Structure-Odor Activity Studies on Monoterpenoid Mercaptans Synthesized by Changing the Structural Motifs of the Key Food Odorant 1-p-Menthene-8-thiol.

摘要: 1-p-Menthene-8-thiol (1) has been discovered as the key odorant in grapefruit juice several decades ago and contributes to overall odor of fruit with an extremely low threshold 0.000034 ng/L air. This value is among lowest thresholds ever reported for a food odorant. To check whether modifications structure 1 would lead changes quality, 34 mercapto-containing p-menthane 1-p-menthene derivatives well aromatic open-chain mercapto monoterpenoids were synthesized. Eighteen them are first time literature, their qualities analytical data supplied. A comparison sensory those showed that hydrogenation double bond led clear increase threshold. Furthermore, moving group into ring always resulted higher compared thiols side chains. Although all t...