Photolysis of cyclopiazonic acid to fluorescent products

Abstract

Cyclopiazonic acid (CPA) is a mycotoxin produced by some of the same species of fungi that produce the more widely known aflatoxins. As a consequence it has been found previously that CPA and the aflatoxins may co-occur in commodities under certain conditions. CPA, which is a substituted indole, has a chromophore with absorptions in the ultraviolet (UV) region (223 nm, 278 nm). Quantification of CPA is commonly accomplished by liquid chromatographic separation followed by detection of one of the UV absorbances. CPA has not previously been described as fluorescent, and it likely is not. However, herein we report that, following exposure to high intensity UV light in a photochemical reactor, fluorescent products of CPA are produced. In methanol or aqueous acetonitrile these products have an excitation maximum of 372 nm and an emission maximum of 462 nm. Upon exposure to UV light for extended periods a decrease in the absorbance of CPA at 223 nm and 278 nm and a concomitant increase in fluorescence was observed. CPA and aflatoxin B1 were separated by reverse-phase liquid chromatography and the eluant was subjected to post-column photolysis, which allowed the fluorescence detection of both toxins. The ability to photolyse CPA and detect this toxin by fluorescence may open up new avenues for determination of this mycotoxin alone or together with the aflatoxins.