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Coumarins and psoralens from sicilian lemon oil ( Citrus limon (L.) Burm. f.)
Author(s) -
Ziegler Herta,
Spiteller Gerhard
Publication year - 1992
Publication title -
flavour and fragrance journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.393
H-Index - 70
eISSN - 1099-1026
pISSN - 0882-5734
DOI - 10.1002/ffj.2730070307
Subject(s) - psoralen , chemistry , coumarin , derivatization , rutaceae , citrus limon , high performance liquid chromatography , chromatography , organic chemistry , botany , dna , biochemistry , biology
The coumarin fraction of cold‐pressed Sicilian lemon oils ( Citrus limon (L.) Burm. f.) was investigated by HPLC, MS, GC‐MS and NMR. Twenty‐nine structurally different compounds were identified. Eleven of these were previously unknown as constituents of lemon oil. 5‐(2′,3′‐Dihydroxy‐3′‐methylbutyloxy)‐7‐methoxycoumarin, 5‐(2′,3′‐epoxy‐3′‐methylbutyloxy)‐7‐methoxycoumarin, 8‐(7′,8′‐epoxygeranyloxy)psoralen as well as 5‐(3′‐methylbut‐2′‐enyloxy)‐8‐(2′,3′‐dihydroxy‐3′‐methylbutyloxy)psoralen are hitherto unknown natural products. Moreover, a new derivatization method for the investigation of allyloxycoumarins, based on mild hydrogenation, is presented.