To overcome the shortcomings of high relative humidity
and harmful
oxidation products from traditional humectants, excellent humectants
and flavor precursors were reported herein. Glucosamine hydrochloride
was used as the starting material for the cyclization, oxidation,
and alkylation processes that produced pyrrole acid. Then, esterification
occurred with polyol catalyzed by EDC and DMAP to give the target
compounds 2-(2,3-dihydroxypropyl) 4-methyl 5-methyl-1-propyl-1H-pyrrole-2,4-dicarboxylate (Gpe) and (2-hydroxypropyl)
4-methyl 5-methyl-1-propyl-1H-pyrrole-2,4-dicarboxylate
(Ppe). Nuclear magnetic resonance (1H NMR, 13C NMR), infrared spectroscopy (IR), and high-resolution mass recorded
spectrometry (HRMS) were used to confirm the two novel polyol pyrrole
ester compounds. When Gpe and Ppe were added to the tobacco shred,
low-field nuclear magnetic resonance (LF-NMR) imaging was applied
to assess the hygroscopicity and moisturizing capacity. Furthermore,
thermogravimetry (TG) and pyrolysis–gas chromatography/mass
spectrometry (Py-GC/MS) techniques were applied to study their thermal
behaviors. These results showed that the target compounds (Gpe and
Ppe) are good humectants with thermal properties of high-temperature
stability and flavor release.