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5-Methoxypsoralen

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Jan C. Simon – One of the best experts on this subject based on the ideXlab platform.

  • Solar simulator-induced phototoxicity of the furoquinoline alkaloid dictamnine compared to 8-methoxypsoralen and 5-Methoxypsoralen.
    Planta medica, 2006
    Co-Authors: Christoph M. Schempp, Birgit Simon-haarhaus, Richard Krieger, Jan C. Simon
    Abstract:

    Dictamnine, a furoquinoline alkaloid of the Rutaceae plant family, has been shown to be mutagenic and phototoxic in bacteria and yeasts. Here, we have investigated the phototoxic effect of dictamnine in human Jurkat T cells and HaCaT keratinocytes. Dictamnine was isolated from the roots of DICTAMNUS ALBA L. and was photoactivated with solar simulated radiation, delivered from a 1000-W xenon arc lamp with a maximal output between 300 – 800 nm. Dictamnine displayed concentration- and light-dependent phototoxic effects in both cell lines. In comparison to the structurally related furocoumarins 5-Methoxypsoralen and 8-methoxypsoralen, dictamnine was less phototoxic. Nevertheless, it may play a major role in the elicitation of phytophotodermatitis because of its abundance in plants of the Rutaceae family.

  • Dermatitis bullosa striata pratensis durch Ruta graveolens L. (Gartenraute)
    Der Hautarzt, 1999
    Co-Authors: Christoph M. Schempp, Erwin Schöpf, Jan C. Simon
    Abstract:

    Es wird uber einen Patienten berichtet, bei dem es durch Kontakt mit Ruta graveolens L. (Gartenraute) aus der Familie der Rutaceae zu einer bullosen phototoxischen Dermatitis kam. Bisher wurde nur selten uber Ruta graveolens L. als Ausloser einer Phytophotodermatitis berichtet. Wie beim Diptam (Dictamnus albus L., Brennender Busch) handelt es sich bei den phototoxisch wirksamen Komponenten der Pflanze um die Furocumarine 5-Methoxypsoralen (Bergapten) und 8-Methoxypsoralen (Xanthotoxin) und um das erst in neuerer Zeit als photosensibilisierend beschriebene Furanochinolin Dictamnin. Da die Gartenraute in vielen Garten als Gewurzpflanze und als Zierpflanze angebaut wird sollte sie differentialdiagnostisch bei der phototoxischen Phytodermatitis in Erwagung gezogen werden.

  • Dermatitis bullosa striata pratensis durch Ruta graveolens L. (Gartenraute)
    Der Hautarzt, 1999
    Co-Authors: Christoph M. Schempp, Erwin Schöpf, Jan C. Simon
    Abstract:

    Es wird über einen Patienten berichtet, bei dem es durch Kontakt mit Ruta graveolens L. (Gartenraute) aus der Familie der Rutaceae zu einer bullösen phototoxischen Dermatitis kam. Bisher wurde nur selten über Ruta graveolens L. als Auslöser einer Phytophotodermatitis berichtet. Wie beim Diptam ( Dictamnus albus L., Brennender Busch) handelt es sich bei den phototoxisch wirksamen Komponenten der Pflanze um die Furocumarine 5-Methoxypsoralen (Bergapten) und 8-Methoxypsoralen (Xanthotoxin) und um das erst in neuerer Zeit als photosensibilisierend beschriebene Furanochinolin Dictamnin. Da die Gartenraute in vielen Gärten als Gewürzpflanze und als Zierpflanze angebaut wird sollte sie differentialdiagnostisch bei der phototoxischen Phytodermatitis in Erwägung gezogen werden. A patient developed severe bullous phototoxic contact dermatitis caused by Ruta graveolens L. (garden rue) which belongs to the Rutaceae family. To date only a few cases of phototoxic reactions to the garden rue have been reported. The phototoxic components of Ruta graveolens L. are the fouranocoumarins 5-Methoxypsoralen (bergapten) and 8-methoxypsoralen (xanthotoxine), and the furanoquinoline dictamnine whose photo-toxic properties were recently discovered. Since the garden rue is frequently cultivated, it should be considered in the differential diagnosis of phototoxic phytodermatitis.

