Published Online: 30 Dec 2014 Page range: 495 - 495
Abstract
Abstract
We were pleased to hear that a longstanding author to Beiträge had received the Tobacco Science Research ConferenceLifetime Achievement Award in 2012 - Dr Serban C. Moldoveanu. Dr Moldoveanu has published 21 papers in our journal. In 14 of these, he was the first author. The first article ofDr Moldoveanu was published in Beiträge in April 2000, the most recent will appear in this issue of Beiträge. We congratulate Dr SerbanModoveanu on being awarded the Tobacco Science Research Conference LifetimeAchievement Award in 2012. We as editors of BeiträgezurTabakforschung International are also a little proud that hehas chosen our Journal for publishing a major part of this tobacco-related work in his successful career. Please also readthe laudation by Dr Anthony R. Gerardi on pages 496 to 497.
Published Online: 30 Dec 2014 Page range: 499 - 506
Abstract
Abstract
Quinic acid [D(-)-quinic acid, (1S, 3R,4S,5R)-1,3,4,5-tetrahydroxycyclohexanecarboxylic acid], and inositol [myoinositol, (1R,2R,3S,4S,5R,6S-cyclohexane-1,2,3,4,5,6-hexol or cis-1,2,3,5-trans-4,6-cyclohexane-hexol] are oxygenated compounds well known as tobacco constituents. Although mentioned in the literature as constituents of tobacco leaf as early as 1930, very little information is offered regarding the quantitation of quinic acid and inositol, up to the present day. This study describes a simple procedure for the analysis of quinic acid and myo-inositol in tobacco and reports the levels of these two analytes in various single grade and blended tobaccos from commercial and Kentucky reference cigarettes. The procedure is based on an original LC/MS/MS analysis of the tobacco extract. This method and its validation are described in this paper.
A wide range of levels of the analytes was observed from sample to sample. Burley samples were in general low in both quinic acid and inositol compared to flue-cured tobaccos. The levels of myo-inositol detected in the analyzed samples were consistent with previously reported results for flue-cured tobaccos, but significantly lower than those reported for Burley. Besides myo-inositol, a number of naturally occurring stereoisomers of inositol are known. These include scyllo-, muco-, D-chiro- and neo-inositol. Other isomers are possible, including L-chiro-, allo-, epiand cis-inositol, but they are less common. No previous study has been reported regarding the evaluation of these compounds in tobacco, and the present study indicated that only myo-inositol and D(-)-quinic acid are found in tobacco.
Published Online: 30 Dec 2014 Page range: 507 - 519
Abstract
Abstract
A CORESTA Recommended Method (CRM 75) has been developed and published, applicable to the quantification of tobacco-specific nitrosamines (TSNAs), namely, Nnitrosonornicotine (NNN), N-nitrosoanabasine (NAB), Nnitrosoanatabine (NAT) and 4-(N-nitrosomethylamino)-1-(3-pyridyl)-1-butanone (NNK) in cigarette mainstream smoke. The method involves smoke collection on a Cambridge filter pad under both ISO 3308 and the intense conditions adopted by Health Canada. An internal standard solution is added to the smoke collected on the pad and, after extraction, an aliquot is separated and quantitatively analysed by liquid chromatographytandem mass spectrometry (LC-MS/MS).
CRM 63 involving gas chromatography coupled with a thermal energy analyser (GC-TEA) was previously developed by the CORESTA Special Analytes Group that had been set up to develop recommended methods on smoke components. However, by 2009 most laboratories had moved to similar LC-MS/MS methods for TSNA analysis and so this technique was chosen as the basis of a new CRM and to complement CRM 63. Initial joint experiments, specific experiments by single laboratories and ongoing discussions identified methodological aspects that needed to be ‘standardised’ before moving to a CRM.
A joint experiment by 15 laboratories was carried out in 2010-2011 that investigated and identified important methodological features that needed to be controlled or clarified. CRM 75 was produced through a final collaborative experiment involving 20 laboratories from 12 countries using both linear and rotary smoking machines. Some notes are included in the CRM to inform other laboratories that might wish to adopt the method, concerning aspects that need to be well controlled to provide data as robust as possible and to provide similar repeatability and reproducibility data.
Statistical evaluations were made according to ISO 5725 guidelines and are included. Under ISO smoking, the levels of reproducibility (R) expressed as a percentage of the mean of TSNA yields across laboratories are much greater than the levels found for “tar”, nicotine and carbon monoxide and given in the relevant ISO standards. The R value was expressed as a percentage of the mean yield amonglaboratories and across all of the studied products. Under
ISO smoking R% values ranged from 25-60% for NNN; from 31-85% for NNK; from 47-58% for NAT and 40-99% for NAB. These levels are generally in line with those determined previously for TSNAs in CRM 63 and for other smoke analytes studied by the Special Analytes Group.
Under ‘intense’ smoking, R% values ranged from 30-88% for NNN; from 37-79% for NNK; from 47-83% for NAT and 42-111% for NAB. A plot of R against mean yields suggests that the ‘intense’ regime gives similar or slightly worse reproducibility than the ISO regime in spite of the higher yields generated.
