Trioxsalen

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Trioxsalen
IUPAC name	2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one
Identifiers
CAS number	[3902-71-4]
PubChem	5585
SMILES	CC1=CC(=O)OC2=C1C=C3C=C(OC3=C2C)C
Properties
Molecular formula	C14H12O3
Molar mass	228.24328
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references

Trioxsalen (trimethylpsoralen, trioxysalen or trisoralen) is a furanocoumarin and a psoralen derivative. It is obtained from several plants, mainly Psoralea corylifolia. Like other psoralens it causes photosensitization of the skin. It is administered either topically or orally in conjunction with UV-A (the least damaging form of ultraviolet light) for phototherapy treatment of vitiligo^[1] and hand eczema.^[2] After photoactivation it creates interstrand cross-links in DNA, which can cause programmed cell death unless repaired by cellular mechanisms. In research it can be conjugated to dyes for confocal microscopy and used to visualize sites of DNA damage.^[3] The compound is also being explored for development of antisense oligonucleotides that can be cross-linked specifically to a mutant mRNA sequence without affecting normal transcripts differing at even a single base pair.^[4]

[edit] References

1. ^ "PubChem CID 5585". http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=5585. 
2. ^ PMID 15611423
3. ^ PMID 17373769
4. ^ PMID 17150768

v • d • e Antipsoriatics (D05) Topical Tars Tar Antracens Dithranol Psoralens Trioxysalen - Methoxsalen Other Fumaric acid - vitamin D (Calcipotriol, Calcitriol, Tacalcitol) - Tazarotene Systemic Psoralens Trioxysalen - Methoxsalen - Bergapten Retinoids Etretinate - Acitretin