Volatiles from herbs and spices 179
occasionally an oxygen functional group (e.g. cinnamaldehyde in cinnamon oil). The
aromatic ring may be substituted with up to four oxygens, which are then further
modified themselves by the addition of a methylenedioxy ring, as in safrole.
11.3 Biosynthesis of the components of volatile oils...........................
Chemicals produced by plants that are characterized by a limited distribution, and an
absence of obvious value in the physiology of the producer plant, are known as
secondary metabolites. The array of secondary metabolites, which of course includes
volatile oils, is enormous. The terpenes constitute a major group, with more than
1000 monoterpene and perhaps 3000 sesquiterpene structures known. By contrast,
the number of phenylpropenes is small, with probably less than 50 being known
(Waterman 1993).
Despite the vast numbers and structural diversity of secondary metabolites, almost
all arise from one of the three biosynthetic pathways, or from a combination of two
or more of these pathways. These are known as the acetate, mevalonate (based on
Camphene a-pinene Carane
Bicyclic monoterpenes
O O
O
(–) Limonene (–) Carvone Pulegone Menthone
Monocyclic monoterpenes
OH
Nerol Citronellol
OH
Geraniol
OH
Acyclic monoterpenes
Fig. 11.2 Structures of selected monoterpenes.