Cited by 211DNA Repair MechanismsCarcinogens and Genotoxicity AssessmentPhotodynamic Therapy Research Studies

New trends in photobiology

Cadet, J., Anselmino, C., Douki, T., Voituriez, L.·1992·Journal of Photochemistry and Photobiology B: Biology

Abstract

A survey of the recent aspects of the main photoreactions induced by far-UV radiation in cellular DNA is reported. This mostly includes the formation of cyclobutadipyrimidines, pyrimidine(6-4)pyrimidone photoadducts and related Dewar valence isomers in various eukaryotic and prokaryotic cells, as monitored by using either specific or more general assays. Information is also provided on mechanistic aspects regarding the formation of 5,6-dihydro-5-(alpha-thyminyl) thymine, the so-called "spore photoproduct" within far-UV-irradiated bacterial spores. The second major topic of the review deals with the effects of near-UV radiation and visible light on cellular DNA which are mostly mediated by photosensitizers. The main photoreactions of furocoumarins with DNA, one major class of photosensitizers used in the phototherapy of skin diseases, involve a [2 + 2] cycloaddition to the thymine bases according to an oxygen-independent mechanism. In contrast a second type of photosensitized reaction which appears to play a major role in the genotoxic effects of both near-UV and visible light requires the presence of oxygen. The photodynamic effects which are mediated by either still unidentified endogenous photosensitizers or defined exogenous photosensitizers lead to the formation of a wide spectrum of DNA modifications including base damage, oligonucleotide strand breaks and DNA-protein cross-links.

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Registry

Crossref · 10.1016/1011-1344(92)85135-h

Cites

119 of 119 references verified0 citation errors · 0 not checkable

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  • Furocoumarin derivatives undergo [2+2] photocycloaddition to the 5,6-double bond of thymidine, which is the major target of these oxygen-independent photoreactions.

    “Major mechanistic insights into the mechanisms of [2+2] photocycloaddition of furocoumarin derivatives to the 5,6-double bond of thymidine, the major target of these oxygen-independent photoreactions, have been gained from extensive model studies (35,(161)(162)(163).”
  • 5'-TpA-3' sequences are the preferential sites of photoreactions of most psoralen derivatives.

    “While pyrone-side monoadducts to thymine are not photoreactive, UVA excitation of furan-side monoadducts may lead to the formation of harmful DNA interstrand cross-links (ICLs) through cycloaddition to opposite thymine at 5¢-TpA-3¢ sequences (Fig. 7) that are the preferential sites of photoreactions of most psoralen derivatives (35,(161)(162)(163).”
  • UVA excitation of furan-side monoadducts can form DNA interstrand cross-links through cycloaddition to opposite thymine at 5'-TpA-3' sequences.

    “While pyrone-side monoadducts to thymine are not photoreactive, UVA excitation of furan-side monoadducts may lead to the formation of harmful DNA interstrand cross-links (ICLs) through cycloaddition to opposite thymine at 5¢-TpA-3¢ sequences (Fig. 7) that are the preferential sites of photoreactions of most psoralen derivatives (35,(161)(162)(163).”
  • Pyrone-side monoadducts to thymine are not photoreactive.

    “While pyrone-side monoadducts to thymine are not photoreactive, UVA excitation of furan-side monoadducts may lead to the formation of harmful DNA interstrand cross-links (ICLs) through cycloaddition to opposite thymine at 5¢-TpA-3¢ sequences (Fig. 7) that are the preferential sites of photoreactions of most psoralen derivatives (35,(161)(162)(163).”
  • Two types of monoadducts are formed as pairs of diastereomers through the 4',5'-double bond of the furan moiety or the 3,4-ethylenic bond of the pyrone ring.

    “Essentially, the formation of two types of monoadducts as pairs of diastereomers through the implication of either the 4¢,5¢-double bond of the furan moiety or the 3,4-ethylenic bond of the pyrone ring has been reported.”

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Authors
Cadet, J., Anselmino, C., Douki, T., & Voituriez, L.
Affiliations
CEA Grenoble (FR)
Corresponding author
Cadet, J.
Venue
Journal of Photochemistry and Photobiology B: Biology
Publisher
Elsevier BV
Published
1992-09
Volume
15
Issue
4
Pages
277-298
ISSN
1011-1344 (ISSN-L)
OpenAlex
W2284627270
Cited by
211
References
121
Citations by year
2026: 1 · 2025: 1 · 2024: 2 · 2023: 1 · 2022: 7 · 2021: 6 · 2020: 1 · 2019: 5 · 2018: 6 · 2017: 5 · 2016: 8 · 2015: 6 · 2014: 8 · 2013: 6 · 2012: 9
FWCI
0.73
Type
journal article
Language
en
Open access
closed
Locations
  • Journal of Photochemistry and Photobiology B Biology (publishedVersion)
  • PubMed (publishedVersion)
Topics
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › DNA Repair Mechanisms
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Cancer Research › Carcinogens and Genotoxicity Assessment
  • Health Sciences › Medicine › Pulmonary and Respiratory Medicine › Photodynamic Therapy Research Studies
Keywords
far-ultraviolet radiation, DNA photoproducts, spore photoproduct, bacterial spores, near-ultraviolet, visible light, photosensitizers, furocoumarins, [2+2] cycloaddition, photodynamic effect, genotoxicity, DNA strand breaks, DNA-protein crosslinks
MeSH terms
Animals, DNA, DNA Damage, Humans, Sunlight, Ultraviolet Rays

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