and is important for preserving the efficacy of the bioactive substances during the fiber forming process (Qi, Hu, Xu, & Wang, 2006;Sivadas, et al, 2008;Xu et al, 2006).…”