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Natural oxyprenylated coumarins are modulators of melanogenesis.

Abstract：

:Naturally occurring coumarins 7-isopentenyloxycoumarin, auraptene, and umbelliprenin are able to modulate the biosynthesis of melanin in murine Melan-a cells probably through the interaction with selected biological targets like estrogen receptor β and aryl hydrocarbon receptor. Such a modulation strictly depends on the individual structure of the coumarin: the presence of a 3,3-dimethylallyloxy side chain is a structural determinant for tanning activation whereas a farnesyl one leads to the opposite effect. The parent compound with a free OH group, umbelliferone, did not provide any interaction. Other coumarins assayed, having shorter chains and/or being substituted in other positions, and prenyloxypsoralens, were not active or not further investigated in this context being cytotoxic at low doses.

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Fiorito S,Epifano F,Preziuso F,Cacciatore I,di Stefano A,Taddeo VA,de Medina P,Genovese S

doi

10.1016/j.ejmech.2018.04.051

subject

Has Abstract

pub_date

2018-05-25 00:00:00

pages

274-282

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(18)30393-3

journal_volume

152

pub_type

杂志文章

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