Binding ability properties of β-cyclodextrin dimers linked through their secondary faces towards cancer chemotherapeutic agent methotrexate

β-Cyclodextrin-Bearing Gold Glyconanoparticles for the Development of Site Specific Drug Delivery Systems

“…In order to evaluate the loading abilities of cyclodextrin-containing AuNPs 2 and 3 toward anticancer drugs, we chose MTX (Chart ) as a model since this folic acid analogue is a well-known guest for β-CD and its derivatives. − Therefore, AuNPs 2 and 3 (2 nM) were shaken at room temperature in the presence of an excess of MTX (75 μM). After 5 days in the dark, repetitive centrifugal filtrations were performed to remove the unbound drug (see Experimental Procedures for further details).…”

“…In contrast, unmodified drugs can be noncovalently loaded onto the AuNP by appending on its surface amphiphilic linkers able to create hydrophobic pockets within the monolayer, or suitable macrocyclic molecular receptors such as cyclodextrins. − β-Cyclodextrin (β-CD) is a naturally occurring, torus-shaped, cyclic oligosaccharide comprising seven d -glucopyranose units linked by α-(1→4) bonds. β-CD and its derivatives are well-known to form inclusion complexes in aqueous solution with a large variety of organic molecules of hydrophobic nature and suitable size and geometry encompassing several anticancer drugs. − In addition, the presence of β-CD on the AuNP may also help in overcoming certain forms of multidrug resistance. − …”

Weak Interaction of the Antimetabolite Drug Methotrexate with a Cavitand Derivative

“…There is a wide range of literature available on the interactions between MTX and some macrocyclic compounds, e.g., cyclodextrins [12][13][14] and cucurbiturils [15], but just a limited number of researches were reported about the calixarene derivatives [16]. Moreover, no publication was found to describe the interaction of MTX with cavitands, despite that calixarenes and cavitands have some advantages compared with other host molecules, because they possess an aromatic cavity, which can embed MTX due to the π-π and CH-π interactions both inside and outside the cavity [16].…”

Dimeric Diaminocationic β-Cyclodextrin Derivatives

“…[11] Thus, dimeric CDs could be successfully utilized in carriers, [12] catalysis, [8] templated synthesis, [13] photochemical materials, [14,15] solubilizers, [16] etc. The dimeric complex, in com-parison with the monomeric complex, has an enhanced synergistic effect on the inclusion of "guests" in its cyclodextrin cavity, [17][18][19] which could help for more efficient and targeting site delivery.…”