Complexing the Marine Sesquiterpene Euplotin C by Means of Cyclodextrin-Based Nanosponges: A Preliminary Investigation

Euplotin C is a sesquiterpene of marine origin endowed with significant anti-microbial and anti-tumor properties. Despite the promising functional profile, its progress as a novel drug candidate has failed so far, due to its scarce solubility and poor stability in aqueous media, such as biological f...

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Main Authors: Alessandra Bertoli, Anthea LoBue, Luca Quattrini, Stefania Sartini, Beatrice Polini, Sara Carpi, Francesco Paolo Frontini, Graziano Di Giuseppe, Graziano Guella, Paola Nieri, Concettina La Motta
Format: Article
Language:English
Published: MDPI AG 2022-10-01
Series:Marine Drugs
Subjects:
Online Access:https://www.mdpi.com/1660-3397/20/11/682
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author Alessandra Bertoli
Anthea LoBue
Luca Quattrini
Stefania Sartini
Beatrice Polini
Sara Carpi
Francesco Paolo Frontini
Graziano Di Giuseppe
Graziano Guella
Paola Nieri
Concettina La Motta
author_facet Alessandra Bertoli
Anthea LoBue
Luca Quattrini
Stefania Sartini
Beatrice Polini
Sara Carpi
Francesco Paolo Frontini
Graziano Di Giuseppe
Graziano Guella
Paola Nieri
Concettina La Motta
author_sort Alessandra Bertoli
collection DOAJ
description Euplotin C is a sesquiterpene of marine origin endowed with significant anti-microbial and anti-tumor properties. Despite the promising functional profile, its progress as a novel drug candidate has failed so far, due to its scarce solubility and poor stability in aqueous media, such as biological fluids. Therefore, overcoming these limits is an intriguing challenge for the scientific community. In this work, we synthesized β-cyclodextrin-based nanosponges and investigated their use as colloidal carriers for stably complex euplotin C. Results obtained proved the ability of the carrier to include the natural compound, showing remarkable values of both loading efficiency and capacity. Moreover, it also allowed us to preserve the chemical structure of the loaded compound, which was recovered unaltered once extracted from the complex. Therefore, the use of β-cyclodextrin-based nanosponges represents a viable option to vehiculate euplotin C, thus opening up its possible use as pharmacologically active compound.
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spelling doaj.art-457c4ed412bd4fa08ec6b729f09102672023-11-24T05:34:22ZengMDPI AGMarine Drugs1660-33972022-10-01201168210.3390/md20110682Complexing the Marine Sesquiterpene Euplotin C by Means of Cyclodextrin-Based Nanosponges: A Preliminary InvestigationAlessandra Bertoli0Anthea LoBue1Luca Quattrini2Stefania Sartini3Beatrice Polini4Sara Carpi5Francesco Paolo Frontini6Graziano Di Giuseppe7Graziano Guella8Paola Nieri9Concettina La Motta10Department of Pharmacy, University of Pisa, Via Bonanno 6, 56126 Pisa, ItalyMyocardial Infarction Research Laboratory, Department of Cardiology, Pulmonology, and Angiology, Medical Faculty, Heinrich-Heine-University, Universitätstraße 1, 40225 Düsseldorf, GermanyDepartment of Pharmacy, University of Pisa, Via Bonanno 6, 56126 Pisa, ItalyDepartment of Pharmacy, University of Pisa, Via Bonanno 6, 56126 Pisa, ItalyDepartment of Surgical, Medical and Molecular Pathology and Critical Care Medicine, Via Paradisa 2, 56124 Pisa, ItalyNEST, Istituto Nanoscienze-CNR and Scuola Normale Superiore, Piazza San Silvestro, 56127 Pisa, ItalyDepartment of Biology, University of Pisa, Via Luca Ghini 13, 56126 Pisa, ItalyMarine Pharma Centre, University of Pisa, Via Bonanno 6, 56126 Pisa, ItalyLaboratory of Bioorganic Chemistry, Department of Physic, University of Trento, Via Sommarive 14, 38050 Povo Trento, ItalyDepartment of Pharmacy, University of Pisa, Via Bonanno 6, 56126 Pisa, ItalyDepartment of Pharmacy, University of Pisa, Via Bonanno 6, 56126 Pisa, ItalyEuplotin C is a sesquiterpene of marine origin endowed with significant anti-microbial and anti-tumor properties. Despite the promising functional profile, its progress as a novel drug candidate has failed so far, due to its scarce solubility and poor stability in aqueous media, such as biological fluids. Therefore, overcoming these limits is an intriguing challenge for the scientific community. In this work, we synthesized β-cyclodextrin-based nanosponges and investigated their use as colloidal carriers for stably complex euplotin C. Results obtained proved the ability of the carrier to include the natural compound, showing remarkable values of both loading efficiency and capacity. Moreover, it also allowed us to preserve the chemical structure of the loaded compound, which was recovered unaltered once extracted from the complex. Therefore, the use of β-cyclodextrin-based nanosponges represents a viable option to vehiculate euplotin C, thus opening up its possible use as pharmacologically active compound.https://www.mdpi.com/1660-3397/20/11/682euplotin Cβ-cyclodextrinβ-cyclodextrin-based nanospongesSPEATR-FTIR analysisNMR analysis
spellingShingle Alessandra Bertoli
Anthea LoBue
Luca Quattrini
Stefania Sartini
Beatrice Polini
Sara Carpi
Francesco Paolo Frontini
Graziano Di Giuseppe
Graziano Guella
Paola Nieri
Concettina La Motta
Complexing the Marine Sesquiterpene Euplotin C by Means of Cyclodextrin-Based Nanosponges: A Preliminary Investigation
Marine Drugs
euplotin C
β-cyclodextrin
β-cyclodextrin-based nanosponges
SPE
ATR-FTIR analysis
NMR analysis
title Complexing the Marine Sesquiterpene Euplotin C by Means of Cyclodextrin-Based Nanosponges: A Preliminary Investigation
title_full Complexing the Marine Sesquiterpene Euplotin C by Means of Cyclodextrin-Based Nanosponges: A Preliminary Investigation
title_fullStr Complexing the Marine Sesquiterpene Euplotin C by Means of Cyclodextrin-Based Nanosponges: A Preliminary Investigation
title_full_unstemmed Complexing the Marine Sesquiterpene Euplotin C by Means of Cyclodextrin-Based Nanosponges: A Preliminary Investigation
title_short Complexing the Marine Sesquiterpene Euplotin C by Means of Cyclodextrin-Based Nanosponges: A Preliminary Investigation
title_sort complexing the marine sesquiterpene euplotin c by means of cyclodextrin based nanosponges a preliminary investigation
topic euplotin C
β-cyclodextrin
β-cyclodextrin-based nanosponges
SPE
ATR-FTIR analysis
NMR analysis
url https://www.mdpi.com/1660-3397/20/11/682
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