DOI: 10.1111/j.1751-1097.1990.tb08667.x. PHOTOCHEMICAL STUDIES ON THE ANTIINFLAMMATORY DRUG DICLOFENAC

PHOTOCHEMICAL STUDIES ON THE ANTIINFLAMMATORY DRUG DICLOFENAC

10.1111/j.1751-1097.1990.tb08667.x

Crossref journal-article

Wiley

Photochemistry and Photobiology (311)

Abstract

Abstract— Irradiation with UVA light of the anti‐inflammatory drug diclofenac [2‐(2,6‐dichloroanilino) phenylacetic acid] in aqueous buffer or methanol solution leads to sequential loss of both chlorine substituents and ring closure to carbazole‐1‐acetic acid as the major product. Minor products result from substitution by the solvent. The photosensitizing properties of diclofenac and its major photoproduct were tested with singlet oxygen substrates and in the free radical polymerization of acrylamide. Although the major carbazole product is a weakly phototoxic agent, able to generate singlet oxygen more efficiently than diclofenac, the free radical photodechlorination process is postulated as the probable initiation step of in vivo photosensitivity responses.

Bibliography

Moore, D. E., RobertsâThomson, S., Zhen, D., & Duke, C. C. (1990). PHOTOCHEMICAL STUDIES ON THE ANTIINFLAMMATORY DRUG DICLOFENAC. Photochemistry and Photobiology, 52(4), 685â690. Portico.

Authors 4

Douglas E. Moore (first)
Sarah Roberts‐Thomson (additional)
Dong Zhen (additional)
Colin C. Duke (additional)

References 33 Referenced 67

{'key': 'e_1_2_1_2_1', 'volume-title': 'Adverse Drug Reactions Bulletin.', 'author': 'Adverse Drug Reactions Advisory Committee', 'year': '1987'} / Adverse Drug Reactions Bulletin. by Adverse Drug Reactions Advisory Committee (1987)
10.1016/0378-4274(85)90131-6
10.1071/CH9650353
{'key': 'e_1_2_1_5_1', 'first-page': '798', 'volume-title': 'Photochemistry', 'author': 'Calvert J. G.', 'year': '1966'} / Photochemistry by Calvert J. G. (1966)
10.1111/j.1751-1097.1989.tb04170.x
10.1039/p29760000025
10.1039/cs9811000181
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10.1111/j.1751-1097.1989.tb04078.x
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10.1111/j.1751-1097.1979.tb07160.x
10.1001/archderm.1989.01670180096016 / Arch. Dermatol. / Phototoxicity of non‐steroidal inflammatory drugs by Kochevar I. E. (1989)
10.1111/j.1751-1097.1982.tb04341.x
10.1111/1523-1747.ep12492475
10.1111/1523-1747.ep12260034
{'key': 'e_1_2_1_18_1', 'first-page': '3', 'article-title': 'Propionic acid‐derived non‐steroidal anti‐inflammatory drugs are phototoxic in vitro', 'volume': '2', 'author': 'Ljunggren B.', 'year': '1985', 'journal-title': 'Photo-dermatology'} / Photo-dermatology / Propionic acid‐derived non‐steroidal anti‐inflammatory drugs are phototoxic in vitro by Ljunggren B. (1985)
{'key': 'e_1_2_1_19_1', 'first-page': '377', 'article-title': 'In vivo phototoxicity of non‐steroidal anti‐inflammatory drugs evaluated by the mouse tail technique', 'volume': '2', 'author': 'Ljunggren B.', 'year': '1985', 'journal-title': 'Photodermatology'} / Photodermatology / In vivo phototoxicity of non‐steroidal anti‐inflammatory drugs evaluated by the mouse tail technique by Ljunggren B. (1985)
{'key': 'e_1_2_1_20_1', 'first-page': '213', 'volume-title': 'Dermatological Photobiology', 'author': 'Magnus I. A.', 'year': '1976'} / Dermatological Photobiology by Magnus I. A. (1976)
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10.1111/j.1751-1097.1985.tb03540.x
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{'key': 'e_1_2_1_30_1', 'first-page': '87', 'volume-title': 'The Science of Photobiology', 'author': 'Spikes J. D.', 'year': '1977'} / The Science of Photobiology by Spikes J. D. (1977)
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{'key': 'e_1_2_1_33_1', 'volume-title': 'Fundamental Processes in Radiation Chemistry', 'author': 'Williams T. F.', 'year': '1968'} / Fundamental Processes in Radiation Chemistry by Williams T. F. (1968)
10.2165/00003088-198712020-00002

Dates

Type	When
Created	17 years, 8 months ago (Jan. 2, 2008, 3:57 p.m.)
Deposited	1 year, 10 months ago (Oct. 22, 2023, 4:31 p.m.)
Indexed	1 week, 3 days ago (Aug. 26, 2025, 2:46 a.m.)
Issued	34 years, 11 months ago (Oct. 1, 1990)
Published	34 years, 11 months ago (Oct. 1, 1990)
Published Online	17 years, 8 months ago (Jan. 2, 2008)
Published Print	34 years, 11 months ago (Oct. 1, 1990)

Funders 0

None

BibTeX

@article{Moore_1990, title={PHOTOCHEMICAL STUDIES ON THE ANTIINFLAMMATORY DRUG DICLOFENAC}, volume={52}, ISSN={1751-1097}, url={http://dx.doi.org/10.1111/j.1751-1097.1990.tb08667.x}, DOI={10.1111/j.1751-1097.1990.tb08667.x}, number={4}, journal={Photochemistry and Photobiology}, publisher={Wiley}, author={Moore, Douglas E. and Roberts‐Thomson, Sarah and Zhen, Dong and Duke, Colin C.}, year={1990}, month=oct, pages={685–690} }

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