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Preparation, characterization, and physicochemical property of the inclusion complexes of Cannabisin A with ,B-cyclodextrin and hydroxypropyl- ,B-cyclodextrin
Xu, Peng-Wei1,2; Yuan, Xiao-Fan1; Li, Hang1,2; Zhu, Yuan1,2; Zhao, Bing1
2023-01-15
Source PublicationJOURNAL OF MOLECULAR STRUCTURE
ISSN0022-2860
Volume1272Pages:11
AbstractCannabisin A (CA), derived from hemp seed shells, has antioxidant and anti-neuroinflammatory activity. However, its application is limited due to its poor solubility. In this work, ,B-cyclodextrin ( ,B-CD) and HP-,B-cyclodextrin (HP -,B-) were used to encapsulate CA to increase its water-solubility. The inclusion complexes of CA with ,B-CD (CA/,B-CD IC) and the inclusion complexes of CA with HP -,B-CD (CA/HP-,B- CD IC) were prepared by the aqueous ethanol solution method. The Job's plot assay and Phase solubility assay revealed that the inclusion complexes of CA with ,B-CD/HP-,B-CD formed at a 1:1 stoichiometric ratio. However, considering the inclusion process is reversible, the inclusion complexes were prepared at a 1:2 molar ratio. The structure of the inclusion complexes was identified by FT-IR, XRD, DSC, SEM, and NMR. In addition, the results of1 H NMR, 2D ROESY NMR, and molecular docking further determined the possible conformations of the inclusion complexes. The solubility of the CA in the CA/,B-CD IC and CA/HP-,B-CD IC was increased by 13.95-fold and 56.37-fold, respectively, compared to pure CA; and the dissolution and antioxidant activity of the CA were also significantly promoted after complexation. This study proved that CA/HP-,B-CD IC was the preferred inclusion complex compared to CA/,B-CD IC due to its better physicochemical properties. (c) 2022 Published by Elsevier B.V.
KeywordCannabisin A Hemp seed B -cyclodextrin Hydroxypropyl Inclusion complexes Encapsulation
DOI10.1016/j.molstruc.2022.134168
Language英语
WOS KeywordSATIVA L. SEED ; BETA-CYCLODEXTRINS ; CHLOROGENIC ACID ; TRANS-ANETHOLE ; SOLUBILITY ; STABILITY ; BEHAVIOR ; FRUITS ; LIGNANAMIDES
Funding ProjectYunnan Hanmeng Pharmaceutical Co. Ltd, (Yunnan, China)
WOS Research AreaChemistry
WOS SubjectChemistry, Physical
Funding OrganizationYunnan Hanmeng Pharmaceutical Co. Ltd, (Yunnan, China)
WOS IDWOS:000863986500002
PublisherELSEVIER
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Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/54994
Collection中国科学院过程工程研究所
Corresponding AuthorYuan, Xiao-Fan; Zhao, Bing
Affiliation1.Chinese Acad Sci, Inst Proc Engn, State Key Lab Biochem Engn, Beijing 100190, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Xu, Peng-Wei,Yuan, Xiao-Fan,Li, Hang,et al. Preparation, characterization, and physicochemical property of the inclusion complexes of Cannabisin A with ,B-cyclodextrin and hydroxypropyl- ,B-cyclodextrin[J]. JOURNAL OF MOLECULAR STRUCTURE,2023,1272:11.
APA Xu, Peng-Wei,Yuan, Xiao-Fan,Li, Hang,Zhu, Yuan,&Zhao, Bing.(2023).Preparation, characterization, and physicochemical property of the inclusion complexes of Cannabisin A with ,B-cyclodextrin and hydroxypropyl- ,B-cyclodextrin.JOURNAL OF MOLECULAR STRUCTURE,1272,11.
MLA Xu, Peng-Wei,et al."Preparation, characterization, and physicochemical property of the inclusion complexes of Cannabisin A with ,B-cyclodextrin and hydroxypropyl- ,B-cyclodextrin".JOURNAL OF MOLECULAR STRUCTURE 1272(2023):11.
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