Christoph M. Schempp – One of the best experts on this subject based on the ideXlab platform.

  • Solar simulator-induced phototoxicity of the furoquinoline alkaloid dictamnine compared to 8-methoxypsoralen and 5-Methoxypsoralen.
    Planta medica, 2006
    Co-Authors: Christoph M. Schempp, Birgit Simon-haarhaus, Richard Krieger, Jan C. Simon
    Abstract:

    Dictamnine, a furoquinoline alkaloid of the Rutaceae plant family, has been shown to be mutagenic and phototoxic in bacteria and yeasts. Here, we have investigated the phototoxic effect of dictamnine in human Jurkat T cells and HaCaT keratinocytes. Dictamnine was isolated from the roots of DICTAMNUS ALBA L. and was photoactivated with solar simulated radiation, delivered from a 1000-W xenon arc lamp with a maximal output between 300 – 800 nm. Dictamnine displayed concentration- and light-dependent phototoxic effects in both cell lines. In comparison to the structurally related furocoumarins 5-Methoxypsoralen and 8-methoxypsoralen, dictamnine was less phototoxic. Nevertheless, it may play a major role in the elicitation of phytophotodermatitis because of its abundance in plants of the Rutaceae family.

  • Dermatitis bullosa striata pratensis durch Ruta graveolens L. (Gartenraute)
    Der Hautarzt, 1999
    Co-Authors: Christoph M. Schempp, Erwin Schöpf, Jan C. Simon
    Abstract:

    Es wird uber einen Patienten berichtet, bei dem es durch Kontakt mit Ruta graveolens L. (Gartenraute) aus der Familie der Rutaceae zu einer bullosen phototoxischen Dermatitis kam. Bisher wurde nur selten uber Ruta graveolens L. als Ausloser einer Phytophotodermatitis berichtet. Wie beim Diptam (Dictamnus albus L., Brennender Busch) handelt es sich bei den phototoxisch wirksamen Komponenten der Pflanze um die Furocumarine 5-Methoxypsoralen (Bergapten) und 8-Methoxypsoralen (Xanthotoxin) und um das erst in neuerer Zeit als photosensibilisierend beschriebene Furanochinolin Dictamnin. Da die Gartenraute in vielen Garten als Gewurzpflanze und als Zierpflanze angebaut wird sollte sie differentialdiagnostisch bei der phototoxischen Phytodermatitis in Erwagung gezogen werden.

  • Dermatitis bullosa striata pratensis durch Ruta graveolens L. (Gartenraute)
    Der Hautarzt, 1999
    Co-Authors: Christoph M. Schempp, Erwin Schöpf, Jan C. Simon
    Abstract:

    Es wird über einen Patienten berichtet, bei dem es durch Kontakt mit Ruta graveolens L. (Gartenraute) aus der Familie der Rutaceae zu einer bullösen phototoxischen Dermatitis kam. Bisher wurde nur selten über Ruta graveolens L. als Auslöser einer Phytophotodermatitis berichtet. Wie beim Diptam ( Dictamnus albus L., Brennender Busch) handelt es sich bei den phototoxisch wirksamen Komponenten der Pflanze um die Furocumarine 5-Methoxypsoralen (Bergapten) und 8-Methoxypsoralen (Xanthotoxin) und um das erst in neuerer Zeit als photosensibilisierend beschriebene Furanochinolin Dictamnin. Da die Gartenraute in vielen Gärten als Gewürzpflanze und als Zierpflanze angebaut wird sollte sie differentialdiagnostisch bei der phototoxischen Phytodermatitis in Erwägung gezogen werden. A patient developed severe bullous phototoxic contact dermatitis caused by Ruta graveolens L. (garden rue) which belongs to the Rutaceae family. To date only a few cases of phototoxic reactions to the garden rue have been reported. The phototoxic components of Ruta graveolens L. are the fouranocoumarins 5-Methoxypsoralen (bergapten) and 8-methoxypsoralen (xanthotoxine), and the furanoquinoline dictamnine whose photo-toxic properties were recently discovered. Since the garden rue is frequently cultivated, it should be considered in the differential diagnosis of phototoxic phytodermatitis.

