Iodinated curcumin bearing dermal cream augmented drug delivery, antimicrobial and antioxidant activities

J Microencapsul. 2018 Jan;35(1):49-61. doi: 10.1080/02652048.2018.1425749. Epub 2018 Jan 21.

Abstract

Objectives: Curcumin (Cur) exhibits weak microbicidal activity owing to high lipophilicity and low cell permeability. Therefore, in the present investigation, Cur was iodinated using elemental iodine (I2) to synthesise Cur-I2 powder that was later formulated as Cur-I2 dermal cream and characterised in vitro for antimicrobial and antioxidant activities.

Methods and results: Electrophilic addition of I2 saturated the olefinic bonds of Cur, as confirmed by UV/visible spectroscopy, FT-IR, 1H NMR and DSC techniques. In addition, in vitro skin permeation and retention analysis indicated that Cur-I2 cream followed the first order and Higuchi model for drug release through the rat skin. The minimum inhibitory concentration (MIC) of Cur-I2 powder was measured to be 60 and 90 µg/ml significantly (p < 0.05) lower than 150 and 120 µg/ml of Cur against Staphylococcus aureus and Escherichia coli, respectively. Moreover, Cur-I2 also exhibited strong antioxidant potential.

Conclusions: Cur-I2 cream warrants further in vivo study to scale up the technology for clinical translation.

Keywords: Curcumin; antimicrobial activity; antioxidant activity; dermal cream; electrophilic addition; iodine.

MeSH terms

  • Anti-Infective Agents* / chemistry
  • Anti-Infective Agents* / pharmacology
  • Antioxidants* / chemistry
  • Antioxidants* / pharmacology
  • Curcumin* / chemistry
  • Curcumin* / pharmacology
  • Escherichia coli / growth & development*
  • Hydrocarbons, Iodinated* / chemistry
  • Hydrocarbons, Iodinated* / pharmacology
  • Skin Cream* / chemistry
  • Skin Cream* / pharmacology
  • Staphylococcus aureus / growth & development*

Substances

  • Anti-Infective Agents
  • Antioxidants
  • Hydrocarbons, Iodinated
  • Curcumin