Skip to main content
Proceedings of the National Academy of Sciences of the United States of America logoLink to Proceedings of the National Academy of Sciences of the United States of America
. 1986 Jul;83(13):4604–4606. doi: 10.1073/pnas.83.13.4604

Phototoxicity of the tetracyclines: photosensitized emission of singlet delta dioxygen.

T Hasan, A U Khan
PMCID: PMC323789  PMID: 3088562

Abstract

The spectroscopic observation of 1268-nm emission of singlet oxygen photosensitized by tetracyclines in oxygenated solutions at room temperature is reported. In the series demeclocycline, tetracycline, and minocycline, the efficiency of singlet oxygen generation is found to parallel the clinical observation of relative frequency of phototoxicity of these antibiotics, suggesting singlet oxygen generation as the origin of their phototoxicity.

Full text

PDF
4604

Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. Babcock D. F., Chen J. L., Yip B. P., Lardy H. A. Evidence for mitochondrial localization of the hormone-responsive pool of Ca2+ in isolated hepatocytes. J Biol Chem. 1979 Sep 10;254(17):8117–8120. [PubMed] [Google Scholar]
  2. Blank H., Cullen S. I., Catalano P. M. Photosensitivity studies with demethylchlortetracycline and doxycycline. Arch Dermatol. 1968 Jan;97(1):1–2. [PubMed] [Google Scholar]
  3. Cullen S. I., Catalano P. M., Helfman R. J. Tetracycline sun sensitivity. Arch Dermatol. 1966 Jan;93(1):77–77. [PubMed] [Google Scholar]
  4. DU BUY H. G., SHOWACRE J. L. Selective localization of tetracycline in mitochondria of living cells. Science. 1961 Jan 20;133(3447):196–197. doi: 10.1126/science.133.3447.196. [DOI] [PubMed] [Google Scholar]
  5. Frank S. B., Cohen H. J., Minkin W. Photo-onycholysis due to tetracycline hydrochloride and doxycycline. Arch Dermatol. 1971 May;103(5):520–521. [PubMed] [Google Scholar]
  6. Frost P., Weinstein G. D., Gomez E. C. Methacycline and demeclocycline in relation to sunlight. JAMA. 1971 Apr 12;216(2):326–329. [PubMed] [Google Scholar]
  7. Hasan T., Kochevar I. E., McAuliffe D. J., Cooperman B. S., Abdulah D. Mechanism of tetracycline phototoxicity. J Invest Dermatol. 1984 Sep;83(3):179–183. doi: 10.1111/1523-1747.ep12263531. [DOI] [PubMed] [Google Scholar]
  8. Khan A. U., Kasha M. Direct spectroscopic observation of singlet oxygen emission at 1268 nm excited by sensitizing dyes of biological interest in liquid solution. Proc Natl Acad Sci U S A. 1979 Dec;76(12):6047–6049. doi: 10.1073/pnas.76.12.6047. [DOI] [PMC free article] [PubMed] [Google Scholar]
  9. Sandberg S., Glette J., Hopen G., Solberg C. O. Doxycycline induced photodamage to human neutrophils and tryptophan. Photochem Photobiol. 1984 Jan;39(1):43–48. doi: 10.1111/j.1751-1097.1984.tb03402.x. [DOI] [PubMed] [Google Scholar]
  10. Wiebe J. A., Moore D. E. Oxidation photosensitized by tetracyclines. J Pharm Sci. 1977 Feb;66(2):186–189. doi: 10.1002/jps.2600660213. [DOI] [PubMed] [Google Scholar]
  11. Zuehlke R. L. Papular doxycycline photosensitivity. Arch Dermatol. 1973 Dec;108(6):837–838. [PubMed] [Google Scholar]
  12. van den Bogert C., Kroon A. M. Tissue distribution and effects on mitochondrial protein synthesis of tetracyclines after prolonged continuous intravenous administration to rats. Biochem Pharmacol. 1981 Jun 15;30(12):1706–1709. doi: 10.1016/0006-2952(81)90403-2. [DOI] [PubMed] [Google Scholar]

Articles from Proceedings of the National Academy of Sciences of the United States of America are provided here courtesy of National Academy of Sciences

RESOURCES