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Hispolon Cyclodextrin Complexes and Their Inclusion in Liposomes for Enhanced Delivery in Melanoma Cell Lines

Hispolon, a phenolic pigment isolated from the mushroom species Phellinus linteus, has been investigated for anti-inflammatory, antioxidant, and anticancer properties; however, low solubility and poor bioavailability have limited its potential clinical translation. In this study, the inclusion compl...

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Autores principales: Poudel, Ishwor, Annaji, Manjusha, Wibowo, Fajar Setyo, Arnold, Robert D., Fasina, Oladiran, Via, Brian, Rangari, Vijaya, Peresin, Maria Soledad, Smith, Forrest, Dhanasekaran, Muralikrishnan, Tiwari, Amit K., Babu, R. Jayachandra
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9695989/
https://www.ncbi.nlm.nih.gov/pubmed/36430965
http://dx.doi.org/10.3390/ijms232214487
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author Poudel, Ishwor
Annaji, Manjusha
Wibowo, Fajar Setyo
Arnold, Robert D.
Fasina, Oladiran
Via, Brian
Rangari, Vijaya
Peresin, Maria Soledad
Smith, Forrest
Dhanasekaran, Muralikrishnan
Tiwari, Amit K.
Babu, R. Jayachandra
author_facet Poudel, Ishwor
Annaji, Manjusha
Wibowo, Fajar Setyo
Arnold, Robert D.
Fasina, Oladiran
Via, Brian
Rangari, Vijaya
Peresin, Maria Soledad
Smith, Forrest
Dhanasekaran, Muralikrishnan
Tiwari, Amit K.
Babu, R. Jayachandra
author_sort Poudel, Ishwor
collection PubMed
description Hispolon, a phenolic pigment isolated from the mushroom species Phellinus linteus, has been investigated for anti-inflammatory, antioxidant, and anticancer properties; however, low solubility and poor bioavailability have limited its potential clinical translation. In this study, the inclusion complex of hispolon with Sulfobutylether-β-cyclodextrin (SBEβCD) was characterized, and the Hispolon-SBEβCD Complex (HSC) was included within the sterically stabilized liposomes (SL) to further investigate its anticancer activity against melanoma cell lines. The HSC-trapped-Liposome (HSC-SL) formulation was investigated for its sustained drug delivery and enhanced cytotoxicity. The inclusion complex in the solid=state was confirmed by a Job’s plot analysis, molecular modeling, differential scanning calorimetry (DSC), Fourier transform infrared spectroscopy (FTIR), Proton nuclear magnetic resonance (NMR) spectroscopy, and scanning electron microscopy (SEM). The HSC-SL showed no appreciable deviation in size (<150 nm) and polydispersity index (<0.2) and improved drug encapsulation efficiency (>90%) as compared to control hispolon liposomes. Individually incorporated hispolon and SBEβCD in the liposomes (H-CD-SL) was not significant in loading the drug in the liposomes, compared to HSC-SL, as a substantial amount of free drug was separated during dialysis. The HSC-SL formulation showed a sustained release compared to hispolon liposomes (H-SLs) and Hispolon-SBEβCD liposomes (H-CD-SLs). The anticancer activity on melanoma cell lines (B16BL6) of HSC and HSC-SL was higher than in H-CD-SL and hispolon solution. These findings suggest that HSC inclusion in the HSC-SL liposomes stands out as a potential formulation approach for enhancing drug loading, encapsulation, and chemotherapeutic efficiency of hispolon and similar water insoluble drug molecules.
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spelling pubmed-96959892022-11-26 Hispolon Cyclodextrin Complexes and Their Inclusion in Liposomes for Enhanced Delivery in Melanoma Cell Lines Poudel, Ishwor Annaji, Manjusha Wibowo, Fajar Setyo Arnold, Robert D. Fasina, Oladiran Via, Brian Rangari, Vijaya Peresin, Maria Soledad Smith, Forrest Dhanasekaran, Muralikrishnan Tiwari, Amit K. Babu, R. Jayachandra Int J Mol Sci Article Hispolon, a phenolic pigment isolated from the mushroom species Phellinus linteus, has been investigated for anti-inflammatory, antioxidant, and anticancer properties; however, low solubility and poor bioavailability have limited its potential clinical translation. In this study, the inclusion complex of hispolon with Sulfobutylether-β-cyclodextrin (SBEβCD) was characterized, and the Hispolon-SBEβCD Complex (HSC) was included within the sterically stabilized liposomes (SL) to further investigate its anticancer activity against melanoma cell lines. The HSC-trapped-Liposome (HSC-SL) formulation was investigated for its sustained drug delivery and enhanced cytotoxicity. The inclusion complex in the solid=state was confirmed by a Job’s plot analysis, molecular modeling, differential scanning calorimetry (DSC), Fourier transform infrared spectroscopy (FTIR), Proton nuclear magnetic resonance (NMR) spectroscopy, and scanning electron microscopy (SEM). The HSC-SL showed no appreciable deviation in size (<150 nm) and polydispersity index (<0.2) and improved drug encapsulation efficiency (>90%) as compared to control hispolon liposomes. Individually incorporated hispolon and SBEβCD in the liposomes (H-CD-SL) was not significant in loading the drug in the liposomes, compared to HSC-SL, as a substantial amount of free drug was separated during dialysis. The HSC-SL formulation showed a sustained release compared to hispolon liposomes (H-SLs) and Hispolon-SBEβCD liposomes (H-CD-SLs). The anticancer activity on melanoma cell lines (B16BL6) of HSC and HSC-SL was higher than in H-CD-SL and hispolon solution. These findings suggest that HSC inclusion in the HSC-SL liposomes stands out as a potential formulation approach for enhancing drug loading, encapsulation, and chemotherapeutic efficiency of hispolon and similar water insoluble drug molecules. MDPI 2022-11-21 /pmc/articles/PMC9695989/ /pubmed/36430965 http://dx.doi.org/10.3390/ijms232214487 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Poudel, Ishwor
Annaji, Manjusha
Wibowo, Fajar Setyo
Arnold, Robert D.
Fasina, Oladiran
Via, Brian
Rangari, Vijaya
Peresin, Maria Soledad
Smith, Forrest
Dhanasekaran, Muralikrishnan
Tiwari, Amit K.
Babu, R. Jayachandra
Hispolon Cyclodextrin Complexes and Their Inclusion in Liposomes for Enhanced Delivery in Melanoma Cell Lines
title Hispolon Cyclodextrin Complexes and Their Inclusion in Liposomes for Enhanced Delivery in Melanoma Cell Lines
title_full Hispolon Cyclodextrin Complexes and Their Inclusion in Liposomes for Enhanced Delivery in Melanoma Cell Lines
title_fullStr Hispolon Cyclodextrin Complexes and Their Inclusion in Liposomes for Enhanced Delivery in Melanoma Cell Lines
title_full_unstemmed Hispolon Cyclodextrin Complexes and Their Inclusion in Liposomes for Enhanced Delivery in Melanoma Cell Lines
title_short Hispolon Cyclodextrin Complexes and Their Inclusion in Liposomes for Enhanced Delivery in Melanoma Cell Lines
title_sort hispolon cyclodextrin complexes and their inclusion in liposomes for enhanced delivery in melanoma cell lines
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9695989/
https://www.ncbi.nlm.nih.gov/pubmed/36430965
http://dx.doi.org/10.3390/ijms232214487
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