Comparative uptake, translocation and subcellular distribution of phthalate esters and their primary monoester metabolites in Chinese cabbage (Brassica rapa var. chinensis)

Abstract

Phthalates esters (PAEs) are ubiquitous contaminants in terrestrial system and PAEs can be degraded to monoester metabolites (mPAEs) both in soil and plants, which have equal or even greater biological activity compared to their parent compounds. Until now, little is known about the comparative uptake and translocation of PAEs and mPAEs in plants. In the present study, the uptake and translocation of two commonly used plasticizers, di-n-butyl phthalate (DnBP) and di-(2-ethylhexyl) phthalate (DEHP), and the corresponding mPAEs, mono-n-butyl phthalate (MnBP) and mono-(2-ethylhexyl) phthalate (MEHP) by Chinese cabbage (Brassica rapa var. chinensis) were examined using hydroponic experiment. Significantly lower bioconcentration factors (BCFs) of mPAEs compared to the corresponding PAEs were observed. This is likely due to the great solubility and electrical repulsion from cell membrane to mPAE anions. Comparatively low translocation factors (TFs) of MnBP (7.76 ± 0.49) were observed compared to DnBP (10.33 ± 2.83); while the TFs of MEHP (0.18 ± 0.08) were significantly greater than that of DEHP (0.05 ± 0.02). The hydrophilic mPAEs are prone to concentrate in cell water-soluble components, and DnBP was relatively uniformly distributed in cell wall and cell water-soluble components; while the more hydrophobic DEHP was mainly associated with root cell wall. The formation of mPAEs occurred mainly in the above-ground tissues in the PAEs spiked treatment, and cell water-soluble compartment was the main location for PAEs metabolism. The high metabolite/parent ratios in Chinese cabbage indicate that more concern should be directed towards metabolites associated with plants via direct uptake and plant metabolism.