New volatile sulfur-containing constituents in a simultaneous distillation-extraction extract of red bell peppers (Capsicum annuum).
An extract of red bell peppers ( Capsicum annuum) was prepared by simultaneous distillation-extraction (SDE, Likens-Nickerson). In addition to the already known (3 E)-3-hepten-2-one ( 1), the unsaturated C9-ketones 1-nonen-4-one ( 2), (2 E)-2-nonen-4-one ( 3), and (2 E,5 E)-2,5-nonadien-4-one ( 4), 2-methoxy-3-isobutylpyrazine ( 5), and heptane-2-thiol ( 6), we identified 19 new thiols (the aliphatic saturated and unsaturated thiols 14- 16, and 22- 27, the mercapto-ketones 12 and 13, the mercapto-alcohols 17, 18, and 30, the dithiols 19 and 28, the methylthio-thiols 20 and 21, and the thiophene-thiol 31) and the two new dithiolanes 10 and 29. All of them are structurally related to the unsaturated C7- and C9-ketones 1- 4. The free thiols were enriched using Affi-Gel 501 ( p-aminophenyl-mercuric acetate grafted on an agarose gel). The new compounds were confirmed by syntheses and were organoleptically evaluated.
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Regula
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Firmenich SA, Corporate R&D Division, P.O. Box 239, CH-1211 Geneva 8, Switzerland.
Velluz
Alain
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Jaquier
Alain
A
D000473:Alkanes / Q000032:analysis; D002212:Capsicum / Q000737:chemistry*; D006536:Heptanes / Q000032:analysis; D007659:Ketones / Q000032:analysis; D010936:Plant Extracts / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000032:analysis*; D013457:Sulfur Compounds / Q000032:analysis*; D014835:Volatilization
D000473:Alkanes; D006536:Heptanes; D007659:Ketones; D010936:Plant Extracts; D013438:Sulfhydryl Compounds; D013457:Sulfur Compounds; C017573:nonane