A photocarcinogen is a substance which causes cancer when an organism is exposed to it, then illuminated. Many chemicals that are not

carcinogenic A carcinogen is any substance, radionuclide, or radiation that promotes carcinogenesis (the formation of cancer). This may be due to the ability to damage the genome or to the disruption of cellular metabolic processes. Several radioactive substan ...

can be photocarcinogenic when combined with exposure to light, especially UV. This can easily be understood from a photochemical perspective: The reactivity of a chemical substance itself might be low, but after illumination it transitions to an excited state, which is chemically much more reactive and therefore potentially harmful to biological tissue and DNA. Light can also split photocarcinogens, releasing

free radicals In chemistry, a radical, also known as a free radical, is an atom, molecule, or ion that has at least one unpaired valence electron. With some exceptions, these unpaired electrons make radicals highly chemically reactive. Many radicals spont ...

, whose unpaired electrons cause them to be extremely reactive. The type of UV radiation determines the characteristics of photocarcinogenesis. For example, UVA radiation characteristically gives rise to reactive oxygen species (ROS) such as hydrogen peroxide whereas UVB radiation correlates with CPD lesions. The ROS are produced when endogenous photosensitizers are stimulated by UVA radiation. DNA absorption of UV radiation primarily leads to CPD and 6-4 lesions. The neighboring pyrimidines form a cyclobutane pyrimidine dimer in a CPD lesion. DNA absorption of UV radiation can also lead to TC, CC, and TT lesions but with much less frequency. The failure of DNA repair mechanisms to fix such lesions notably characterizes photocarcinogenesis. In addition, UV radiation often increases the production of cytokines such as interleukin-10 which indirectly hinder antigen presentation in cells. Moreover, UV radiation frequently leads to mutations in the tumor suppressor gene p53 in photocarcinogenesis. Determination of photocarcinogenicity can be accomplished using different techniques, including epidemiological studies and in-vivo studies. In one in-vivo technique, hairless mice are exposed to suspected photocarcinogens, and are then exposed to different wavelengths of light, ranging from visible to UV-B. Tumor incidence is compared to control mice that have not been exposed to the drug or chemical being tested.

Melanin Melanin (; from el, μέλας, melas, black, dark) is a broad term for a group of natural pigments found in most organisms. Eumelanin is produced through a multistage chemical process known as melanogenesis, where the oxidation of the amino ...

is not a photocarcinogen, because it dissipates the excitation energy into small amounts of heat (see

photoprotection Photoprotection is the biochemical process that helps organisms cope with molecular damage caused by sunlight. Plants and other oxygenic phototrophs have developed a suite of photoprotective mechanisms to prevent photoinhibition and oxidative stre ...

Oxybenzone Oxybenzone or benzophenone-3 or BP-3 (trade names Milestab 9, Eusolex 4360, Escalol 567, KAHSCREEN BZ-3) is an organic compound. It is a pale-yellow solid that is readily soluble in most organic solvents. Oxybenzone belongs to the class of aroma ...

(a component of some

sunscreen Sunscreen, also known as sunblock or sun cream, is a photoprotective topical product for the skin that mainly absorbs, or to a much lesser extent reflects, some of the sun's ultraviolet (UV) radiation and thus helps protect against sunburn and ...

s) is suspected owing to its skin penetrating qualities and its production of free radicals. One medication that has been proven to be photocarcinogenic is

psoralen Psoralen (also called psoralene) is the parent compound in a family of naturally occurring organic compounds known as the linear furanocoumarins. It is structurally related to coumarin by the addition of a fused furan ring, and may be considered a ...

. This drug is used in

photodynamic therapy Photodynamic therapy (PDT) is a form of phototherapy involving light and a photosensitizing chemical substance, used in conjunction with molecular oxygen to elicit cell death (phototoxicity). PDT is popularly used in treating acne. It is used cl ...

for many inflammatory skin conditions, where the drug is combined with skin exposure to UV light. Epidemiological studies dating back to the 1970s have shown a strong association between psoralen treatment and skin cancer incidence 5 to 15 years afterwards. A logistic regression study has shown that there is a positive association between citrus consumption, both in the form of fruit and fruit juice, and risk of developing melanoma. This increased risk is most profound in fair-skinned individuals. The reason for this correlation is the high concentration of the photocarcinogenic compound psoralen in citrus fruits.

References

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References