Polymer Bulletin

, Volume 54, Issue 4–5, pp 279–289 | Cite as

Fungicidal and Insecticidal Activity of O-Acyl Chitosan Derivatives

  • Mohamed E.I. Badawy
  • Entsar I. Rabea
  • Tina M. Rogge
  • Christian V. Stevens
  • Walter Steurbaut
  • Monica Höfte
  • Guy Smagghe


A series of O-(acyl) chitosan (OAC) derivatives with a degree of substitution (DS) between 0.02 and 0.28 were synthesized by reaction of alkanoic acid derivatives with chitosan in the presence of H2SO4 as a catalyst. The reaction was performed at 80 °C for 4 h with different mol ratios of alkanoic acids to chitosan. The synthesized compounds were analyzed by 1H- and 13C-NMR spectroscopy. A high DS was obtained with O-(butyroyl) chitosan (DS 0.28) at a mol ratio of (1:5) chitosan to butyric acid. Their fungicidal activity against the grey mould Botrytis cinerea (Leotiales: Sclerotiniaceae) and the rice leaf blast pathogen Pyricularia grisea (Teleomorph: Magnaportha grisea) has been evaluated. O-(decanoyl) chitosan at mol ratio of 1:2 (chitosan to decanoic acid) was the most active compound against B. cinerea (EC50=1.02 g.l-1) and O-(hexanoyl) chitosan displayed the highest activity against P. grisea (EC50=1.11 g.l-1). It has been mentioned that some derivatives also repressed spore formation at rather high concentrations (1.0, 2.0 and 5.0 g.l-1). The insecticidal activity has been screened at 5 g.kg-1 artificial diet against the larvae of the cotton leafworm Spodoptera littoralis (Lepidoptera: Noctuidae). The results revealed that all of the synthesized derivatives showed high inhibition of growth of the larvae of S. littoralis compared to chitosan (7% growth inhibition) and the most active one was O-(decanoyl) chitosan (64% growth inhibition) after 5 days of feeding on treated artificial diet.


Chitosan Artificial Diet Insecticidal Activity Decanoic Acid Botrytis Cinerea 
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Copyright information

© Springer-Verlag 2005

Authors and Affiliations

  • Mohamed E.I. Badawy
    • 1
  • Entsar I. Rabea
    • 1
  • Tina M. Rogge
    • 2
  • Christian V. Stevens
    • 2
  • Walter Steurbaut
    • 1
  • Monica Höfte
    • 1
  • Guy Smagghe
    • 1
  1. 1.Department of Crop Protection, Faculty of Bioscience EngineeringGhent UniversityGentBelgium
  2. 2.Department of Organic Chemistry, Faculty of Bioscience EngineeringGhent UniversityGentBelgium

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