Production of ROS by photosensitized anthracene under sunlight and UV-R at ambient environmental intensities

Photochem Photobiol. 2011 Sep-Oct;87(5):1067-76. doi: 10.1111/j.1751-1097.2011.00955.x. Epub 2011 Aug 8.

Abstract

The aim of this study was to analyze the photostability and phototoxicity mechanism of anthracene (ANT) in a human skin epidermal cell line (HaCaT) at ambient environmental intensities of sunlight/UV-R (UV-A and UV-B). Photomodification of ANT under sunlight/UV-R exposure produced two photoproducts, anthrone and 9,10 anthracenedione. Generation of (1)O(2), O(2)(•-) and (•)OH was measured under UV-R/sunlight exposure. Involvement of reactive oxygen species (ROS) was further substantiated by their quenching with free radical quenchers. Photodegradation of 2-deoxyguanosine and linoleic acid peroxidation showed that ROS were mainly responsible for ANT phototoxicity. ANT generates significant amount of intracellular ROS in cell line. Maximum cell viability (85%) was reduced under sunlight exposure (30 min). Results of MTT assay accord NRU assay. ANT (0.01 μg mL(-1)) induced cell-cycle arrest at G1 phase. RT-PCR demonstrated constitutive inducible mRNA expression of CYP 1A1 and 1B1 genes. Photosensitive ANT upregulates CYP 1A1 (2.2-folds) and 1B1 (4.1-folds) genes. Thus, the study suggests that ROS and DNA damage were mainly responsible for ANT phototoxicity. ANT exposure may be deleterious to human health at ambient environmental intensities reaching the earth's surface through sunlight.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthracenes / adverse effects
  • Anthracenes / chemistry
  • Anthracenes / metabolism*
  • Anthraquinones / chemistry
  • Aryl Hydrocarbon Hydroxylases / genetics
  • Aryl Hydrocarbon Hydroxylases / metabolism
  • Cell Line
  • Cell Survival / drug effects
  • Cell Survival / radiation effects
  • DNA Damage* / drug effects
  • DNA Damage* / radiation effects
  • Deoxyguanosine / metabolism
  • Epidermal Cells
  • Epidermis* / drug effects
  • Epidermis* / metabolism
  • Epidermis* / radiation effects
  • Gene Expression / drug effects
  • Gene Expression / radiation effects
  • Humans
  • Linoleic Acid / metabolism
  • Lipid Peroxidation / drug effects
  • Lipid Peroxidation / radiation effects
  • Mass Spectrometry
  • Photolysis* / drug effects
  • Photolysis* / radiation effects
  • Photosensitizing Agents / adverse effects
  • Photosensitizing Agents / chemistry
  • Photosensitizing Agents / metabolism*
  • RNA, Messenger / analysis
  • RNA, Messenger / biosynthesis
  • Reactive Oxygen Species / metabolism*
  • Real-Time Polymerase Chain Reaction
  • Reverse Transcriptase Polymerase Chain Reaction
  • Sunlight / adverse effects
  • Ultraviolet Rays / adverse effects

Substances

  • Anthracenes
  • Anthraquinones
  • Photosensitizing Agents
  • RNA, Messenger
  • Reactive Oxygen Species
  • 9,10-anthraquinone
  • Linoleic Acid
  • Aryl Hydrocarbon Hydroxylases
  • anthracene
  • anthrone
  • Deoxyguanosine