Articles
CONSTITUENTS OF THE ESSENTIAL OIL OF LIPPIA INTEGRIFOLIA (GRISEB.) HIERON. (VERBENACEAE)
Article number
500_10
Pages
81 – 88
Language
Abstract
The essential oil of Lippia integrifolia was analysed by capillary GC interfaced with MS. The main constituents were isolated by using column chromatography and reversed-phase liquid chromatography and their structures established by spectroscopic methods.
The major constituent of the oil is lippifoli-1(6)-en-5-one (4), a ketone based on a new sesquiterpene skeleton named lippifoliane.
Ketone 4 biogenetically derives from integrifolian-1,5-dione (2), which is also a constituent of the oil.
In addition to several known mono and sesquiterpenes the following new sesquiterpenes were identified: trans-humul-9(E)-en-2,6-dione (8); 4,5-seco-african-4,5-dione (9); 1,6-cis– and 1,6-trans-lippifolian-1
-ol-5-one (5) and (6) respectively; lippifoli-1(6)-en-4-ol-5-one (7) and the sesquiterpenes 10 – 12 whose structures and conformations are discussed.
The major constituent of the oil is lippifoli-1(6)-en-5-one (4), a ketone based on a new sesquiterpene skeleton named lippifoliane.
Ketone 4 biogenetically derives from integrifolian-1,5-dione (2), which is also a constituent of the oil.
In addition to several known mono and sesquiterpenes the following new sesquiterpenes were identified: trans-humul-9(E)-en-2,6-dione (8); 4,5-seco-african-4,5-dione (9); 1,6-cis– and 1,6-trans-lippifolian-1
-ol-5-one (5) and (6) respectively; lippifoli-1(6)-en-4-ol-5-one (7) and the sesquiterpenes 10 – 12 whose structures and conformations are discussed.
Authors
M.E.P. de Lampasona, I.S. de Fenik, C.A.N. Catalán, G.H. Dartayet, E.G. Gros, C.M. Cerda-García-Rojas, Y. Mora-Pérez, P. Joseph-Nathan
Keywords
Verbenaceae, essential oil, sesquiterpenes, structure, stereochemistry
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