Psoralen Photochemistry

Parsons, Barry J.

doi:10.1111/j.1751-1097.1980.tb04061.x

Cited by 116 publications

(24 citation statements)

References 66 publications

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“…The biological activities of LFCs are extremely diverse, due to their ability to intercalate into RNA (Talib and Banerjee 1982) and in particular DNA (Parsons 1980;Beier and Nigg 1992) where they form covalent bonds in the presence of UVA light (320-400 nm). The photoreaction of LFCs with DNA is the final result of a multistage process.…”

Section: Phototoxic Effectsmentioning

confidence: 99%

“…The initial step is the formation of an intercalative complex between the LFCs and the nucleic acids of the DNA in a dark reaction. On exposure to UVA radiation, the intercalated LFCs can react by a [2 + 2]cycloaddition, at either the 3,4 double bond of the pyrone ring or the 4 ,5 double bond of the furan ring, with the 5,6 double bond of pyrimidine bases in DNA resulting in mono-and/or diadducts yielding interstrand cross-links (Parsons 1980;Christensen and Lam 1990), as shown in Figure 5.19. Because LFCs are potent photoactive compounds, they have been used clinically to treat human skin disorders such as skin depigmentation (vitiligo), psoriasis, mycosis fungoides, polymorphous photodermatitis and eczema.…”

Section: Phototoxic Effectsmentioning

confidence: 99%

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Acetylenes and Psoralens

Christensen¹,

Brandt²

2006

Plant Secondary Metabolites

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Section: Phototoxic Effectsmentioning

confidence: 99%

Section: Phototoxic Effectsmentioning

confidence: 99%

Acetylenes and Psoralens

Christensen¹,

Brandt²

2006

Plant Secondary Metabolites

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“…68,71,72 At present, the cost of such compounds would prohibit their use as components of any food preservation system.…”

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confidence: 99%

Existing and potential applications of ultraviolet light in the food industry - a critical review

Bintsis

Litopoulou-Tzanetaki

Robinson

2000

J. Sci. Food Agric.

696

374

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Short-wave ultraviolet light (UVC, 254 nm) can reduce dramatically the microbial load in air or on hard surfaces free from food residues, and can eliminate pathogens from potable water ®ltered to remove organic residues and`clumps' of bacteria. More recently, approval of the Food and Drug Administration (USA) has been sought for a system for the destruction of pathogenic bacteria in fruit juices using UVC, and the same approach could perhaps be applied to remove spoilage organisms from cider or wines. In contrast, long-wave UV light (UVA, b320 nm) has limited microbiocidal properties, and for practical applications its effectiveness has to be enhanced by the presence of photosensitive compounds (eg furocoumarins) that will diffuse into a microbial cell prior to irradiation. The penetration of UVA into water is better than that of UVC, and its bacteriocidal action in the presence of photosensitisers can be rapid. However, pure furocoumarins are expensive and their addition to foodstuffs might be questioned on safety grounds.

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“…This diverse activity is due to intercalation of linear furanocoumarins into DNA (Belogurov and Zavilgelsky, 1981;Cassier and Moustacchi, 1981;Grekin and Epstein, 1981;Parsons, 1980;Scott et al, 1976) and RNA (Talib and Banerjee, 1982) where they form covalent bonds in the presence of long-wave UV light resulting in both mono-and di-adducts (i.e., cross-links). An excellent discussion of the photochemistry of psoralens and their DNA and RNA adducts is presented by Hearst (1989), and their toxicological, environmental, and co-evolutionary significance is presented by Ivie (1987).…”

Section: Parsleys (Umbelliferae) and Citrus (Rutaceae) Familiesmentioning

confidence: 99%