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The (+)-cis- and (+)-trans-Olibanic Acids: Key Odorants of Frankincense.
Cerutti-Delasalle, Céline; Mehiri, Mohamed; Cagliero, Cecilia; Rubiolo, Patrizia; Bicchi, Carlo; Meierhenrich, Uwe J; Baldovini, Nicolas.
Affiliation
  • Cerutti-Delasalle C; Albert Vieille SA, 629, route de Grasse, 06227, Vallauris, France.
  • Mehiri M; Institut de Chimie de Nice, Université Nice Sophia Antipolis, CNRS, UMR 7272, Parc Valrose, 06108, Nice, France.
  • Cagliero C; Dipartimento di Scienza e Tecnologia del Farmaco, Università di Torino, Via Pietro Giuria, 9-, 10125, Torino, Italy.
  • Rubiolo P; Dipartimento di Scienza e Tecnologia del Farmaco, Università di Torino, Via Pietro Giuria, 9-, 10125, Torino, Italy.
  • Bicchi C; Dipartimento di Scienza e Tecnologia del Farmaco, Università di Torino, Via Pietro Giuria, 9-, 10125, Torino, Italy.
  • Meierhenrich UJ; Institut de Chimie de Nice, Université Nice Sophia Antipolis, CNRS, UMR 7272, Parc Valrose, 06108, Nice, France.
  • Baldovini N; Institut de Chimie de Nice, Université Nice Sophia Antipolis, CNRS, UMR 7272, Parc Valrose, 06108, Nice, France. baldovin@unice.fr.
Angew Chem Int Ed Engl ; 55(44): 13719-13723, 2016 10 24.
Article in En | MEDLINE | ID: mdl-27699963
Frankincense (olibanum) is one of the oldest aromatic materials used by humans, but the key molecular constituents contributing to its characteristic odor remained unknown. Reported herein is the discovery that (1S,2S)-(+)-trans- and (1S,2R)-(+)-cis-2-octylcyclopropyl-1-carboxylic acids are highly potent and substantive odorants occurring in ppm amounts in all of the frankincense samples analyzed, even those showing radically different volatile compositions. These cyclopropyl-derived acids provide the very characteristic old churchlike endnote of the frankincense odor.
Key words

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Angew Chem Int Ed Engl Year: 2016 Document type: Article Affiliation country: Francia Country of publication: Alemania

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Angew Chem Int Ed Engl Year: 2016 Document type: Article Affiliation country: Francia Country of publication: Alemania