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Safety evaluation of certain food additives - ipcs inchem

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356 ALKOXY-SUBSTITUTED ALLYLBENZENES<br />

from 3–6 cm to 12–16 cm (Miele et al., 2001). Accordingly, early-harvested basil<br />

contains significantly higher levels <strong>of</strong> methyl eugenol. For basil harvested at the<br />

optimum time and stored over various periods, the concentration <strong>of</strong> methyl eugenol<br />

in fresh leaves was 0.05%, in leaves stored 2 months, 20.4%, and in leaves crushed<br />

and frozen at 20 °C, 1.6% (Bobin et al., 1991). These are a few <strong>of</strong> the many factors<br />

leading to the wide variation in lower- and upper-level intakes reported in Table 1.<br />

In <strong>certain</strong> regions, these factors are used to produce spices with more desirable<br />

flavouring properties, containing, in some cases, relatively high levels <strong>of</strong> methoxyand<br />

methylenedioxy-substituted allylbenzenes.<br />

In <strong>certain</strong> regions, there are specialized consumer groups that may be<br />

exposed to higher levels <strong>of</strong> allylbenzene derivatives. Pesto eaters ingest some <strong>of</strong><br />

the highest levels <strong>of</strong> methyl eugenol, because fresh pesto is prepared from a large<br />

quantity <strong>of</strong> fresh sweet basil. Considering that a single portion <strong>of</strong> pesto may contain<br />

up to 10 g <strong>of</strong> basil (oil content 0.5%) and that the Genovese Gigante cultivar <strong>of</strong> basil,<br />

the most commonly used basil in pesto preparation in north-western Italy, contains<br />

>40% methyl eugenol, a typical serving <strong>of</strong> pesto may provide up to 250 μg/kg body<br />

weight (bw) <strong>of</strong> methyl eugenol (Miele et al., 2001). This single consumption may<br />

result in intakes 1–2 orders <strong>of</strong> magnitude greater than mean intakes <strong>of</strong> 80 μg/day<br />

(Table 1). However, because pesto is not consumed daily even for these specialized<br />

consumer groups, their average lifetime intake when calculated on a daily basis<br />

would approach mean or maximum daily intake levels for non-specialized consumer<br />

groups.<br />

1.2.2 Used as flavouring agents<br />

Only estragole and methyl eugenol are used as flavouring agents, and use<br />

is limited to the USA. Based on annual production volumes <strong>of</strong> 491 kg/year for<br />

estragole and 77 kg/year for methyl eugenol (Gavin et al., 2007), per capita intakes<br />

for the whole population as flavouring agents for the USA are 5 and 0.8 μg/day,<br />

respectively.<br />

2. BIOLOGICAL DATA<br />

2.1 Biochemical aspects<br />

Consistent results from pharmacokinetic and metabolic experiments for<br />

methylenedioxy-substituted allylbenzenes—safrole (No. 1792), myristicin (No. 1791)<br />

and apiole (No. 1787)—and methoxy-substituted allylbenzenes—methyl eugenol<br />

(No. 1790), estragole (No. 1789) and elemicin (No. 1788)—indicate that this group<br />

<strong>of</strong> substances undergoes rapid and essentially complete absorption following oral<br />

intake (Kamienski & Casida, 1970; Fritsch et al., 1975a, 1975b; Benedetti et al.,<br />

1977; Sutton et al., 1985; Anthony et al., 1987; Lee et al., 1998). Based on studies<br />

in rats and humans, these substances are highly bioavailable following the<br />

consumption <strong>of</strong> spices containing these constituents (Beyer et al., 2006). A number<br />

<strong>of</strong> shared biotransformation pathways exist for this group <strong>of</strong> substances, as<br />

described in section 2.1.2.

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