Natural cyclodextrins and their derivatives for polymer synthesis

Przybyla, Magdalena A.; Yilmaz, Gökhan; Becer, C. Remzi

doi:10.1039/d0py01464h

Cited by 76 publications

(46 citation statements)

References 180 publications

(241 reference statements)

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“…Active targeting of the CyD polymers to selectively recognize cancer cells was obtained by covalent attachment of a variety of moieties, such as the luteinizing hormone-releasing hormone analog LHRHa (9 amino acids), folic acids, biotin [ 27 , 28 , 29 , 30 , 31 , 32 ]. CyD polymers have also been conjugated with other therapeutic small molecules, such as methylprednisolone [ 33 ] or diagnostic molecules such as DOTA [ 34 ].…”

Section: Introductionmentioning

confidence: 99%

Cyclodextrin Polymers as Delivery Systems for Targeted Anti-Cancer Chemotherapy

et al. 2021

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In the few last years, nanosystems have emerged as a potential therapeutic approach to improve the efficacy and selectivity of many drugs. Cyclodextrins (CyDs) and their nanoparticles have been widely investigated as drug delivery systems. The covalent functionalization of CyD polymer nanoparticles with targeting molecules can improve the therapeutic potential of this family of nanosystems. In this study, we investigated cross-linked γ- and β-cyclodextrin polymers as carriers for doxorubicin (ox) and oxaliplatin (Oxa). We also functionalized γ-CyD polymer bearing COOH functionalities with arginine-glycine-aspartic or arginine moieties for targeting the integrin receptors of cancer cells. We tested the Dox and Oxa anti-proliferative activity in the presence of the precursor polymer with COOH functionalities and its derivatives in A549 (lung, carcinoma) and HepG2 (liver, carcinoma) cell lines. We found that CyD polymers can significantly improve the antiproliferative activity of Dox in HepG2 cell lines only, whereas the cytotoxic activity of Oxa resulted as enhanced in both cell lines. The peptide or amino acid functionalized CyD polymers, loaded with Dox, did not show any additional effect compared to the precursor polymer. Finally, studies of Dox uptake showed that the higher antiproliferative activity of complexes correlates with the higher accumulation of Dox inside the cells. The results show that CyD polymers could be used as carriers for repositioning classical anticancer drugs such as Dox or Oxa to increase their antitumor activity.

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Section: Introductionmentioning

confidence: 99%

Cyclodextrin Polymers as Delivery Systems for Targeted Anti-Cancer Chemotherapy

et al. 2021

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“…Today, pCyDs are obtained following several approaches. Thanks to the great versatility of the CyDs building blocks, a variety of methodologies has been applied to the preparation of pCyDs and many of these were compiled and deepened in a comprehensive work of Przybyla et al [ 54 ] focusing on the diverse chemistries that can be applied to the functionalization and thus polymerization of CyDs.…”

Section: Synthetic Strategy Design: Importance Of the Crosslinking Agentmentioning

confidence: 99%

Implementation of Water‐Soluble Cyclodextrin‐Based Polymers in Biomedical Applications: How Far Are We?

Agnes

Pancani

Fenyvesi

et al. 2022

Macromolecular Bioscience

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Cyclodextrin-based polymers can be prepared starting from the naturally occurring monomers following green and low-cost procedures. They can be selectively derivatized pre-or post-polymerization allowing to fine-tune functionalities of ad hoc customized polymers. Preparation nowadays has reached the 100 g scale thanks also to the interest of industries in these extremely versatile compounds. During the last 15 years, these macromolecules have been the object of intense investigations in view of possible biomedical applications as the ultimate goal and large amounts of scientific data are now available. Compared to their monomeric models, already used in the formulation of various therapeutic agents, they display superior behavior in terms of their solubility in water and solubilizing power toward drugs incompatible with biological fluids. Moreover, they allow the combination of more than one type of therapeutic agent in the polymeric system. In this review, a complete state of the art on the knowledge and potentialities of water-soluble cyclodextrin-based polymers as therapeutic agents as well as carrier systems for different types of therapeutics to implement combination therapy is provided. Finally, a perspective on their assets for innovation in disease treatment as well as their limits that still need to be addressed is given. Introduction Cyclodextrins at First SightCyclodextrins (CyDs) are water soluble, biocompatible macrocyclic oligosaccharides, made of 𝛼-d-glucopyranose units joined by 𝛼(1-4) linkages (Figure 1a). [1,2] These natural macrocycles

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“…Secondary hydroxyls form strong hydrogen bonds rigidifying the wider edge of the CDs while primary hydroxyls are free to rotate. This freedom of rotation can reduce the diameter of the narrow edge and giving CD a truncated cone-like shape (Przybyla et al, 2020). It is known that β-CD has a rather rigid structure; but the lowest water solubility of all CDs is due to the H-bond belt formed among the hydroxyl groups of the adjacent glucopyranose units.…”

Section: Cyclodextrins (Cds)mentioning

confidence: 99%