Giuseppe De Panfilis – One of the best experts on this subject based on the ideXlab platform.

  • Bath-5-Methoxypsoralen-UVA therapy for psoriasis
    Journal of the American Academy of Dermatology, 1997
    Co-Authors: Piergiacomo Calzavara-pinton, Cristina Zane, A. Carlino, Giuseppe De Panfilis
    Abstract:

    Background: After oral intake, 5-Methoxypsoralen (5-MOP) is as effective as 8-MOP for PUVA therapy for psoriasis, with a lower incidence of acute cutaneous side effects. Objective: We compared bath-water delivery of 5-MOP and 8-MOP for photochemotherapy of psoriasis. Methods: Twenty-two patients underwent phototesting with 0.0003% 5-MOP or 8-MOP aqueous solutions. Twelve patients with palmar psoriasis were studied with a side-to-side comparison, and 10 patients with recurrent plaque-type psoriasis were treated with one therapy or the other. Results: Minimal phototoxic dose (MPD) values were 2.8 ± 1.2 J/cm 2 with 8-MOP and 2 2.0 ± 1.2 J/cm2 with 5-MOP ( p p p = 0.02). Bath-5-MOP-UVA was also more effective in the treatment of plaque-type psoriasis (cumulative UVA doses, 56.8 ± 39.2 vs 59.1 ± 27.9 J/cm2; number of exposures, 20.0 ± 5.7 vs 21.6 ± 4.7), but these differences were not significant ( p = NS). Patients developed an intense tan significantly earlier with 5-MOP than with 8-MOP (3.5 ± 0.5 weeks vs 4.4 ± 0.5 weeks; p Conclusion: Bath-5-MOP-UVA was more phototoxic than bath-8-MOP-UVA. It was more effective in the treatment of palmar psoriasis, whereas its greater pigmentogenic activity appeared to have an adverse effect on therapeutic effectiveness in the treatment of plaque-type psoriasis.

  • Bath-5-Methoxypsoralen-UVA therapy for psoriasis.
    Journal of the American Academy of Dermatology, 1997
    Co-Authors: Piergiacomo Calzavara-pinton, Cristina Zane, A. Carlino, Giuseppe De Panfilis
    Abstract:

    After oral intake, 5-Methoxypsoralen (5-MOP) is as effective as 8-MOP for PUVA therapy for psoriasis, with a lower incidence of acute cutaneous side effects. We compared bath-water delivery of 5-MOP and 8-MOP for photochemotherapy of psoriasis. Twenty-two patients underwent phototesting with 0.0003% 5-MOP or 8-MOP aqueous solutions. Twelve patients with palmar psoriasis were studied with a side-to-side comparison, and 10 patients with recurrent plaque-type psoriasis were treated with one therapy or the other. Minimal phototoxic dose (MPD) values were 2.8 +/- 1.2 J/cm2 with 8-MOP and 2.0 +/- 1.2 J/cm2 with 5-MOP (p < 0.01). Both therapies cleared palmar lesions but 8-MOP required more UVA irradiation (46.3 +/- 21.0 J/cm2 vs 30.2 +/- 21.5 J/cm2; p < 0.01) and more exposures (21.0 +/- 6.0 vs 17.0 +/- 5.0; p = 0.02). Bath-5-MOP-UVA was also more effective in the treatment of plaque-type psoriasis (cumulative UVA doses, 56.8 +/- 39.2 vs 59.1 +/- 27.9 J/cm2; number of exposures, 20.0 +/- 5.7 vs 21.6 +/- 4.7), but these differences were not significant (p = NS). Patients developed an intense tan significantly earlier with 5-MOP than with 8-MOP (3.5 +/- 0.5 weeks vs 4.4 +/- 0.5 weeks; p < 0.01). Bath-5-MOP-UVA was more phototoxic than bath-8-MOP-UVA. It was more effective in the treatment of palmar psoriasis, whereas its greater pigmentogenic activity appeared to have an adverse effect on therapeutic effectiveness in the treatment of plaque-type psoriasis.

