Sorptive behavior of sorgoleone in ultisol in two solvent systems and determination of its lipophilicity

J Environ Sci Health B. 2006;41(4):345-56. doi: 10.1080/03601230600613780.

Abstract

Sorgoleone (SGL) exuded by sorghum roots inhibits the development of some weeds. Due to its high hydrophobicity, it is expected that SGL presents low soil mobility and limited allelopathic activity in the field. This work aims to evaluate the sorptivity of sorgoleone in octanol-water and in soil under two solvent systems. The two solvent systems were methanol:water (60:40) (MeOH:H2O) and pure methanol (MeOH). These two solvent systems promote different conditions for SGL solubility. Treatments were arranged in a 2 x 6 factorial (solvent systems x equilibrium concentrations in the solution (EC)). For each solvent, the sorption was achieved by shaking 500 mg of soil with 10 ml of 0, 5, 10, 15, 25, 40, and 60 mg L-1 of SGL solution, during 24 h. After centrifugation, the supernatant was filtered and the SGL concentration was determined by high performance liquid chromatography (HPLC). Data of sorbed amount of SGL were submitted to variance analysis, using a hierarchic factorial model. The data of sorbed amount (x/m) and equilibrium concentration (C) were fitted to the linear (x/m = a + KdC) and to the Freundlich (x/m = KfC1/n) models. The isotherm obtained for the MeOH:H2O system presented linear shape, whereas for the MeOH system a two subsequent linear isotherm was fitted. Sorgoleone is a highly hydrophobic compound, presenting a log Kow of 6.1. The sorption of sorgoleone to the soil was very high. The organic environment stimulated the sorgoleone sorption to the soil.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adsorption
  • Analysis of Variance
  • Benzoquinones / chemistry*
  • Chromatography, High Pressure Liquid / methods
  • Dose-Response Relationship, Drug
  • Hydrophobic and Hydrophilic Interactions*
  • Linear Models
  • Lipids / chemistry*
  • Methanol / chemistry
  • Models, Chemical*
  • Soil / analysis*
  • Solubility
  • Solvents / chemistry*
  • Sorghum
  • Water / chemistry

Substances

  • Benzoquinones
  • Lipids
  • Soil
  • Solvents
  • sorgoleone
  • Water
  • Methanol