title: Novel key aroma components of galbanum oil.
abstract: Galbanum oil is composed of monoterpenes in large amounts and pyrazines in small amounts. Although the monoterpenes are the main components of galbanum oil, they hardly contribute to the distinct galbanum aroma. The scanty amounts of pyrazines, in contrast, contribute significantly to the aroma. Considering the complexity and potency of the odor, the essential oil was assumed to contain so far not identified compounds with high odor contribution. By the gas chromatography-mass spectrometry-olfactometry (GC-MS-O) analysis of galbanum oil, fruity-green-balsamic notes were detected at two different retention times. The mass spectra (MS) of the newly discovered notes were elucidated by conducting multidimensional (MD) GC-MS-O. By analyzing the MS data, six chemical structures were proposed: (6E/Z,8E)-undeca-6,8,10-trien-2-one, (6E/Z,8E)-undeca-6,8,10-trien-3-one, and (6E/Z,8E)-undeca-6,8,10-trien-4-one. The compounds were then synthesized in an attempt to match the MS, retention indices (RI), and odor qualities. The MD-GC-MS-O analyses of the candidate compounds led to the identification of the novel key aroma compounds (6Z,8E)-undeca-6,8,10-trien-3-one and (6Z,8E)-undeca-6,8,10-trien-4-one in galbanum oil.
authors.affiliation: Technical Research Center, T. Hasegawa Co., Ltd., 335 Kariyado, Nakahara-ku, Kawasaki-shi 211-0022, Japan. norio_miyazawa@t-hasegawa.co.jp
authors.forename: Norio
authors.initials: N
authors.lastname: Miyazawa
authors.forename: Akira
authors.initials: A
authors.lastname: Nakanishi
authors.forename: Naomi
authors.initials: N
authors.lastname: Tomita
authors.forename: Yasutaka
authors.initials: Y
authors.lastname: Ohkubo
authors.forename: Tomoko
authors.initials: T
authors.lastname: Maeda
authors.forename: Akira
authors.initials: A
authors.lastname: Fujita
mesh_terms: D005309:Ferula / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D006801:Humans; D039821:Monoterpenes / Q000032:analysis; D009812:Odorants / Q000032:analysis*; D009822:Oils, Volatile / Q000737:chemistry*; D010938:Plant Oils / Q000737:chemistry*; D011090:Polyenes / Q000032:analysis; D011719:Pyrazines / Q000032:analysis; D012903:Smell
chemical_list: C540000:(6Z,8E)-undeca-6,8,10-trien-4-one; D039821:Monoterpenes; D009822:Oils, Volatile; D010938:Plant Oils; D011090:Polyenes; D011719:Pyrazines