Piergiacomo Calzavara-pinton – One of the best experts on this subject based on the ideXlab platform.

  • Bath-5-Methoxypsoralen-UVA therapy for psoriasis
    Journal of the American Academy of Dermatology, 1997
    Co-Authors: Piergiacomo Calzavara-pinton, Cristina Zane, A. Carlino, Giuseppe De Panfilis
    Abstract:

    Background: After oral intake, 5-Methoxypsoralen (5-MOP) is as effective as 8-MOP for PUVA therapy for psoriasis, with a lower incidence of acute cutaneous side effects. Objective: We compared bath-water delivery of 5-MOP and 8-MOP for photochemotherapy of psoriasis. Methods: Twenty-two patients underwent phototesting with 0.0003% 5-MOP or 8-MOP aqueous solutions. Twelve patients with palmar psoriasis were studied with a side-to-side comparison, and 10 patients with recurrent plaque-type psoriasis were treated with one therapy or the other. Results: Minimal phototoxic dose (MPD) values were 2.8 ± 1.2 J/cm 2 with 8-MOP and 2 2.0 ± 1.2 J/cm2 with 5-MOP ( p p p = 0.02). Bath-5-MOP-UVA was also more effective in the treatment of plaque-type psoriasis (cumulative UVA doses, 56.8 ± 39.2 vs 59.1 ± 27.9 J/cm2; number of exposures, 20.0 ± 5.7 vs 21.6 ± 4.7), but these differences were not significant ( p = NS). Patients developed an intense tan significantly earlier with 5-MOP than with 8-MOP (3.5 ± 0.5 weeks vs 4.4 ± 0.5 weeks; p Conclusion: Bath-5-MOP-UVA was more phototoxic than bath-8-MOP-UVA. It was more effective in the treatment of palmar psoriasis, whereas its greater pigmentogenic activity appeared to have an adverse effect on therapeutic effectiveness in the treatment of plaque-type psoriasis.

  • Bath-5-Methoxypsoralen-UVA therapy for psoriasis.
    Journal of the American Academy of Dermatology, 1997
    Co-Authors: Piergiacomo Calzavara-pinton, Cristina Zane, A. Carlino, Giuseppe De Panfilis
    Abstract:

    After oral intake, 5-Methoxypsoralen (5-MOP) is as effective as 8-MOP for PUVA therapy for psoriasis, with a lower incidence of acute cutaneous side effects. We compared bath-water delivery of 5-MOP and 8-MOP for photochemotherapy of psoriasis. Twenty-two patients underwent phototesting with 0.0003% 5-MOP or 8-MOP aqueous solutions. Twelve patients with palmar psoriasis were studied with a side-to-side comparison, and 10 patients with recurrent plaque-type psoriasis were treated with one therapy or the other. Minimal phototoxic dose (MPD) values were 2.8 +/- 1.2 J/cm2 with 8-MOP and 2.0 +/- 1.2 J/cm2 with 5-MOP (p < 0.01). Both therapies cleared palmar lesions but 8-MOP required more UVA irradiation (46.3 +/- 21.0 J/cm2 vs 30.2 +/- 21.5 J/cm2; p < 0.01) and more exposures (21.0 +/- 6.0 vs 17.0 +/- 5.0; p = 0.02). Bath-5-MOP-UVA was also more effective in the treatment of plaque-type psoriasis (cumulative UVA doses, 56.8 +/- 39.2 vs 59.1 +/- 27.9 J/cm2; number of exposures, 20.0 +/- 5.7 vs 21.6 +/- 4.7), but these differences were not significant (p = NS). Patients developed an intense tan significantly earlier with 5-MOP than with 8-MOP (3.5 +/- 0.5 weeks vs 4.4 +/- 0.5 weeks; p < 0.01). Bath-5-MOP-UVA was more phototoxic than bath-8-MOP-UVA. It was more effective in the treatment of palmar psoriasis, whereas its greater pigmentogenic activity appeared to have an adverse effect on therapeutic effectiveness in the treatment of plaque-type psoriasis.

