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@ARTICLE{Ortega:834832,
author = {Ortega, Jose Antonio and Arencibia, Jose M. and La Sala,
Giuseppina and Borgogno, Marco and Bauer, Inga and Bono,
Luca and Braccia, Clarissa and Armirotti, Andrea and
Girotto, Stefania and Ganesan, Anand and De Vivo, Marco},
title = {{P}harmacophore {I}dentification and {S}caffold
{E}xploration to {D}iscover {N}ovel, {P}otent, and
{C}hemically {S}table {I}nhibitors of {A}cid {C}eramidase in
{M}elanoma {C}ells},
journal = {Journal of medicinal chemistry},
volume = {60},
number = {13},
issn = {1520-4804},
address = {Washington, DC},
publisher = {ACS},
reportid = {FZJ-2017-04723},
pages = {5800 - 5815},
year = {2017},
abstract = {Acid ceramidase (AC) hydrolyzes ceramides, which are
central lipid messengers for metabolism and signaling of
sphingolipids. A growing body of evidence links deregulation
of sphingolipids to several diseases, including cancer.
Indeed, AC expression is abnormally high in melanoma cells.
AC inhibition may thus be key to treating malignant
melanoma. Here, we have used a systematic scaffold
exploration to design a general pharmacophore for AC
inhibition. This pharmacophore comprises a 6 + 5 fused ring
heterocycle linked to an aliphatic substituent via a urea
moiety. We have thus identified the novel benzimidazole
derivatives 10, 21, 27, and 30, which are highly potent AC
inhibitors. Their chemical and metabolic stabilities are
comparable or superior to those of previously reported AC
inhibitors. Moreover, they are potent against endogenous AC
in intact melanoma cells. These novel inhibitors merit
further characterization and can serve as a promising
starting point for the discovery of new antimelanoma
therapeutics.},
cin = {IAS-5 / INM-9},
ddc = {540},
cid = {I:(DE-Juel1)IAS-5-20120330 / I:(DE-Juel1)INM-9-20140121},
pnm = {899 - ohne Topic (POF3-899)},
pid = {G:(DE-HGF)POF3-899},
typ = {PUB:(DE-HGF)16},
UT = {WOS:000405764900035},
pubmed = {pmid:28603987},
doi = {10.1021/acs.jmedchem.7b00472},
url = {https://juser.fz-juelich.de/record/834832},
}