Analysis of coumarin and angelica lactones in smokeless tobacco products

Abstract Differences in health risks between different styles of smokeless tobacco products (STPs) have prompted interest in their relative levels of toxic chemicals. We report here the development of methods for the analysis of STPs for coumarin and for α-angelica lactone (α-AL), both of which have...

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Main Authors: Kevin McAdam, Trevor Enos, Carol Goss, Harriet Kimpton, Arif Faizi, Steve Edwards, Christopher Wright, Andrew Porter, Brad Rodu
Format: Article
Language:English
Published: BMC 2018-12-01
Series:Chemistry Central Journal
Subjects:
Online Access:http://link.springer.com/article/10.1186/s13065-018-0506-2
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author Kevin McAdam
Trevor Enos
Carol Goss
Harriet Kimpton
Arif Faizi
Steve Edwards
Christopher Wright
Andrew Porter
Brad Rodu
author_facet Kevin McAdam
Trevor Enos
Carol Goss
Harriet Kimpton
Arif Faizi
Steve Edwards
Christopher Wright
Andrew Porter
Brad Rodu
author_sort Kevin McAdam
collection DOAJ
description Abstract Differences in health risks between different styles of smokeless tobacco products (STPs) have prompted interest in their relative levels of toxic chemicals. We report here the development of methods for the analysis of STPs for coumarin and for α-angelica lactone (α-AL), both of which have been included in various published lists of tobacco toxicants. We have also determined the concentrations of these lactones in commercial STPs from the US and Sweden, representing 80–90% of the 2010 market share for all the major STP categories in these two countries: 65 products (plus two reference products) for coumarin and 66 commercial products for α-AL. For coumarin, methanol extracts of the STPs were analysed by HPLC/MS/MS. The lower limit of quantification (LOQ) and limit of detection (LOD) were, respectively, 100 and 30 ng coumarin/g of STP on a wet weight basis (WWB). Alpha-AL was determined via direct headspace GC/MS. The LOQ and LOD were 65 and 30 ng/g WWB respectively. Coumarin was detected In 3/33 Swedish snus, 5/13 US chewing tobaccos, 16/16 moist snuffs and 5/6 dry snuffs. Concentrations in those samples with quantifiable coumarin contents ranged from 186 to 1656 ng/g WWB. Concentrations of coumarin measured in this study were consistent with levels naturally found in tobacco. None of the STPs analysed would significantly contribute to coumarin exposure in consumers compared with dietary sources, and estimated exposure levels were 1000× lower than the European Food Safety Authority Tolerable Daily Intake. Hence the relevance of coumarin to the toxicity of STPs and its inclusion in the FDA’s list of harmful and potentially harmful compounds list is questionable. Measurements of α-AL in these STPs found that the majority did not have quantifiable contents, however, for three STPs concentrations of α-AL were above the LOQ (116–140 ng/g WWB) and for four other STPs concentrations of α-AL could be estimated between the LOD and LOQ. Beta-angelica lactone was tentatively identified in three of the STPs but the levels could not be reliably quantified. The levels of α-AL in tobacco products are reported here for the first time, but the relevance of α-AL to the toxicity of STPs is also highly questionable given that it has GRAS status as a permitted food additive.
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spelling doaj.art-6326c6b8594c42c2a29b969123b3504a2022-12-21T18:27:53ZengBMCChemistry Central Journal1752-153X2018-12-0112111610.1186/s13065-018-0506-2Analysis of coumarin and angelica lactones in smokeless tobacco productsKevin McAdam0Trevor Enos1Carol Goss2Harriet Kimpton3Arif Faizi4Steve Edwards5Christopher Wright6Andrew PorterBrad Rodu7Group Research & Development, British American TobaccoGroup Research & Development, British American TobaccoGroup Research & Development, British American TobaccoGroup Research & Development, British American TobaccoGroup Research & Development, British American TobaccoGroup Research & Development, British American TobaccoGroup Research & Development, British American TobaccoDepartment of Medicine, School of Medicine, University of LouisvilleAbstract Differences in health risks between different styles of smokeless tobacco products (STPs) have prompted interest in their relative levels of toxic chemicals. We report here the development of methods for the analysis of STPs for coumarin and for α-angelica lactone (α-AL), both of which have been included in various published lists of tobacco toxicants. We have also determined the concentrations of these lactones in commercial STPs from the US and Sweden, representing 80–90% of the 2010 market share for all the major STP categories in these two countries: 65 products (plus two reference products) for coumarin and 66 commercial products for α-AL. For coumarin, methanol extracts of the STPs were analysed by HPLC/MS/MS. The lower limit of quantification (LOQ) and limit of detection (LOD) were, respectively, 100 and 30 ng coumarin/g of STP on a wet weight basis (WWB). Alpha-AL was determined via direct headspace GC/MS. The LOQ and LOD were 65 and 30 ng/g WWB respectively. Coumarin was detected In 3/33 Swedish snus, 5/13 US chewing tobaccos, 16/16 moist snuffs and 5/6 dry snuffs. Concentrations in those samples with quantifiable coumarin contents ranged from 186 to 1656 ng/g WWB. Concentrations of coumarin measured in this study were consistent with levels naturally found in tobacco. None of the STPs analysed would significantly contribute to coumarin exposure in consumers compared with dietary sources, and estimated exposure levels were 1000× lower than the European Food Safety Authority Tolerable Daily Intake. Hence the relevance of coumarin to the toxicity of STPs and its inclusion in the FDA’s list of harmful and potentially harmful compounds list is questionable. Measurements of α-AL in these STPs found that the majority did not have quantifiable contents, however, for three STPs concentrations of α-AL were above the LOQ (116–140 ng/g WWB) and for four other STPs concentrations of α-AL could be estimated between the LOD and LOQ. Beta-angelica lactone was tentatively identified in three of the STPs but the levels could not be reliably quantified. The levels of α-AL in tobacco products are reported here for the first time, but the relevance of α-AL to the toxicity of STPs is also highly questionable given that it has GRAS status as a permitted food additive.http://link.springer.com/article/10.1186/s13065-018-0506-2CoumarinAngelica lactoneSmokeless tobaccoSnuffSnus
spellingShingle Kevin McAdam
Trevor Enos
Carol Goss
Harriet Kimpton
Arif Faizi
Steve Edwards
Christopher Wright
Andrew Porter
Brad Rodu
Analysis of coumarin and angelica lactones in smokeless tobacco products
Chemistry Central Journal
Coumarin
Angelica lactone
Smokeless tobacco
Snuff
Snus
title Analysis of coumarin and angelica lactones in smokeless tobacco products
title_full Analysis of coumarin and angelica lactones in smokeless tobacco products
title_fullStr Analysis of coumarin and angelica lactones in smokeless tobacco products
title_full_unstemmed Analysis of coumarin and angelica lactones in smokeless tobacco products
title_short Analysis of coumarin and angelica lactones in smokeless tobacco products
title_sort analysis of coumarin and angelica lactones in smokeless tobacco products
topic Coumarin
Angelica lactone
Smokeless tobacco
Snuff
Snus
url http://link.springer.com/article/10.1186/s13065-018-0506-2
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