| Description: |
Trioxsalen, a toxic component, has tumorigenic property. Trioxsalen derivative 3 can significantly inhibit LOX, with IC(50) 9.4 muM, it has analgesic and anti‐inflammatory effects. |
| Targets: |
LOX |
| In vitro: |
| Journal of Enzyme Inhibition & Medicinal Chemistry, 2009, 24(6):1351-1356. | | Trioxsalen derivatives with lipoxygenase inhibitory activity.[Reference: WebLink] | Trioxsalen (TRX) is a 4,5',8-trimethylated psoralen analog presenting interesting biological activities when irradiated with UVA light.
METHODS AND RESULTS:
A series of TRX derivatives, which where obtained by its chemical modification and incorporation of a variety of unsaturated functions at position 4' of the psoralen ring-system, were evaluated for their antioxidant activity and their inhibitory activity on soybean lipoxygenase (LOX) and lipid peroxidation. The reducing properties of the compounds were evaluated using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging assay and found to be very low, in the range 0-14%, with the exception of the hydroxamic acid 6 which showed almost identical activity to BHT. TRX derivative 3 significantly inhibited LOX, with IC(50) 9.4 muM. With the exception of TRX, all tested analogs inhibited lipid peroxidation in the range of 35-91%.
CONCLUSIONS:
The most potent compound, namely TRX derivative 3, was studied for its anti-inflammatory activity in vivo on rat paw edema induced by carrageenan, and was found to be of almost identical activity to indomethacin. The results of the biological tests are discussed in terms of structural characteristics. |
|
| In vivo: |
| Archives of Dermatology, 1973, 107(3):413-414. | | Ineffectiveness of Trioxsalen as an Oral Photosensitizer.[Reference: WebLink] | The phototoxicity of methoxsalen (8-methoxypsoralen [8-MOP]) and trioxsalen (trimethylpsoralen) has been compared in humans.
METHODS AND RESULTS:
Topically, both drugs evoked equivalently intense reactions at low concentrations after exposure to long ultra-violet rays from the filtered xenon lamp. Whereas 60 mg of orally administered methoxsalen produced sharp reactions with occasional blistering, 200 mg of trioxsalen had no effect with long ultraviolet rays. Mild phototoxic responses were occasionally obtained with one-hour sunlight exposures after administration of 200 mg, but not less, of trioxsalen.
CONCLUSIONS:
Since the dose of trioxsalen is usually not more than 20 mg, the claims of therapeutic value in vitiligo probably reflect observer error. |
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