Recent Applications of Cyclodextrins as Food Additives and in Food Processing

Martina, Katia; Binello, Arianna; Lawson, Dale; Jicsinszky, László; Cravotto, Giancarlo

doi:10.2174/1573401311309030001

Cited by 29 publications

(11 citation statements)

References 104 publications

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“…The four cavitands, cucurbiturils, g-cyclodextrin, sulfonatocalix [6]arene and sulfonatocalix [8]arene, have been highlighted in this review for their effectiveness to steer the reactivity of alkenes towards PCA [2 + 2]. The void spaces within the cavitands were envisioned to be useful in confining and preorienting the reactants towards PCA over the facile isomerization pathway.…”

Section: Discussionmentioning

confidence: 99%

“…Irradiation of stilbazoles under similar conditions in presence of half equivalent of calix [8]arene (CA8) and calix [6]arene (CA6) resulted in predominantly anti HT dimer (76 %, Table 6) and the isomerized product only, suggesting a similar alignment in the complex as well. The reactants' selfdirecting influence based on charge-repulsion is rather strong, and is mostly unaffected by the cavitand (CB8, g-CD or CAs); this is especially interesting considering that CA6 and CA8 are anionic while CB8 and g-CD are neutral.…”

Section: Pca Of Stilbazolesmentioning

confidence: 99%

“…Cavitands and their inclusion complexes (cavitands with the molecules included in them) in addition to being of academic interest, have practical significance as drug-and fragrance-delivery agents, [1][2][3][4] chemical sensors [5] and food additives [6] . The hollow spaces in these chemical structures led to the physicochemical phenomena of molecular inclusion, studied by chemists during the last five decades.…”

Section: Introductionmentioning

confidence: 99%

“…Cavitand mediated photodimerization of alkenes has been known since the early 1980s. Like CB8 and g-CD, the octa-and hexameric members of the calixarene family (figure 1), calix [8]arene and calix [6]arene (CA8 and CA6), possesses cavity volume suitable for PCA reactions. [53] 3.…”

Section: Introductionmentioning

confidence: 99%

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Cucurbiturils as Reaction Containers for Photocycloaddition of Olefins

Pattabiraman

Sivaguru

Ramamurthy

2017

Israel Journal of Chemistry

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The [2+2] photocycloaddition (PCA [2+2]) of alkenes is one of the most synthetically useful photoreactions. It is a convenient one‐step reaction that is useful for generating substituted cyclobutanes, polymers, and biologically relevant molecules. However, the reaction efficiency is limited by its bimolecular nature requiring encounter between two reactants within the narrow window of excited state lifetime of the photoactive alkene, and competition from the unimolecular photoisomerization. Our groups have utilized macrocyclic cavitands, especially cucurbiturils(CB), to confine two alkene molecules within their cavities and steer them towards a single dimer regio‐ and stereoselectively. Although, primarily the review focuses on photocycloaddition within CBs, such reactions in closely related cavitands such as cyclodextrins (CD) and calixarenes (CA) are also briefly mentioned to provide a comparison with CBs. Studies on photocycloaddition of olefins within CB by other research groups are also briefly highlighted. A mechanistic model, with ability to predict the nature of the dimer product formed within the above reaction containers is included.

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Section: Discussionmentioning

confidence: 99%

Section: Pca Of Stilbazolesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Cucurbiturils as Reaction Containers for Photocycloaddition of Olefins

Pattabiraman

Sivaguru

Ramamurthy

2017

Israel Journal of Chemistry

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“…Molecular complexes, such as inclusion adducts, clathrates, cocrystals and solvates, have been widely used in many fields, including pharmacy [1][2][3][4][5][6], agriculture [7], the food industry [1,8,9] and explosives [10,11]. In the past two decades, cyclodextrins (CDs) have been one of the most extensively studied complexation agents, especially as pharmaceutical excipients [12][13][14][15].…”

Section: Introductionmentioning

confidence: 99%

Predicting Value of Binding Constants of Organic Ligands to Beta-Cyclodextrin: Application of MARSplines and Descriptors Encoded in SMILES String

Cysewski

Przybyłek

2019

Symmetry

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The quantitative structure–activity relationship (QSPR) model was formulated to quantify values of the binding constant (lnK) of a series of ligands to beta–cyclodextrin (β-CD). For this purpose, the multivariate adaptive regression splines (MARSplines) methodology was adopted with molecular descriptors derived from the simplified molecular input line entry specification (SMILES) strings. This approach allows discovery of regression equations consisting of new non-linear components (basis functions) being combinations of molecular descriptors. The model was subjected to the standard internal and external validation procedures, which indicated its high predictive power. The appearance of polarity-related descriptors, such as XlogP, confirms the hydrophobic nature of the cyclodextrin cavity. The model can be used for predicting the affinity of new ligands to β-CD. However, a non-standard application was also proposed for classification into Biopharmaceutical Classification System (BCS) drug types. It was found that a single parameter, which is the estimated value of lnK, is sufficient to distinguish highly permeable drugs (BCS class I and II) from low permeable ones (BCS class II and IV). In general, it was found that drugs of the former group exhibit higher affinity to β-CD then the latter group (class III and IV).

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Cyclodextrin as a Food Additive in Food Processing

Martina¹,

Cravotto²

2015

Functional Polymers in Food Science

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Recent Applications of Cyclodextrins as Food Additives and in Food Processing

Cited by 29 publications

References 104 publications

Cucurbiturils as Reaction Containers for Photocycloaddition of Olefins

Cucurbiturils as Reaction Containers for Photocycloaddition of Olefins

Predicting Value of Binding Constants of Organic Ligands to Beta-Cyclodextrin: Application of MARSplines and Descriptors Encoded in SMILES String

Cyclodextrin as a Food Additive in Food Processing

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