Beiträge zur ökologischen chemie XXVI

Isolation and identification of three unreported carbon-14-labeled photodieldrin metabolites in soil

“…1.02,6.0498] decane-3,5-exo,ewo-dicarboxylic ered radioactivity. acid), amounting to about 0.5% of recovered radioPhotodieldrin ( Figure 1, structure I) is known to be a derivative of dieldrin formed by uv irradiation (Bird et al, 1961) as well as by sunlight on dieldrin-treated plants (Roburn, 1963;Weisgerber et al, 1970;Kohli et al, 1972Kohli et al, , 1973b, on dieldrin-treated soil (Weisgerber et al, 1970;Kohli et al, 1972Kohli et al, , 1973b, on aldrin-treated plants (Weisgerber et al, 1970(Weisgerber et al, , 1974Klein et al, 1973;Kohli et al, 1973c), and on aldrin-treated soil (Lichtenstein et al, 1970;Kohli et al, 1973a,c;Weisgerber et al, 1974). According to Matsumura e t al.…”

“…In rats and in several fresh water animals, it is converted to "Kleins metabolite" (Figure 1, structure 11), a pentachloroketone in which a "keto" oxygen has been introduced into the chlorinated part of the molecule (Baldwin and Robinson, 1969;Klein et al, 1970;Daily e t al., 1972;Georgacakis et al, 1971). This photodieldrin metabolite has also been detected in rat and mouse urine as an aldrin-dieldrin metabolite (Datta et al, 1965;Damico et al, 1968;Klein et al, 1968a,b;Matthews et al, 1971;Richardson et al, 1968;Baldwin et al, 1972).…”

“…Photodieldrin (Figure 1, structure I) is known to be a derivative of dieldrin formed by uv irradiation (Bird et al, 1961) as well as by sunlight on dieldrin-treated plants (Roburn, 1963;Weisgerber et al, 1970;Kohli et al, 1972Kohli et al, , 1973b, on dieldrin-treated soil (Weisgerber et al, 1970;Kohli et al, 1972Kohli et al, , 1973b, on aldrin-treated plants (Weisgerber et al, 1970(Weisgerber et al, , 1974Klein et al, 1973;Kohli et al, 1973c), and on aldrin-treated soil (Lichtenstein et al, 1970;Kohli et al, 1973a,c;Weisgerber et al, 1974). According to Matsumura et al (1970;Matsumura, 1972) photodieldrin is not only a photolysis product but also a metabolite formed from dieldrin by soil microorganisms; according to Patil et al (1972), it is formed from aldrin and dieldrin by marine microorganisms.…”

Fate of carbon-14-labeled aldrin in potatoes and soil under outdoor conditions. XXXV

“…Dihydrochlordene dicarboxylic acid was obtained by oxidation of aldrin (Lay, 1971). Its bridged isomer was prepared from it by oxidation of photodieldrin (Klein et al, 1970), and photodieldrin and photoaldrin were prepared by irradiation of dieldrin and aldrin (Fischler and Korte, 1969).…”

“…photodieldrin (Lichtenstein et al, 1970;Weisgerber et al, 1970), no further conversion products of aldrin in plants or soil have been reported. Recently we reported (Weisgerber et al, 1970) that under glasshouse conditions, 4 weeks after foliar application of aldrin-14C to cabbage, nearly 80% of the radioactivity detected in the plants consisted of metabolites which were more hydrophilic than metabolites of aldrin that had been identified previously. Application of aldrin-14C to spinach, carrot, and cabbage soil resulted in hydrophilic metabolites amounting to 62, 55, and 12%, respectively, of the total residues.…”