A. Carlino – One of the best experts on this subject based on the ideXlab platform.

  • Bath-5-Methoxypsoralen-UVA therapy for psoriasis
    Journal of the American Academy of Dermatology, 1997
    Co-Authors: Piergiacomo Calzavara-pinton, Cristina Zane, A. Carlino, Giuseppe De Panfilis
    Abstract:

    Background: After oral intake, 5-Methoxypsoralen (5-MOP) is as effective as 8-MOP for PUVA therapy for psoriasis, with a lower incidence of acute cutaneous side effects. Objective: We compared bath-water delivery of 5-MOP and 8-MOP for photochemotherapy of psoriasis. Methods: Twenty-two patients underwent phototesting with 0.0003% 5-MOP or 8-MOP aqueous solutions. Twelve patients with palmar psoriasis were studied with a side-to-side comparison, and 10 patients with recurrent plaque-type psoriasis were treated with one therapy or the other. Results: Minimal phototoxic dose (MPD) values were 2.8 ± 1.2 J/cm 2 with 8-MOP and 2 2.0 ± 1.2 J/cm2 with 5-MOP ( p p p = 0.02). Bath-5-MOP-UVA was also more effective in the treatment of plaque-type psoriasis (cumulative UVA doses, 56.8 ± 39.2 vs 59.1 ± 27.9 J/cm2; number of exposures, 20.0 ± 5.7 vs 21.6 ± 4.7), but these differences were not significant ( p = NS). Patients developed an intense tan significantly earlier with 5-MOP than with 8-MOP (3.5 ± 0.5 weeks vs 4.4 ± 0.5 weeks; p Conclusion: Bath-5-MOP-UVA was more phototoxic than bath-8-MOP-UVA. It was more effective in the treatment of palmar psoriasis, whereas its greater pigmentogenic activity appeared to have an adverse effect on therapeutic effectiveness in the treatment of plaque-type psoriasis.

  • Bath-5-Methoxypsoralen-UVA therapy for psoriasis.
    Journal of the American Academy of Dermatology, 1997
    Co-Authors: Piergiacomo Calzavara-pinton, Cristina Zane, A. Carlino, Giuseppe De Panfilis
    Abstract:

    After oral intake, 5-Methoxypsoralen (5-MOP) is as effective as 8-MOP for PUVA therapy for psoriasis, with a lower incidence of acute cutaneous side effects. We compared bath-water delivery of 5-MOP and 8-MOP for photochemotherapy of psoriasis. Twenty-two patients underwent phototesting with 0.0003% 5-MOP or 8-MOP aqueous solutions. Twelve patients with palmar psoriasis were studied with a side-to-side comparison, and 10 patients with recurrent plaque-type psoriasis were treated with one therapy or the other. Minimal phototoxic dose (MPD) values were 2.8 +/- 1.2 J/cm2 with 8-MOP and 2.0 +/- 1.2 J/cm2 with 5-MOP (p < 0.01). Both therapies cleared palmar lesions but 8-MOP required more UVA irradiation (46.3 +/- 21.0 J/cm2 vs 30.2 +/- 21.5 J/cm2; p < 0.01) and more exposures (21.0 +/- 6.0 vs 17.0 +/- 5.0; p = 0.02). Bath-5-MOP-UVA was also more effective in the treatment of plaque-type psoriasis (cumulative UVA doses, 56.8 +/- 39.2 vs 59.1 +/- 27.9 J/cm2; number of exposures, 20.0 +/- 5.7 vs 21.6 +/- 4.7), but these differences were not significant (p = NS). Patients developed an intense tan significantly earlier with 5-MOP than with 8-MOP (3.5 +/- 0.5 weeks vs 4.4 +/- 0.5 weeks; p < 0.01). Bath-5-MOP-UVA was more phototoxic than bath-8-MOP-UVA. It was more effective in the treatment of palmar psoriasis, whereas its greater pigmentogenic activity appeared to have an adverse effect on therapeutic effectiveness in the treatment of plaque-type psoriasis.