Estrogen equivalent concentration of individual isomer-specific 4-nonylphenol in Ariake sea water, Japan

Concentrations of 4-nonylphenol (NP) were determined by isomer-specific quantification of individual NP isomers based on relative response factor (RRF) quantification with GC–MS in combination with steam distillation extraction. Concentrations of NP in the Ariake Sea decreased with distance from the river mouth (St.A; 49 ng NP/l) to offshore areas (St.C; 11 ng NP/l). Even the least concentration in water from St.C in Ariake Sea was sufficient to have adverse effects on barnacles. The isomers, NP1–NP14 were separated by GC–PFC and identified structurally with NMR. The isomers varied in estrogenic activity with NP7 exhibiting the greatest estrogenic activity with a potency that was approximately 1.9 × 10⁻³ that of 17β-estradiol (E2) in recombinant yeast screen system. The coefficient of variation (CV) of NP isomer’s concentrations among three samples at St.A, B and C were 4–75%. This suggests that NP isomers might be independently degraded in aquatic environmental samples. The predicted estrogenic activity of measured concentrations of NP in Ariake Sea was 2.7–3.0-fold greater than the measured estrogen agonist activity.