We were pleased to hear that a longstanding author to Beiträge had received the Tobacco Science Research ConferenceLifetime Achievement Award in 2012 - Dr Serban C. Moldoveanu. Dr Moldoveanu has published 21 papers in our journal. In 14 of these, he was the first author. The first article ofDr Moldoveanu was published in Beiträge in April 2000, the most recent will appear in this issue of Beiträge. We congratulate Dr SerbanModoveanu on being awarded the Tobacco Science Research Conference LifetimeAchievement Award in 2012. We as editors of BeiträgezurTabakforschung International are also a little proud that hehas chosen our Journal for publishing a major part of this tobacco-related work in his successful career. Please also readthe laudation by Dr Anthony R. Gerardi on pages 496 to 497.
Quinic acid [D(-)-quinic acid, (1S, 3R,4S,5R)-1,3,4,5-tetrahydroxycyclohexanecarboxylic acid], and inositol [myoinositol, (1R,2R,3S,4S,5R,6S-cyclohexane-1,2,3,4,5,6-hexol or cis-1,2,3,5-trans-4,6-cyclohexane-hexol] are oxygenated compounds well known as tobacco constituents. Although mentioned in the literature as constituents of tobacco leaf as early as 1930, very little information is offered regarding the quantitation of quinic acid and inositol, up to the present day. This study describes a simple procedure for the analysis of quinic acid and myo-inositol in tobacco and reports the levels of these two analytes in various single grade and blended tobaccos from commercial and Kentucky reference cigarettes. The procedure is based on an original LC/MS/MS analysis of the tobacco extract. This method and its validation are described in this paper.
A wide range of levels of the analytes was observed from sample to sample. Burley samples were in general low in both quinic acid and inositol compared to flue-cured tobaccos. The levels of myo-inositol detected in the analyzed samples were consistent with previously reported results for flue-cured tobaccos, but significantly lower than those reported for Burley. Besides myo-inositol, a number of naturally occurring stereoisomers of inositol are known. These include scyllo-, muco-, D-chiro- and neo-inositol. Other isomers are possible, including L-chiro-, allo-, epiand cis-inositol, but they are less common. No previous study has been reported regarding the evaluation of these compounds in tobacco, and the present study indicated that only myo-inositol and D(-)-quinic acid are found in tobacco.
A CORESTA Recommended Method (CRM 75) has been developed and published, applicable to the quantification of tobacco-specific nitrosamines (TSNAs), namely, Nnitrosonornicotine (NNN), N-nitrosoanabasine (NAB), Nnitrosoanatabine (NAT) and 4-(N-nitrosomethylamino)-1-(3-pyridyl)-1-butanone (NNK) in cigarette mainstream smoke. The method involves smoke collection on a Cambridge filter pad under both ISO 3308 and the intense conditions adopted by Health Canada. An internal standard solution is added to the smoke collected on the pad and, after extraction, an aliquot is separated and quantitatively analysed by liquid chromatographytandem mass spectrometry (LC-MS/MS).
CRM 63 involving gas chromatography coupled with a thermal energy analyser (GC-TEA) was previously developed by the CORESTA Special Analytes Group that had been set up to develop recommended methods on smoke components. However, by 2009 most laboratories had moved to similar LC-MS/MS methods for TSNA analysis and so this technique was chosen as the basis of a new CRM and to complement CRM 63. Initial joint experiments, specific experiments by single laboratories and ongoing discussions identified methodological aspects that needed to be ‘standardised’ before moving to a CRM.
A joint experiment by 15 laboratories was carried out in 2010-2011 that investigated and identified important methodological features that needed to be controlled or clarified. CRM 75 was produced through a final collaborative experiment involving 20 laboratories from 12 countries using both linear and rotary smoking machines. Some notes are included in the CRM to inform other laboratories that might wish to adopt the method, concerning aspects that need to be well controlled to provide data as robust as possible and to provide similar repeatability and reproducibility data.
Statistical evaluations were made according to ISO 5725 guidelines and are included. Under ISO smoking, the levels of reproducibility (R) expressed as a percentage of the mean of TSNA yields across laboratories are much greater than the levels found for “tar”, nicotine and carbon monoxide and given in the relevant ISO standards. The R value was expressed as a percentage of the mean yield amonglaboratories and across all of the studied products. Under
ISO smoking R% values ranged from 25-60% for NNN; from 31-85% for NNK; from 47-58% for NAT and 40-99% for NAB. These levels are generally in line with those determined previously for TSNAs in CRM 63 and for other smoke analytes studied by the Special Analytes Group.
Under ‘intense’ smoking, R% values ranged from 30-88% for NNN; from 37-79% for NNK; from 47-83% for NAT and 42-111% for NAB. A plot of R against mean yields suggests that the ‘intense’ regime gives similar or slightly worse reproducibility than the ISO regime in spite of the higher yields generated.