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Article: Cocrystallization of curcumin with benzenediols and benzenetriols via rapid solvent removal

TitleCocrystallization of curcumin with benzenediols and benzenetriols via rapid solvent removal
Authors
Issue Date2018
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/crystal
Citation
Crystal Growth & Design, 2018, v. 18 n. 9, p. 5534-5546 How to Cite?
AbstractRecent advances in crystal engineering by cocrystallization have offered a promising approach for tackling undesirable physicochemical properties of drug substances. In this study, various structurally similar benezenediols and benezenetriols, namely, catechol (CAT), resorcinol (RES), hydroquinone (HYQ), hydroxyquinol (HXQ), and pyrogallol (PYR), were employed as coformers to obtain phase pure cocrystals with curcumin (CUR) by rapid solvent evaporation of solutions. We successfully prepared two new cocrystals, CUR–CAT and CUR–HYQ, and a new polymorph of cocrystal, CUR–HXQ. Both could not be obtained by traditional cocrystallization methods. Their 1:1 stoichiometry was confirmed by the construction of a binary phase diagram through differential scanning calorimetry analysis. The hygroscopicity, dissolution, and tableting performance of the resulting cocrystals were evaluated. Compared to the individual constituent coformers, cocrystals exhibited profound improvement in the stability against high humidity. The CUR–HXQ cocrystal displayed an intrinsic dissolution rate 7 times faster than CUR. Four out of the five cocrystals had better tabletability. This work demonstrated the effectiveness of discovering cocrystals by kinetic entrapment using a fast solvent removal approach. Some of these cocrystals possess improved pharmaceutical properties for future development of solid dosage forms of CUR.
Persistent Identifierhttp://hdl.handle.net/10722/259430
ISSN
2019 Impact Factor: 4.089
2015 SCImago Journal Rankings: 1.328
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorWong, SN-
dc.contributor.authorHu, S-
dc.contributor.authorNg, WW-
dc.contributor.authorXu, X-
dc.contributor.authorLai, KL-
dc.contributor.authorLee, TWY-
dc.contributor.authorChow, AHL-
dc.contributor.authorSun, CC-
dc.contributor.authorChow, SF-
dc.date.accessioned2018-09-03T04:07:17Z-
dc.date.available2018-09-03T04:07:17Z-
dc.date.issued2018-
dc.identifier.citationCrystal Growth & Design, 2018, v. 18 n. 9, p. 5534-5546-
dc.identifier.issn1528-7483-
dc.identifier.urihttp://hdl.handle.net/10722/259430-
dc.description.abstractRecent advances in crystal engineering by cocrystallization have offered a promising approach for tackling undesirable physicochemical properties of drug substances. In this study, various structurally similar benezenediols and benezenetriols, namely, catechol (CAT), resorcinol (RES), hydroquinone (HYQ), hydroxyquinol (HXQ), and pyrogallol (PYR), were employed as coformers to obtain phase pure cocrystals with curcumin (CUR) by rapid solvent evaporation of solutions. We successfully prepared two new cocrystals, CUR–CAT and CUR–HYQ, and a new polymorph of cocrystal, CUR–HXQ. Both could not be obtained by traditional cocrystallization methods. Their 1:1 stoichiometry was confirmed by the construction of a binary phase diagram through differential scanning calorimetry analysis. The hygroscopicity, dissolution, and tableting performance of the resulting cocrystals were evaluated. Compared to the individual constituent coformers, cocrystals exhibited profound improvement in the stability against high humidity. The CUR–HXQ cocrystal displayed an intrinsic dissolution rate 7 times faster than CUR. Four out of the five cocrystals had better tabletability. This work demonstrated the effectiveness of discovering cocrystals by kinetic entrapment using a fast solvent removal approach. Some of these cocrystals possess improved pharmaceutical properties for future development of solid dosage forms of CUR.-
dc.languageeng-
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/crystal-
dc.relation.ispartofCrystal Growth & Design-
dc.rightsThis document is the Accepted Manuscript version of a Published Work that appeared in final form in Crystal Growth & Design, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/10.1021/acs.cgd.8b00849-
dc.titleCocrystallization of curcumin with benzenediols and benzenetriols via rapid solvent removal-
dc.typeArticle-
dc.identifier.emailWong, SN: katsnw@hku.hk-
dc.identifier.emailXu, X: bonniexu@HKUCC-COM.hku.hk-
dc.identifier.emailChow, SF: asfchow@hku.hk-
dc.identifier.authorityChow, SF=rp02296-
dc.description.naturepostprint-
dc.identifier.doi10.1021/acs.cgd.8b00849-
dc.identifier.hkuros288023-
dc.identifier.volume18-
dc.identifier.issue9-
dc.identifier.spage5534-
dc.identifier.epage5546-
dc.identifier.isiWOS:000444218400084-
dc.publisher.placeUnited States-

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