5-Acetyl-2,3-dihydro-1H-pyrrolizines and 5,6,7,8-tetrahydroindilizin-8-ones, odor constituents formed on heating L-proline with D-glucose

Thermal Degradation Products of Several Amadori Compounds

“…Several of the above mentioned flavorous compounds were reported as constituents of flue-cured leaf or smoke as described below. 135 MS 14 Dickerson et al, 8) and Lloyds et aZ. 17 ) have isolated I-acetyl and 1-formylpyrrolidine, pyrone, methylcyc1opentenolone and maltoI from flue-cured leaf.…”

Volatile Components Formed by Thermal Degradation of Nondialyzable Melanoidins Prepared from Sugar–Amino Acid Reaction Systems

“…is) Phenol, p-cresol and m-cresol were also identified in volatile components of hydrolyzed soy protein. 16 ) It is well known that non-nitrogeneous pyran one and furanone compounds has been formed via 2,3-enolyzation pathway in thermal degradation products of glucose-proline 18 ) and Amadori compounds 19 ) such as l-deoxy-I-L-prolino-D-fructose. On the other hand, 2,5-dimethyl-4-hydroxy-3(2H)-furanone and 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one were identified in the pyrolyzates of l-deoxy-I-L-alanino-D-fructose and l-deoxy-I-L-valino-D-fructoseY) In the present investigation, these pyranone and furanone compounds were not detected.…”

Comparisons of Smoke Components from Lamina and Midrib Cigarettes of Flue-cured Tobacco Leaves by Trimethylsilylation Method

“…From Fig. 1 and Table II, it is seen that in addition to nicotine, the major components of lamina smoke are phenol, catechol, hydro quinone (phenolic compounds), 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one (I) (amino-carbonyl reaction product 12 », levoglucosan (II) (pyroproduct 13 ) of cellulose), quinic acid r-Iactone (III) (pyroproduct 14 ) of quinic or chI orogenic acid) and neophytadiene (the main componene 5 ) of the essential oil of the tobacco leaf). On the other hand, the major components of midrib smoke (again excepting nicotine) are catechol, hydroquinone, 2, 3-dihydro-3, 5-dihydroxy-6-methyl-4 Hpyran-4-one, levoglucosan, quinic acid rlactone and threonolactone (IV).…”