Cyclodextrins as building blocks for new materials

• Miriana Kfoury and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2023, 19, 889–891, doi:10.3762/bjoc.19.66

• , and catalysis [2][5][12]. Molecular encapsulation is not the only application area for these macrocyclic components at present. CDs are versatile molecules. Their 3D structure makes them exceptional building blocks for the design of innovative supramolecular architectures due to the differential

Discrimination of β-cyclodextrin/hazelnut (Corylus avellana L.) oil/flavonoid glycoside and flavonolignan ternary complexes by Fourier-transform infrared spectroscopy coupled with principal component analysis

• Nicoleta G. Hădărugă,
• Gabriela Popescu,
• Dina Gligor (Pane),
• Cristina L. Mitroi,
• Sorin M. Stanciu and
• Daniel Ioan Hădărugă

Beilstein J. Org. Chem. 2023, 19, 380–398, doi:10.3762/bjoc.19.30

• % [17]. Other complexes between CDs and various vegetable oils have been obtained and characterized. Soybean oil was combined with α-CD for obtaining a stable dry emulsion, which implied the partial molecular encapsulation of the soybean oil triglycerides. This emulsion was prepared in order to modulate

• be explained by a partial replacement of water molecules during the molecular encapsulation of the FA triglyceride and flavonoid guest molecules. On the other hand, the mass loss for the 3:1:1 ternary complexes was similar to the one observed of β-CD hydrate or even higher (see Supporting Information

Solid-state studies and antioxidant properties of the γ-cyclodextrin·fisetin inclusion compound

• Joana M. Pais,
• Maria João Barroca,
• Maria Paula M. Marques,
• Filipe A. Almeida Paz and
• Susana S. Braga

Beilstein J. Org. Chem. 2017, 13, 2138–2145, doi:10.3762/bjoc.13.212

• compound is evaluated by the DPPH assay. Keywords: antioxidant activity; co-lyophilization; fisetin; gamma-cyclodextrin; molecular encapsulation; solid-state analysis; Introduction Flavonoids, natural compounds with numerous beneficial actions on human health, including antioxidant [1], anti-inflammatory

Thermal and oxidative stability of Atlantic salmon oil (Salmo salar L.) and complexation with β-cyclodextrin

• Daniel I. Hădărugă,
• Mustafa Ünlüsayin,
• Alexandra T. Gruia,
• Cristina Birău (Mitroi),
• Gerlinde Rusu and
• Nicoleta G. Hădărugă

Beilstein J. Org. Chem. 2016, 12, 179–191, doi:10.3762/bjoc.12.20

• -containing microcapsules [27][33] and spontaneous emulsification for obtaining nanoemulsions [20][31][32]. One nanoencapsulation method of fish oil components is the molecular encapsulation in cyclodextrins (CDs). The latter are natural or synthetically modified, cyclic oligosaccharides comprising 6, 7, and

• ratio. However, these values were higher for the kneading method. These results can be explained by the molecular encapsulation of FA glycerides by CDs, which theoretically implies a 3:1 molecular ratio (further studies are needed). A high content of fish oil remains nonencapsulated. It is washed with

• molecular encapsulation process. Thermogravimetric (TG) analysis TG analysis of β-CD/ASO complexes can furnish information on the behavior during heating. Both β-CD and its complexes release water (and possibly other solvents used in the complexation process) up to ≈140 °C, but mainly up to 100 °C. ASO

Selected synthetic strategies to cyclophanes

• Sambasivarao Kotha,
• Mukesh E. Shirbhate and
• Gopalkrushna T. Waghule

Beilstein J. Org. Chem. 2015, 11, 1274–1331, doi:10.3762/bjoc.11.142

• to chiral concave N-heterocyclic carbenes. Molecular encapsulation was achieved by using double RCM to generate insulated oligoynes 204. Here, the masked hexayne plays an important role to lock the flanking chains [158]. The synthesis of planer chiral cyclophanes is a difficult task owing to the

Thermal and oxidative stability of the Ocimum basilicum L. essential oil/β-cyclodextrin supramolecular system

• Daniel I. Hădărugă,
• Nicoleta G. Hădărugă,
• Corina I. Costescu,
• Ioan David and
• Alexandra T. Gruia

Beilstein J. Org. Chem. 2014, 10, 2809–2820, doi:10.3762/bjoc.10.298

• , linalool or caryophyllene, with allergenic and skin sensitization properties [29]. The formation of these harmful oxi-derivatives is supported by the access of oxygen/air to the reaction site of the terpene molecule. This reaction could be significantly reduced by molecular encapsulation of the bioactive

• compounds. One of the most frequently used matrices for molecular encapsulation, protection against oxidation or other degradation processes, as well as controlled release of relatively small bioactive compounds, are cyclodextrins (CDs) [30][31][32][33][34][35]. These are cyclic oligosaccharides consisting

• primarily due to their high concentrations in the raw essential oil, which allows for better molecular encapsulation in the CD complexation process. Furthermore, the relatively small dimensions of these molecules (especially for the highly flexible linalool (4) molecule) in comparison with competitive

A versatile δ-aminolevulinic acid (ΑLA)-cyclodextrin bimodal conjugate-prodrug for PDT applications with the help of intracellular chemistry

• Chrysie Aggelidou,
• Theodossis A. Theodossiou,
• Antonio Ricardo Gonçalves,
• Mariza Lampropoulou and
• Konstantina Yannakopoulou

Beilstein J. Org. Chem. 2014, 10, 2414–2420, doi:10.3762/bjoc.10.251

• hydrophobic cavity [7]. The cyclodextrins (CDs) are a notable family of semi-natural carbohydrate molecules approved as pharmaceutical excipients that improve the solubility and bioavailability of drugs through molecular encapsulation. We demonstrated [6] the conjugate’s (PpIX-CD) bimodal action of

Cyclodextrin-based nanosponges as drug carriers

• Francesco Trotta,
• Marco Zanetti and
• Roberta Cavalli

Beilstein J. Org. Chem. 2012, 8, 2091–2099, doi:10.3762/bjoc.8.235

• reported for cyclodextrins. Gas delivery Gas storage and delivery play an important role in biology, medicine, cosmetics and pharmaceuticals. The molecular encapsulation of gases in cyclodextrin cavities has already been proven. Nanosponge formulations can act as a reservoir for various types of gas. β-CD

On the mechanism of action of gated molecular baskets: The synchronicity of the revolving motion of gates and in/out trafficking of guests

• Keith Hermann,
• Stephen Rieth,
• Hashem A. Taha,
• Bao-Yu Wang,
• Christopher M. Hadad and
• Jovica D. Badjić

Beilstein J. Org. Chem. 2012, 8, 90–99, doi:10.3762/bjoc.8.9

• the basket: Specifically, the greater the affinity of the guest for occupying the basket, the less effective the gates are in “sweeping” the guest as the gates undergo their revolving motion. Keywords: dynamic NMR; host–guest chemistry; linear free-energy relationships; molecular encapsulation

• hosts, however, the slippage, gating and possible partial or full disassembly of the capsule constitute mechanistic alternatives for the exchange of guests [4]. In the last decade, we [9][10][11][12][13][14] and others [7][8][15][16][17][18] have studied gated molecular encapsulation in artificial and

• challenging task necessitating experimental and computational scrutiny. Notably, one can use NMR spectroscopic methods for understanding the equilibrium kinetics characterizing the rate law of molecular encapsulation processes. Our study, accordingly, describes the rate law characterizing the encapsulation of