Nanostructured TiO2 Catalyzed Oxidations of Caffeine and Isocaffeine and Their Cytotoxicity and Genotoxicity Towards Ovarian Cancer Cells

Xiaoxi Huang, Anandarup Goswami, Xiaoxin Zou, Stephanie Hayes, Vatsal Shah, Tamara Minko, Zhimin Tao, Teddy Asefa

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Although caffeine is well-known as an antioxidant and a psychoactive stimulant, its antioxidative properties and biological activities under various conditions are still largely unknown. The same can be said about caffeine’s isomer, isocaffeine, whose properties have been even less investigated. Furthermore, much remains unknown about the potential biological effects and anticancer properties of the oxidative products of caffeine and isocaffeine that can be formed in solutions under different conditions. Here, the oxidations of caffeine and isocaffeine in the presence of TiO2 nanoparticles under ultraviolet (UV) irradiation are studied in different solvents [distilled water (dH2O), phosphate-buffered saline (PBS), and ethanol] using ultraviolet-visible spectroscopy, 1H NMR spectroscopy, and electrospray ionization mass spectrometry. When exposed to colloidal TiO2 nanoparticles and UV light, both caffeine and isocaffeine undergo oxidations in PBS and dH2O. Moreover, in both cases the rates of their oxidations are much higher in PBS than in dH2O. However, neither caffeine nor isocaffeine undergoes catalytic oxidations in ethanol under otherwise similar conditions. Compared with caffeine and isocaffeine, their oxidized products exhibit higher cytotoxicity and genotoxicity towards ovarian cancer cells. On the other hand, caffeine and its oxidized species show higher cyto- and geno-toxicity than isocaffeine and its oxidized products, respectively. This latter result clearly indicates that the simple structural difference by one methyl group in the xanthine backbone of these molecules causes these two molecules to exhibit distinct antioxidative properties and unique biological activities.

Original languageEnglish
Pages (from-to)27-36
Number of pages10
JournalBioNanoScience
Volume4
Issue number1
DOIs
Publication statusPublished - Mar 1 2014

Fingerprint

Caffeine
Cytotoxicity
Cells
Oxidation
Phosphates
Bioactivity
Ethanol
Nanoparticles
Electrospray ionization
Molecules
Xanthine
Catalytic oxidation
Ultraviolet visible spectroscopy
Antioxidants
Isomers
Nuclear magnetic resonance spectroscopy
Mass spectrometry
Toxicity
Irradiation
Water

Keywords

  • Caffeine
  • Cytotoxicity
  • Genotoxicity
  • Isocaffeine
  • Ovarian cancer cells
  • Photo-induced oxidation
  • Titanium dioxide nanoparticles

ASJC Scopus subject areas

  • Bioengineering
  • Biomedical Engineering

Cite this

Nanostructured TiO2 Catalyzed Oxidations of Caffeine and Isocaffeine and Their Cytotoxicity and Genotoxicity Towards Ovarian Cancer Cells. / Huang, Xiaoxi; Goswami, Anandarup; Zou, Xiaoxin; Hayes, Stephanie; Shah, Vatsal; Minko, Tamara; Tao, Zhimin; Asefa, Teddy.

In: BioNanoScience, Vol. 4, No. 1, 01.03.2014, p. 27-36.

Research output: Contribution to journalArticle

Huang, Xiaoxi ; Goswami, Anandarup ; Zou, Xiaoxin ; Hayes, Stephanie ; Shah, Vatsal ; Minko, Tamara ; Tao, Zhimin ; Asefa, Teddy. / Nanostructured TiO2 Catalyzed Oxidations of Caffeine and Isocaffeine and Their Cytotoxicity and Genotoxicity Towards Ovarian Cancer Cells. In: BioNanoScience. 2014 ; Vol. 4, No. 1. pp. 27-36.
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