Chiral liquid chromatography-tandem mass spectrometry for enantiomeric profiling of ten alkaloids in tobacco: Assessing interconversion in precursor materials and aerosol.
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| Title: | Chiral liquid chromatography-tandem mass spectrometry for enantiomeric profiling of ten alkaloids in tobacco: Assessing interconversion in precursor materials and aerosol. |
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| Authors: | Han, Shu-Lei1,2,3 (AUTHOR), Cui, Li-Li1,2,3 (AUTHOR), Song, Ling-Xiao1,2,3 (AUTHOR), Fu, Ya-Ning1,2,3 (AUTHOR), Wang, Hong-Juan1,2,3 (AUTHOR), Tian, Yu-Shan1,2,3 (AUTHOR), Li, Xiao1,2,3 (AUTHOR), Chen, Huan1,2,3 (AUTHOR) hunny_ch@163.com, Hou, Hong-Wei1,2,3 (AUTHOR) qsfctc@163.com |
| Source: | Microchemical Journal. Jun2024, Vol. 201, pN.PAG-N.PAG. 1p. |
| Subjects: | Liquid chromatography-mass spectrometry, Chirality of nuclear particles, Tobacco smoke, Aerosols, Tobacco products, Enantiomers, Complex matrices |
| Abstract: | [Display omitted] • Chirally structured alkaloids have diverse metabolic and physiological properties. • This method can accurately detect 10 kinds of alkaloids and isomers in complex substrates. • Overcoming the difficulties in separating multiple chiral enantiomers in complex matrices. • The study firstly analyzes isomers ratio of alkaloids, and speculates the interconversion mechanism. Multiple chiral enantiomer separation poses challenges in analyzing complex matrices like natural plant materials. Currently, there is no straightforward method for simultaneous separation and analysis of ten alkaloids and enantiomers, mainly due to most of their low levels. Here, we present an improved chiral liquid chromatography-tandem mass spectrometry method for accurate quantification of ten alkaloids and enantiomers. This method exhibits recoveries of 92.3 to 118.1 %, intra-day precisions of 0.6 to 4.7 %, and inter-day precisions of 1.2 to 4.5 %, with detection limits ranging from 0.03 to 3.0 ng/mL. Successfully applied to the ten alkaloids and enantiomers quantification in precursor tobacco materials and aerosols from traditional cigarettes and heated tobacco products, our results show higher concentrations of ten alkaloids in traditional cigarette aerosol compared to heated tobacco products aerosol. During aerosol formation, (R)-cotinine, N-methylanabasine, and β-nornicotyrine were produced. Notably, high temperatures during aerosol formation favored the (R)-enantiomer of several chiral alkaloids, and lead to the formation of new secondary alkaloids. This proposed mechanism represents the first attempt to elucidate the interconversion of alkaloids during aerosol formation. [ABSTRACT FROM AUTHOR] |
| Copyright of Microchemical Journal 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: 177351880 AccessLevel: 6 PubType: Academic Journal PubTypeId: academicJournal PreciseRelevancyScore: 0 |
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| Items | – Name: Title Label: Title Group: Ti Data: Chiral liquid chromatography-tandem mass spectrometry for enantiomeric profiling of ten alkaloids in tobacco: Assessing interconversion in precursor materials and aerosol. – Name: Author Label: Authors Group: Au Data: <searchLink fieldCode="AR" term="%22Han%2C+Shu-Lei%22">Han, Shu-Lei</searchLink><relatesTo>1,2,3</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Cui%2C+Li-Li%22">Cui, Li-Li</searchLink><relatesTo>1,2,3</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Song%2C+Ling-Xiao%22">Song, Ling-Xiao</searchLink><relatesTo>1,2,3</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Fu%2C+Ya-Ning%22">Fu, Ya-Ning</searchLink><relatesTo>1,2,3</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Wang%2C+Hong-Juan%22">Wang, Hong-Juan</searchLink><relatesTo>1,2,3</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Tian%2C+Yu-Shan%22">Tian, Yu-Shan</searchLink><relatesTo>1,2,3</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Li%2C+Xiao%22">Li, Xiao</searchLink><relatesTo>1,2,3</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Chen%2C+Huan%22">Chen, Huan</searchLink><relatesTo>1,2,3</relatesTo> (AUTHOR)<i> hunny_ch@163.com</i><br /><searchLink