TY - JOUR
T1 - New N-arylsulfonyl-N-alkoxyaminoacetohydroxamic acids as selective inhibitors of gelatinase a (MMP-2)
AU - Rossello, Armando
AU - Nuti, Elisa
AU - Orlandini, Elisabetta
AU - Carelli, Paolo
AU - Rapposelli, Simona
AU - Macchia, Marco
AU - Minutolo, Filippo
AU - Carbonaro, Laura
AU - Albini, Adriana
AU - Benelli, Roberto
AU - Cercignani, Giovanni
AU - Murphy, Gillian
AU - Balsamo, Aldo
PY - 2004/5/1
Y1 - 2004/5/1
N2 - New N-arylsulfonyl-substituted alkoxyaminoaceto hydroxamic acid derivatives of types 8 and 10 designed as oxa-analogues of known sulfonamide-based MMPi of types 2 and 7 were synthesized and tested for their inhibitory activities on some matrix metalloproteinases. The combination of a biphenylsulfonamide group with oxyamino oxygen in the pharmacophoric central skeleton of sulfonamide-based MMPi obtained in the new sulfonamides 10 seems to be able to give selectivity for MMP-2 over MMP-1. The most potent derivative of this type, 10a, shows similar anti-invasive properties to the analogue reference drug CGS27023A, 2, in an in vitro model of invasion on matrigel, carried out on cellular lines of fibrosarcoma HT1080 (tumoural cells over-expressing MMP-2 and MMP-9).
AB - New N-arylsulfonyl-substituted alkoxyaminoaceto hydroxamic acid derivatives of types 8 and 10 designed as oxa-analogues of known sulfonamide-based MMPi of types 2 and 7 were synthesized and tested for their inhibitory activities on some matrix metalloproteinases. The combination of a biphenylsulfonamide group with oxyamino oxygen in the pharmacophoric central skeleton of sulfonamide-based MMPi obtained in the new sulfonamides 10 seems to be able to give selectivity for MMP-2 over MMP-1. The most potent derivative of this type, 10a, shows similar anti-invasive properties to the analogue reference drug CGS27023A, 2, in an in vitro model of invasion on matrigel, carried out on cellular lines of fibrosarcoma HT1080 (tumoural cells over-expressing MMP-2 and MMP-9).
KW - Gelatinase A inhibitors
KW - MMP-2 selective
KW - Sulfonamide-based MMP inhibitors
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UR - http://www.scopus.com/inward/citedby.url?scp=11144353769&partnerID=8YFLogxK
U2 - 10.1016/j.bmc.2004.01.047
DO - 10.1016/j.bmc.2004.01.047
M3 - Article
C2 - 15080939
AN - SCOPUS:11144353769
VL - 12
SP - 2441
EP - 2450
JO - Bioorganic and Medicinal Chemistry
JF - Bioorganic and Medicinal Chemistry
SN - 0968-0896
IS - 9
ER -