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Advances in Food Mycology

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264 Aurelio López-Malo et al.<br />

aflatox<strong>in</strong> (Bullerman, 1974). The active compounds were reported to<br />

be c<strong>in</strong>namic aldehyde and eugenol, which are the major constituents<br />

of essential oils from c<strong>in</strong>namon and clove (Bullerman et al., 1977).<br />

Eugenol has been reported as one of the most effective natural antimicrobials<br />

from plant orig<strong>in</strong> act<strong>in</strong>g as a sporostatic agent (Al-Khayat<br />

and Blank, 1985). Thymol at 100 ppm <strong>in</strong>hibited A. parasiticus growth<br />

for 7 days at 28°C (Buchanan and Shepherd, 1981). A. flavus was<br />

shown to be more sensitive than two other Aspergillus species when<br />

exposed to essential oils of oregano and cloves (Paster et al., 1990).<br />

1.2. Mechanisms of Action<br />

Some essential oils, plant extracts, and oleores<strong>in</strong>s <strong>in</strong>fluence certa<strong>in</strong><br />

biochemical and/or metabolic functions, such as respiration or<br />

production of tox<strong>in</strong>s or acids, <strong>in</strong>dicat<strong>in</strong>g that the active components <strong>in</strong><br />

various oils and oleores<strong>in</strong>s may have different specificities for target<br />

sites on or <strong>in</strong> microbial cells. Much of the research on spices has<br />

<strong>in</strong>cluded speculation on the contribution of the terpene fraction to<br />

their antimicrobial activity. Few of the studies, however, have<br />

attempted to isolate and identify the antimicrobial fraction, and no<br />

references are found which relate to the mechanism by which spices<br />

<strong>in</strong>hibit microorganisms. It seems reasonable that s<strong>in</strong>ce many of the<br />

components of the essential oils, such as eugenol and thymol, are<br />

similar <strong>in</strong> structure to active phenolic antimicrobials, their modes of<br />

action could be assumed to be similar (Davidson, 2001; López-Malo<br />

et al., 2005a).<br />

The possible modes of action of phenolic compounds have been<br />

reported <strong>in</strong> several reviews (Wilk<strong>in</strong>s and Board; 1989; Beuchat, 1994;<br />

Nychas, 1995; Sofos et al., 1998; Davidson, 2001; López-Malo<br />

et al., 2000, 2005a). These mechanisms have not been completely elucidated,<br />

however, the effect of phenolic compounds is concentration<br />

dependent (Pr<strong>in</strong>dle and Wright, 1977). At low concentration, phenols<br />

affected enzyme activity, especially of those enzymes associated with<br />

energy production, whereas at higher concentrations, prote<strong>in</strong> denaturation<br />

occurred. The effect of phenolic antioxidants on microbial<br />

growth and tox<strong>in</strong> production could be the result of the ability of phenolic<br />

compounds to alter microbial cell permeability, permitt<strong>in</strong>g the<br />

loss of macromolecules from the <strong>in</strong>terior. They could also <strong>in</strong>teract<br />

with membrane prote<strong>in</strong>s caus<strong>in</strong>g a deformation <strong>in</strong> structure and functionality<br />

(Fung et al., 1977). Conner and Beuchat (1984a, b) suggested<br />

that antimicrobial activity of essential oils on yeasts could be the<br />

result of disturbance <strong>in</strong> several enzymatic systems <strong>in</strong>volved <strong>in</strong> energy

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