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Special Issue "Supramolecular Devices from Cyclodextrin: Synthesis and Pharmacological Applications"

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A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Medicinal Chemistry".

Deadline for manuscript submissions: closed (19 December 2014)

Special Issue Editor

Guest Editor
Prof. Dr. Eduardo Sobarzo-Sánchez

Laboratory of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Santiago de Compostela, Spain, and Vicerrectoria Académica, Universidad Central de Chile, Santiago, Chile
Website | E-Mail
Phone: +34 8818 14887
Fax: +34 981 59 49 12
Interests: medicinal chemistry; natural products; photochemistry reactivity; aporphine and oxoaporphine; oxoisoaporphine; coumarins

Special Issue Information

Dear Colleagues,

In the field of research into nanomedicines and in the synthesis of devices of molecular size, various types of cyclodextrins have been intensively studied from a pharmacological point of view. Research has been focused on the transport of useful substances and of medicines, which, because of their insolubility in the bloodstream, limit the possibilities of medical treatment in the organism. From the formation of inclusion complexes to the formation of nanoparticles linked with natural or synthetic polymers, cyclodextrins have been successful because of their versatility to transport substances of small size or as part of supramolecular systems in the detection, isolation and elimination of toxins, heavy elements and molecules that, because of their physical-chemical characteristics, are difficult to handle in an aqueous environment.

Experimental data in the field of the synthesis of modified cyclodextrin and its application in the treatment of behavioral diseases, mood disorders or simply drug delivery, are part of this Special Issue, which is open to all researchers who are considering publishing their experimental results and contributing to the understanding of new applications in the fields of medicine, ecology and chemistry.

Dr. Eduardo Sobarzo-Sánchez
Guest Editor

Submission

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. Papers will be published continuously (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are refereed through a peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Molecules is an international peer-reviewed Open Access monthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 1800 CHF (Swiss Francs).

Keywords

  • cyclodextrin
  • inclusion complex
  • drug delivery
  • nanomedicine

Published Papers (4 papers)

