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Toxicology of Industrial Compounds

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Table 24.1 Structure/activity relationships <strong>of</strong> anionic surfactants<br />

W.STERZEL 345<br />

a Test model: A=epicutaneous, mouse; B=intracutaneous, mouse; C=epicutaneous,<br />

man; D=roughness <strong>of</strong> skin; E=swelling <strong>of</strong> collagen in vitro; F=denaturation <strong>of</strong><br />

protein in vitro.<br />

b Number <strong>of</strong> carbon atoms in the alkyl chain.<br />

surfactants on mucous membranes are based on the same biochemical<br />

mechanisms that are described in the chapter on skin compatibility. Special<br />

characteristics in the fine structure <strong>of</strong> mucous membranes, like the absence<br />

<strong>of</strong> keratin, result in a significantly higher sensitivity <strong>of</strong> these tissues towards<br />

chemical substances. Irritating materials affecting the eye cause reddening<br />

through increased blood flow in the conjunctivae with enlargement <strong>of</strong> the<br />

blood vessels. This can finally lead to the destruction <strong>of</strong> the cell walls<br />

accompanied by bleeding. Depending on the severity <strong>of</strong> the effects, a more<br />

or less pronounced swelling or reflex-induced closure <strong>of</strong> the eyelid will<br />

occur, followed by tearing and secretion. If the degree <strong>of</strong> irritation is low,<br />

epithelium damage develops on the cornea which can be visualized only<br />

with special techniques (staining, slit lamp microscope) and which is<br />

generally reversible. In severe cases the effects result in irreversible clouding<br />

<strong>of</strong> the cornea and therefore lead to an impairment <strong>of</strong> the eyesight.<br />

The classical method for the evaluation <strong>of</strong> mucous membrane<br />

compatibility <strong>of</strong> chemicals is the so-called Draize test on the rabbit eye<br />

(Draize et al., 1944). A structure/activity relationship with respect to the<br />

length <strong>of</strong> the respective alkyl chains <strong>of</strong> anionic surfactants can, as for the<br />

skin compatibility, also be observed for the mucous membrane<br />

compatibility (Kästner, 1980). According to this, the maximum irritation<br />

occurs at chain lengths <strong>of</strong> C 10−14. for n-alkyl sulphates as well as for nalkyl<br />

sulphonates. Although the irritation potential <strong>of</strong> the different<br />

surfactant classes extends over a large range, it can be concluded that the<br />

mucous membrane compatibility decreases in the following order:

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