Ziram inhibits aromatase activity in human placenta and JEG-3 cell line

Steroids. 2017 Dec:128:114-119. doi: 10.1016/j.steroids.2017.09.006. Epub 2017 Sep 23.

Abstract

Placenta produces progesterone and estradiol for maintaining pregnancy. Two critical enzymes are responsible for their production: 3β-hydroxysteroid dehydrogenase 1 (HSD3B1) that catalyzes the formation of progesterone from pregnenolone and aromatase that catalyzes the production of estradiol from testosterone. Fungicide ziram may disrupt the placental steroid production. In the present study, we investigated the effects of ziram on steroid formation in human placental cell line JEG-3 cells and on HSD3B1 and aromatase in the human placenta. Ziram did not inhibit progesterone production in JEG-3 cells and HSD3B1 activity at 100μM. Ziram was a potent aromatase inhibitor with the half maximal inhibitory concentration (IC50) value of 333.8nM. When testosterone was used to determine the mode of action, ziram was found to be a competitive inhibitor. Docking study showed that ziram binds to the testosterone binding pocket of the aromatase. In conclusion, ziram is a potent inhibitor of human aromatase.

Keywords: 3β-hydroxysteroid dehydrogenase; Aromatase; Enzyme inhibition; Estradiol; Placenta; Ziram.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aromatase / biosynthesis
  • Aromatase / chemistry
  • Aromatase / genetics*
  • Aromatase Inhibitors / chemistry*
  • Aromatase Inhibitors / therapeutic use
  • Cell Line, Tumor
  • Estradiol / metabolism
  • Female
  • Humans
  • Multienzyme Complexes / biosynthesis
  • Multienzyme Complexes / chemistry
  • Multienzyme Complexes / genetics*
  • Placenta / chemistry
  • Placenta / drug effects
  • Placenta / metabolism*
  • Pregnancy
  • Pregnenolone / metabolism
  • Progesterone / biosynthesis
  • Progesterone Reductase / biosynthesis
  • Progesterone Reductase / chemistry
  • Progesterone Reductase / genetics*
  • Protein Binding
  • Steroid Isomerases / biosynthesis
  • Steroid Isomerases / chemistry
  • Steroid Isomerases / genetics*
  • Testosterone / metabolism
  • Ziram / chemistry*
  • Ziram / therapeutic use

Substances

  • 3 beta-hydroxysteroid oxidoreductase-delta(5) 3-ketosteroid isomerase
  • Aromatase Inhibitors
  • Multienzyme Complexes
  • Testosterone
  • Progesterone
  • Estradiol
  • Ziram
  • Pregnenolone
  • Progesterone Reductase
  • Aromatase
  • Steroid Isomerases