fieldCode="AR" term="%22Hou%2C+Hong-Wei%22">Hou, Hong-Wei</searchLink><relatesTo>1,2,3</relatesTo> (AUTHOR)<i> qsfctc@163.com</i> – Name: TitleSource Label: Source Group: Src Data: <searchLink fieldCode="JN" term="%22Microchemical+Journal%22">Microchemical Journal</searchLink>. Jun2024, Vol. 201, pN.PAG-N.PAG. 1p. – Name: Subject Label: Subjects Group: Su Data: <searchLink fieldCode="DE" term="%22Liquid+chromatography-mass+spectrometry%22">Liquid chromatography-mass spectrometry</searchLink><br /><searchLink fieldCode="DE" term="%22Chirality+of+nuclear+particles%22">Chirality of nuclear particles</searchLink><br /><searchLink fieldCode="DE" term="%22Tobacco+smoke%22">Tobacco smoke</searchLink><br /><searchLink fieldCode="DE" term="%22Aerosols%22">Aerosols</searchLink><br /><searchLink fieldCode="DE" term="%22Tobacco+products%22">Tobacco products</searchLink><br /><searchLink fieldCode="DE" term="%22Enantiomers%22">Enantiomers</searchLink><br /><searchLink fieldCode="DE" term="%22Complex+matrices%22">Complex matrices</searchLink> – Name: Abstract Label: Abstract Group: Ab Data: [Display omitted] • Chirally structured alkaloids have diverse metabolic and physiological properties. • This method can accurately detect 10 kinds of alkaloids and isomers in complex substrates. • Overcoming the difficulties in separating multiple chiral enantiomers in complex matrices. • The study firstly analyzes isomers ratio of alkaloids, and speculates the interconversion mechanism. Multiple chiral enantiomer separation poses challenges in analyzing complex matrices like natural plant materials. Currently, there is no straightforward method for simultaneous separation and analysis of ten alkaloids and enantiomers, mainly due to most of their low levels. Here, we present an improved chiral liquid chromatography-tandem mass spectrometry method for accurate quantification of ten alkaloids and enantiomers. This method exhibits recoveries of 92.3 to 118.1 %, intra-day precisions of 0.6 to 4.7 %, and inter-day precisions of 1.2 to 4.5 %, with detection limits ranging from 0.03 to 3.0 ng/mL. Successfully applied to the ten alkaloids and enantiomers quantification in precursor tobacco materials and aerosols from traditional cigarettes and heated tobacco products, our results show higher concentrations of ten alkaloids in traditional cigarette aerosol compared to heated tobacco products aerosol. During aerosol formation, (R)-cotinine, N-methylanabasine, and β-nornicotyrine were produced. Notably, high temperatures during aerosol formation favored the (R)-enantiomer of several chiral alkaloids, and lead to the formation of new secondary alkaloids. This proposed mechanism represents the first attempt to elucidate the interconversion of alkaloids during aerosol formation. [ABSTRACT FROM AUTHOR] – Name: AbstractSuppliedCopyright Label: Group: Ab Data: <i>Copyright of Microchemical Journal 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.microc.2024.110566 Languages: – Code: eng Text: English PhysicalDescription: Pagination: PageCount: 1 StartPage: N.PAG Subjects: – SubjectFull: Liquid chromatography-mass spectrometry Type: general – SubjectFull: Chirality of nuclear particles Type: general – SubjectFull: Tobacco smoke Type: general – SubjectFull: Aerosols Type: general – SubjectFull: Tobacco products Type: general – SubjectFull: Enantiomers Type: general – SubjectFull: Complex matrices Type: general Titles: – TitleFull: Chiral liquid chromatography-tandem mass spectrometry for enantiomeric profiling of ten alkaloids in tobacco: Assessing interconversion in precursor materials and aerosol. Type: main BibRelationships: HasContributorRelationships: – PersonEntity: Name: NameFull: Han, Shu-Lei – PersonEntity: Name: NameFull: Cui, Li-Li – PersonEntity: Name: NameFull: Song, Ling-Xiao – PersonEntity: Name: NameFull: Fu, Ya-Ning – PersonEntity: Name: NameFull: Wang, Hong-Juan – PersonEntity: Name: NameFull: Tian, Yu-Shan – PersonEntity: Name: NameFull: Li, Xiao – PersonEntity: Name: NameFull: Chen, Huan – PersonEntity: Name: NameFull: Hou, Hong-Wei IsPartOfRelationships: – BibEntity: Dates: – D: 01 M: 06 Text: Jun2024 Type: published Y: 2024 Identifiers: – Type: issn-print Value: 0026265X Numbering: – Type: volume Value: 201 Titles: – TitleFull: Microchemical Journal Type: main |
| ResultId | 1 |
