Solubility measurement and molecular simulation of unsolvated and solvated estrogen receptor agonist (R)-equol in binary solvents (alcohols + n-heptane) from 273.15 K to 333.15 K.
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| Title: | Solubility measurement and molecular simulation of unsolvated and solvated estrogen receptor agonist (R)-equol in binary solvents (alcohols + n-heptane) from 273.15 K to 333.15 K. |
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| Authors: | Lou, Boxuan1 (AUTHOR), Xu, Yue1 (AUTHOR) 394073276@qq.com, Qin, Xiaolan1 (AUTHOR), Liu, Chang1 (AUTHOR), Wang, Shujun1 (AUTHOR), Yuan, Haikuan1 (AUTHOR), Liu, Xijian1 (AUTHOR), Zhang, Lijuan1 (AUTHOR), Lu, Jie1 (AUTHOR) lujie@sues.edu.cn |
| Source: | Journal of Molecular Liquids. Apr2023, Vol. 376, pN.PAG-N.PAG. 1p. |
| Subjects: | Heptane, Estrogen receptors, Solubility, Solvents, Hydrogen bonding interactions, Electric potential |
| Abstract: | The solubility of unsolvated and solvated crystalline (R)-equol in alcohols and their mixtures with n -heptane were firstly systematically acquired from 273.15 K to 333.15 K. The transformation temperatures between unsolvated and solvated forms in methanol and ethanol were determined at 316.28 K and 310.50 K, respectively. The dissolution of unsolvated crystalline (R)-equol was found to be endothermic, to which the polarity of solvents, hydrogen bonding and van der Waals interactions should make main contributions. [Display omitted] • Solubilities of unsolvated crystalline (R)-equol in six binary mixed solvents were determined. • Transformation temperatures between unsolvated and solvated (R)-equol in methanol and ethanol were revealed. • Dissolution mechanism of (R)-equol in the studied solvents was identified by the aid of molecular simulations. In this work, the solubility of unsolvated crystalline (R)-equol in six (alcohols + n -heptane) binary solvents and that of solvated crystalline (R)-equol in methanol along with ethanol were firstly systematically measured and analyzed. The experimental results revealed that the solubility of unsolvated crystalline (R)-equol was positively correlated with temperature and mass fraction of alcohol. And the solubility order was 2-propanol > 1-propanol > 1-butanol > 1-pentanol > 3-methyl-1-butanol > 2-methyl-1-propanol > n -heptane. The transformation temperatures between unsolvated and solvated forms were acquired at 316.28 K and 310.50 K, respectively. Meanwhile, the experimental solubility data of unsolvated crystalline (R)-equol were correlated using modified Apelblat, λh , quartic polynomial and CNIBS/R-K equations, in which the modified Apelblat equation achieved the best regression performance. Besides, the dissolution of unsolvated crystalline (R)-equol was endothermic. Furthermore, solvent parameters, solvation free energy and molecular electrostatic potential surface obtained through molecular simulation were used to explain the experimental phenomena, and found the polarity of solvents, van der Waals and hydrogen bonding interactions made different contributions to various dissolution processes. [ABSTRACT FROM AUTHOR] |
| Copyright of Journal of Molecular Liquids is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.) | |
| Database: | Engineering Source |
| FullText | Text: Availability: 0 |
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| Header | DbId: egs DbLabel: Engineering Source An: 162436473 AccessLevel: 6 PubType: Academic Journal PubTypeId: academicJournal PreciseRelevancyScore: 0 |
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| Items | – Name: Title Label: Title Group: Ti Data: Solubility measurement and molecular simulation of unsolvated and solvated estrogen receptor agonist (R)-equol in binary solvents (alcohols + n-heptane) from 273.15 K to 333.15 K. – Name: Author Label: Authors Group: Au Data: <searchLink fieldCode="AR" term="%22Lou%2C+Boxuan%22">Lou, Boxuan</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Xu%2C+Yue%22">Xu, Yue</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> 394073276@qq.com</i><br /><searchLink fieldCode="AR" term="%22Qin%2C+Xiaolan%22">Qin, Xiaolan</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Liu%2C+Chang%22">Liu, Chang</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Wang%2C+Shujun%22">Wang, Shujun</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Yuan%2C+Haikuan%22">Yuan, Haikuan</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Liu%2C+Xijian%22">Liu, Xijian</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Zhang%2C+Lijuan%22">Zhang, Lijuan</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Lu%2C+Jie%22">Lu, Jie</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> lujie@sues.edu.cn</i> – Name: