Self-Assembly System Based on Cyclodextrin for Targeted Delivery of Cannabidiol

Cannabidiol (CBD) is one specific kind of the cannabinoid in Cannabis sativa L with a wide range of pharmacological activities. However, the poor water solubility and specificity of CBD limits its application in pharmaceutical field. For solving these problems, in this work, we successfully prepared...

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Autores principales: Panyong Zhu, Pin Lv, Yazhou Zhang, Rongqiang Liao, Jing Liu, Rong Guo, Xuan Chen, Xiali Liao, Chuanzhu Gao, Kun Zhang, Ming Yang, Bo Yang
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Publicado: Frontiers Media S.A. 2021
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Acceso en línea:https://doaj.org/article/140e58a5f7854bc988ebb06f71754dd7
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spelling oai:doaj.org-article:140e58a5f7854bc988ebb06f71754dd72021-11-08T07:06:43ZSelf-Assembly System Based on Cyclodextrin for Targeted Delivery of Cannabidiol2296-264610.3389/fchem.2021.754832https://doaj.org/article/140e58a5f7854bc988ebb06f71754dd72021-11-01T00:00:00Zhttps://www.frontiersin.org/articles/10.3389/fchem.2021.754832/fullhttps://doaj.org/toc/2296-2646Cannabidiol (CBD) is one specific kind of the cannabinoid in Cannabis sativa L with a wide range of pharmacological activities. However, the poor water solubility and specificity of CBD limits its application in pharmaceutical field. For solving these problems, in this work, we successfully prepared a targeted carrier by grafting biotin (BIO) onto ethylenediamine-β-Cyclodextrin (EN-CD) in a single step to generate a functionalized supramolecule, named BIO-CD. Subsequently, an amantadine-conjugated cannabinoids (AD-CBD) was prepared and self-assembled with the BIO-CD. A series of methods were used to characterize the inclusion behavior and physicochemical properties of AD-CBD and BIO-CD. The results showed that AD-CBD entered the cavity of BIO-CD and formed a 1:1 host-guest inclusion complex. MTT assay and confocal laser scanning microscopy (CLSM) revealed that the targeting effect and anticancer activity of AD-CBD/BIO-CD inclusion complex against three human cancer cell lines were higher than BIO-CD, AD-CBD and free CBD. Moreover, the inclusion complex could release drugs under weakly acidic conditions. These results demonstrated that AD-CBD/BIO-CD inclusion complex possess excellent targeted and anticancer activity, which is hopeful to be applied in clinic as a new therapeutic approach.Panyong ZhuPin LvPin LvYazhou ZhangRongqiang LiaoJing LiuRong GuoXuan ChenXiali LiaoChuanzhu GaoKun ZhangMing YangBo YangFrontiers Media S.A.articlebiotinß-cyclodextrincannabidiolinclusion complextargeting deliveryself-assemblyChemistryQD1-999ENFrontiers in Chemistry, Vol 9 (2021)
institution DOAJ
collection DOAJ
language EN
topic biotin
ß-cyclodextrin
cannabidiol
inclusion complex
targeting delivery
self-assembly
Chemistry
QD1-999
spellingShingle biotin
ß-cyclodextrin
cannabidiol
inclusion complex
targeting delivery
self-assembly
Chemistry
QD1-999
Panyong Zhu
Pin Lv
Pin Lv
Yazhou Zhang
Rongqiang Liao
Jing Liu
Rong Guo
Xuan Chen
Xiali Liao
Chuanzhu Gao
Kun Zhang
Ming Yang
Bo Yang
Self-Assembly System Based on Cyclodextrin for Targeted Delivery of Cannabidiol
description Cannabidiol (CBD) is one specific kind of the cannabinoid in Cannabis sativa L with a wide range of pharmacological activities. However, the poor water solubility and specificity of CBD limits its application in pharmaceutical field. For solving these problems, in this work, we successfully prepared a targeted carrier by grafting biotin (BIO) onto ethylenediamine-β-Cyclodextrin (EN-CD) in a single step to generate a functionalized supramolecule, named BIO-CD. Subsequently, an amantadine-conjugated cannabinoids (AD-CBD) was prepared and self-assembled with the BIO-CD. A series of methods were used to characterize the inclusion behavior and physicochemical properties of AD-CBD and BIO-CD. The results showed that AD-CBD entered the cavity of BIO-CD and formed a 1:1 host-guest inclusion complex. MTT assay and confocal laser scanning microscopy (CLSM) revealed that the targeting effect and anticancer activity of AD-CBD/BIO-CD inclusion complex against three human cancer cell lines were higher than BIO-CD, AD-CBD and free CBD. Moreover, the inclusion complex could release drugs under weakly acidic conditions. These results demonstrated that AD-CBD/BIO-CD inclusion complex possess excellent targeted and anticancer activity, which is hopeful to be applied in clinic as a new therapeutic approach.
format article
author Panyong Zhu
Pin Lv
Pin Lv
Yazhou Zhang
Rongqiang Liao
Jing Liu
Rong Guo
Xuan Chen
Xiali Liao
Chuanzhu Gao
Kun Zhang
Ming Yang
Bo Yang
author_facet Panyong Zhu
Pin Lv
Pin Lv
Yazhou Zhang
Rongqiang Liao
Jing Liu
Rong Guo
Xuan Chen
Xiali Liao
Chuanzhu Gao
Kun Zhang
Ming Yang
Bo Yang
author_sort Panyong Zhu
title Self-Assembly System Based on Cyclodextrin for Targeted Delivery of Cannabidiol
title_short Self-Assembly System Based on Cyclodextrin for Targeted Delivery of Cannabidiol
title_full Self-Assembly System Based on Cyclodextrin for Targeted Delivery of Cannabidiol
title_fullStr Self-Assembly System Based on Cyclodextrin for Targeted Delivery of Cannabidiol
title_full_unstemmed Self-Assembly System Based on Cyclodextrin for Targeted Delivery of Cannabidiol
title_sort self-assembly system based on cyclodextrin for targeted delivery of cannabidiol
publisher Frontiers Media S.A.
publishDate 2021
url https://doaj.org/article/140e58a5f7854bc988ebb06f71754dd7
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