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Research

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Open AccessArticle In Vitro and in Vivo Evaluation of Novel Cross-Linked Saccharide Based Polymers as Bile Acid Sequestrants
Molecules 2015, 20(3), 3716-3729; doi:10.3390/molecules20033716
Received: 18 November 2014 / Revised: 11 February 2015 / Accepted: 16 February 2015 / Published: 24 February 2015
Cited by 2 | PDF Full-text (2680 KB) | HTML Full-text | XML Full-text
Abstract
Bile acid sequestrants (BAS) represent a therapeutic approach for the management of hypercholesterolemia that relies on the cationic polymeric nature of BAS to selectively bind negatively charged bile acids. We hypothesized that the cross-linking of β-cyclodextrin (β-CD) and saccharides such as starch or
[...] Read more.
Bile acid sequestrants (BAS) represent a therapeutic approach for the management of hypercholesterolemia that relies on the cationic polymeric nature of BAS to selectively bind negatively charged bile acids. We hypothesized that the cross-linking of β-cyclodextrin (β-CD) and saccharides such as starch or dextrin with divinyl sulfone (DVS) yields homo- and hetero-polymeric materials with the ability to trap sterols. Our hypothesis was put to test by synthesizing a library of 22 polymers that were screened to evaluate their capability to sequester both cholesterol (CHOL) and cholic and deoxycholic acids (CA and DCA). Three polymers synthesized in high yield were identified as promising. Two were neutral hetero-polymers of β-CD and starch or dextrin and the third was a weakly cationic homo-polymer of starch, highlighting the importance of the cavity effect. They were tested in hypercholesterolemic male Wistar rats and their ability to regulate hypercholesterolemia was similar to that for the reference BAS cholestyramine, but with two additional advantages: (i) they normalized the TG level and (ii) they did not increase the creatinine level. Neither hepatotoxicity nor kidney injury was detected, further supporting them as therapeutical candidates to manage hypercholesterolemia. Full article
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Open AccessArticle Divinyl Sulfone Cross-Linked Cyclodextrin-Based Polymeric Materials: Synthesis and Applications as Sorbents and Encapsulating Agents
Molecules 2015, 20(3), 3565-3581; doi:10.3390/molecules20033565
Received: 18 November 2014 / Accepted: 13 February 2015 / Published: 19 February 2015
Cited by 9 | PDF Full-text (3192 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
The aim of this study was to evaluate the crosslinking abilities of divinyl sulfone (DVS) for the preparation of novel water-insoluble cyclodextrin-based polymers (CDPs) capable of forming inclusion complexes with different guest molecules. Reaction of DVS with native α-cyclodextrin (α-CD), β-cyclodextrin (β-CD) and/or
[...] Read more.
The aim of this study was to evaluate the crosslinking abilities of divinyl sulfone (DVS) for the preparation of novel water-insoluble cyclodextrin-based polymers (CDPs) capable of forming inclusion complexes with different guest molecules. Reaction of DVS with native α-cyclodextrin (α-CD), β-cyclodextrin (β-CD) and/or starch generates a variety of homo- and hetero-CDPs with different degrees of crosslinking as a function of the reactants’ stoichiometric ratio. The novel materials were characterized by powder X-ray diffraction, electron microscopy and for their sorption of phenol and 4-nitrophenol. They were further evaluated as sorbents with phenolic pollutants (bisphenol A and β-naphthol) and bioactive compounds (the hormone progesterone and curcumin). Data obtained from the inclusion experiments show that the degree of cross-linking has a minor influence on the yield of inclusion complex formation and highlight the important role of the CDs, supporting a sorption process based on the formation of inclusion complexes. In general, the inclusion processes are better described by a Freundlich isotherm although an important number of them can also be fitted to the Langmuir isotherm with R2 ≥ 0.9, suggesting a sorption onto a monolayer of homogeneous sites. Full article
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Open AccessArticle The Synergistic Biologic Activity of Oleanolic and Ursolic Acids in Complex with Hydroxypropyl-γ-Cyclodextrin
Molecules 2014, 19(4), 4924-4940; doi:10.3390/molecules19044924
Received: 4 March 2014 / Revised: 4 April 2014 / Accepted: 9 April 2014 / Published: 17 April 2014
Cited by 20 | PDF Full-text (851 KB) | HTML Full-text | XML Full-text
Abstract
Oleanolic and ursolic acids are natural triterpenic compounds with pentacyclic cholesterol-like structures which gives them very low water solubility, a significant disadvantage in terms of bioavailability. We previously reported the synthesis of inclusion complexes between these acids and cyclodextrins, as well as their
[...] Read more.
Oleanolic and ursolic acids are natural triterpenic compounds with pentacyclic cholesterol-like structures which gives them very low water solubility, a significant disadvantage in terms of bioavailability. We previously reported the synthesis of inclusion complexes between these acids and cyclodextrins, as well as their in vivo evaluation on chemically induced skin cancer experimental models. In this study the synergistic activity of the acid mixture included inside hydroxypropyl-gamma-cyclodextrin (HPGCD) was monitored using in vitro tests and in vivo skin cancer models. The coefficient of drug interaction (CDI) was used to characterize the interactions as synergism, additivity or antagonism. Our results revealed an increased antitumor activity for the mixture of the two triterpenic acids, both single and in complex with cyclodextrin, thus proving their complementary biologic activities. Full article

Review

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Open AccessReview Inclusion and Functionalization of Polymers with Cyclodextrins: Current Applications and Future Prospects
Molecules 2014, 19(9), 14066-14079; doi:10.3390/molecules190914066
Received: 18 July 2014 / Revised: 27 August 2014 / Accepted: 2 September 2014 / Published: 9 September 2014
Cited by 13 | PDF Full-text (1802 KB) | HTML Full-text | XML Full-text
Abstract
The numerous hydroxyl groups available in cyclodextrins are active sites that can form different types of linkages. They can be crosslinked with one another, or they can be derivatized to produce monomers that can form linear or branched networks. Moreover, they can form
[...] Read more.
The numerous hydroxyl groups available in cyclodextrins are active sites that can form different types of linkages. They can be crosslinked with one another, or they can be derivatized to produce monomers that can form linear or branched networks. Moreover, they can form inclusion complexes with polymers and different substrates, modifying their physicochemical properties. This review shows the different applications using polymers with cyclodextrins, either by forming inclusion complexes, ternary complexes, networks, or molecularly imprinted polymers (MIPs). On one hand, the use of cyclodextrins enhances the properties of each polymer, and on the other the use of polymers decreases the amount of cyclodextrins required in different formulations. Both cyclodextrins and polymers contribute synergistically in several applications such as pharmacological, nutritional, environmental, and other industrial fields. The use of polymers based on cyclodextrins is a low cost easy to use potential tool with great future prospects. Full article
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