TitleSource Label: Source Group: Src Data: <searchLink fieldCode="JN" term="%22Journal+of+Molecular+Liquids%22">Journal of Molecular Liquids</searchLink>. Apr2023, Vol. 376, pN.PAG-N.PAG. 1p. – Name: Subject Label: Subjects Group: Su Data: <searchLink fieldCode="DE" term="%22Heptane%22">Heptane</searchLink><br /><searchLink fieldCode="DE" term="%22Estrogen+receptors%22">Estrogen receptors</searchLink><br /><searchLink fieldCode="DE" term="%22Solubility%22">Solubility</searchLink><br /><searchLink fieldCode="DE" term="%22Solvents%22">Solvents</searchLink><br /><searchLink fieldCode="DE" term="%22Hydrogen+bonding+interactions%22">Hydrogen bonding interactions</searchLink><br /><searchLink fieldCode="DE" term="%22Electric+potential%22">Electric potential</searchLink> – Name: Abstract Label: Abstract Group: Ab Data: The solubility of unsolvated and solvated crystalline (R)-equol in alcohols and their mixtures with n -heptane were firstly systematically acquired from 273.15 K to 333.15 K. The transformation temperatures between unsolvated and solvated forms in methanol and ethanol were determined at 316.28 K and 310.50 K, respectively. The dissolution of unsolvated crystalline (R)-equol was found to be endothermic, to which the polarity of solvents, hydrogen bonding and van der Waals interactions should make main contributions. [Display omitted] • Solubilities of unsolvated crystalline (R)-equol in six binary mixed solvents were determined. • Transformation temperatures between unsolvated and solvated (R)-equol in methanol and ethanol were revealed. • Dissolution mechanism of (R)-equol in the studied solvents was identified by the aid of molecular simulations. In this work, the solubility of unsolvated crystalline (R)-equol in six (alcohols + n -heptane) binary solvents and that of solvated crystalline (R)-equol in methanol along with ethanol were firstly systematically measured and analyzed. The experimental results revealed that the solubility of unsolvated crystalline (R)-equol was positively correlated with temperature and mass fraction of alcohol. And the solubility order was 2-propanol > 1-propanol > 1-butanol > 1-pentanol > 3-methyl-1-butanol > 2-methyl-1-propanol > n -heptane. The transformation temperatures between unsolvated and solvated forms were acquired at 316.28 K and 310.50 K, respectively. Meanwhile, the experimental solubility data of unsolvated crystalline (R)-equol were correlated using modified Apelblat, λh , quartic polynomial and CNIBS/R-K equations, in which the modified Apelblat equation achieved the best regression performance. Besides, the dissolution of unsolvated crystalline (R)-equol was endothermic. Furthermore, solvent parameters, solvation free energy and molecular electrostatic potential surface obtained through molecular simulation were used to explain the experimental phenomena, and found the polarity of solvents, van der Waals and hydrogen bonding interactions made different contributions to various dissolution processes. [ABSTRACT FROM AUTHOR] – Name: AbstractSuppliedCopyright Label: Group: Ab Data: <i>Copyright of Journal of Molecular Liquids is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.) |
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| RecordInfo | BibRecord: BibEntity: Identifiers: – Type: doi Value: 10.1016/j.molliq.2023.121460 Languages: – Code: eng Text: English PhysicalDescription: Pagination: PageCount: 1 StartPage: N.PAG Subjects: – SubjectFull: Heptane Type: general – SubjectFull: Estrogen receptors Type: general – SubjectFull: Solubility Type: general – SubjectFull: Solvents Type: general – SubjectFull: Hydrogen bonding interactions Type: general – SubjectFull: Electric potential Type: general Titles: – TitleFull: Solubility measurement and molecular simulation of unsolvated and solvated estrogen receptor agonist (R)-equol in binary solvents (alcohols + n-heptane) from 273.15 K to 333.15 K. Type: main BibRelationships: HasContributorRelationships: – PersonEntity: Name: NameFull: Lou, Boxuan – PersonEntity: Name: NameFull: Xu, Yue – PersonEntity: Name: NameFull: Qin, Xiaolan – PersonEntity: Name: NameFull: Liu, Chang – PersonEntity: Name: NameFull: Wang, Shujun – PersonEntity: Name: NameFull: Yuan, Haikuan – PersonEntity: Name: NameFull: Liu, Xijian – PersonEntity: Name: NameFull: Zhang, Lijuan – PersonEntity: Name: NameFull: Lu, Jie IsPartOfRelationships: – BibEntity: Dates: – D: 15 M: 04 Text: Apr2023 Type: published Y: 2023 Identifiers: – Type: issn-print Value: 01677322 Numbering: – Type: volume Value: 376 Titles: – TitleFull: Journal of Molecular Liquids Type: main |
| ResultId | 1 |
