Aromatic amines are a class of carcinogenic compounds
present in
tobacco smoke that are listed on the U.S. Food and Drug Administration
(FDA) list of harmful and potentially harmful constituents (HPHCs)
in tobacco products and tobacco smoke. The yields of six aromatic
amines (1-aminonaphthalene [1-AN], 2-aminonaphthalene [2-AN], 3-aminobiphenyl
[3-ABP], 4-aminobiphenyl [4-ABP],
ortho-
toluidine
[
o-
TOL], and
o
-anisidine [
o-
ANI]) in the mainstream smoke from 23 commercial filtered
cigars, 16 cigarillos, and 11 large cigars were determined using solid-phase
microextraction coupled to gas chromatography triple quadrupole mass
spectrometry (SPME headspace GC–MS/MS). The commercial cigars
were smoked under the Cooperation Centre for Scientific Research Relative
to Tobacco (CORESTA) Recommended Method 64 using a linear cigar smoking
machine. The aromatic amine yields in the mainstream smoke from 50
commercial cigars show high levels of variation within and between
the products. The average yields of the aromatic amines in the filtered
cigars, cigarillos, and large cigars were 108, 371, and 623 ng/cigar
for
o-
TOL; 6, 14, and 22 ng/cigar for
o-
ANI; 65, 114, and 174 ng/cigar for 1-AN; 25, 59, and 87 ng/cigar
for 2-AN; 6, 17, and 27 ng/cigar for 3- ABP; and 8, 11, and 17 ng/cigar
for 4-ABP, respectively. The relationships between aromatic amines
and (1) total particulate matter (TPM), (2) water-soluble proteins,
and (3) water-insoluble proteins were evaluated. We found that the
aromatic amines showed a good linear response with TPM on a per cigar
basis and showed significant positive correlations with proteins.
In addition, the water-insoluble proteins make a greater contribution
to the formation of aromatic amines compared to the water-soluble
proteins.