From algal polysaccharides to cyclodextrins to stabilize a urease inhibitor

Carbohydr Polym. 2014 Nov 4:112:145-51. doi: 10.1016/j.carbpol.2014.05.075. Epub 2014 Jun 4.

Abstract

N-Butyl-phosphorotriamide (NBPT) is a fertilizer widely used for its urease inhibiting properties. Nevertheless, formulations currently commercialized are complex and do not avoid severe decrease of activity due to the low stability of the bioactive compound under acidic conditions. According to its structure, NPBT was thought to be able to interact with both polar additives, by its phosphoramide function, and hydrophobic ones, through its alkyl chain. In this context, and in order to simplify formulations of this bioactive compound, a panel of natural polysaccharides was studied, including starch, β-(1,3)-glucans, carraghenans and alginates. We also used cyclodextrins, characterized the most stable inclusion complex with α-cyclodextrin and evaluated the stability of NBPT thus protected against hydrolysis under acidic conditions.

Keywords: (1,3)-Glucans; Alginates; Carraghenans; Cyclodextrins; NBPT; Starch.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alginates / chemistry
  • Carbohydrate Sequence
  • Carrageenan / chemistry
  • Cyclodextrins / chemistry*
  • Enzyme Inhibitors / chemistry*
  • Fertilizers
  • Glucans / chemistry
  • Glucuronic Acid / chemistry
  • Hexuronic Acids / chemistry
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy
  • Molecular Sequence Data
  • Organophosphorus Compounds / chemistry*
  • Polysaccharides / chemistry*
  • Starch / chemistry
  • Urease / antagonists & inhibitors*
  • alpha-Cyclodextrins / chemistry

Substances

  • Alginates
  • Cyclodextrins
  • Enzyme Inhibitors
  • Fertilizers
  • Glucans
  • Hexuronic Acids
  • N-(n-butyl) thiophosphoric triamide
  • Organophosphorus Compounds
  • Polysaccharides
  • alpha-Cyclodextrins
  • Glucuronic Acid
  • Carrageenan
  • Starch
  • Urease