Carbonic anhydrase inhibitors. Comparison of aliphatic sulfamate/bis-sulfamate adducts with isozymes II and IX as a platform for designing tight-binding, more isoform-selective inhibitors (Articolo in rivista)

Type

• Articolo in rivista (Classe)
• Prodotto della ricerca (Classe)

Label

• Carbonic anhydrase inhibitors. Comparison of aliphatic sulfamate/bis-sulfamate adducts with isozymes II and IX as a platform for designing tight-binding, more isoform-selective inhibitors (Articolo in rivista) (literal)

Anno

• 2009-01-01T00:00:00+01:00 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

• 10.1021/jm900641r (literal)

Alternative label

• Vitale RM; Alterio V; Innocenti A; Winum JY; Monti SM; De Simone G; Supuran CT. (2009)
  Carbonic anhydrase inhibitors. Comparison of aliphatic sulfamate/bis-sulfamate adducts with isozymes II and IX as a platform for designing tight-binding, more isoform-selective inhibitors
  in Journal of medicinal chemistry
  (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

• Vitale RM; Alterio V; Innocenti A; Winum JY; Monti SM; De Simone G; Supuran CT. (literal)

Pagina inizio

• 5990 (literal)

Pagina fine

• 5998 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

• 52 (literal)

Rivista

• Journal of medicinal chemistry (Rivista)

Note

• Scopu (literal)
• ISI Web of Science (WOS) (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

• Istituto di Chimica Biomolecolare--CNR, Via Campi Flegrei 34, 80078, Pozzuoli, Italy; Istituto di Biostrutture e Bioimmagini--CNR, Via Mezzocannone 16, 80134 Napoli, Italy; Laboratorio di Chimica Bioinorganica, Universita? degli Studi di Firenze, Rm. 188, Via della Lastruccia 3, I-50019 Sesto Fiorentino, Firenze, Italy; Institut des Biomole?cules Max Mousseron (IBMM), UMR 5247 CNRS-UM1-UM2, Ba?timent de Recherche Max Mousseron, Ecole Nationale Supe?rieure de Chimie de Montpellier, 8 Rue de l'Ecole Normale, 34296 Montpellier Cedex, France. (literal)

Titolo

• Carbonic anhydrase inhibitors. Comparison of aliphatic sulfamate/bis-sulfamate adducts with isozymes II and IX as a platform for designing tight-binding, more isoform-selective inhibitors (literal)

Abstract

• Two approaches were used to design inhibitors of the metalloenzyme carbonic anhydrase (CA, EC 4,2.1.1): the tail and the ring approaches. Aliphatic sulfamates constitute a class of CA inhibitors (CAls) that cannot be classified in either one of these categories. We report here the detailed inhibition profile of four such compounds against isoforms CAs I-XIV, the first crystallographic structures of these compounds in adduct with isoform II, and molecular modeling studies for their interaction with hCA IX. Aliphatic monosulfamates/bis-sulfamates were nanomolar inhibitors of hCAs II, IX, and XII, unlike aromatic/heterocyclic sulfonamides that promiscuously inhibit most CA isozymes with low nanomolar affinity. The bis-sulfamates incorporating 8 or 10 carbon atoms showed higher affinity for the tumor-associated hCA IX compared to hCA II, whereas the opposite was true for the monosulfamates. The explanation for their interaction with CA active site furnishes insights for obtaining compounds with increased affinity/selectivity for various isozymes. (literal)

Prodotto di

• Targeting e inibizione dell'angiogenesi per mezzo di antagonisti del recettore Flt-1 di VEGF/PlGF (PM.P01.007.001) (Modulo)
• Institute of biostructure and bioimaging (IBB) (Istituto)

Autore CNR

• GIUSEPPINA DE SIMONE (Unità di personale interno)
• VINCENZO ALTERIO (Persona)
• SIMONA MARIA MONTI (Unità di personale interno)
• ROSA MARIA VITALE (Persona)

Insieme di parole chiave

• Parole chiave di "Carbonic anhydrase inhibitors. Comparison of aliphatic sulfamate/bis-sulfamate adducts with isozymes II and IX as a platform for designing tight-binding, more isoform-selective inhibitors" (Insieme di parole chiave)

Incoming links:

Autore CNR di

• GIUSEPPINA DE SIMONE (Unità di personale interno)
• SIMONA MARIA MONTI (Unità di personale interno)
• ROSA MARIA VITALE (Persona)
• VINCENZO ALTERIO (Persona)

Prodotto

• Institute of biostructure and bioimaging (IBB) (Istituto)
• Targeting e inibizione dell'angiogenesi per mezzo di antagonisti del recettore Flt-1 di VEGF/PlGF (PM.P01.007.001) (Modulo)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#rivistaDi

• Journal of medicinal chemistry (Rivista)

Insieme di parole chiave di

• Parole chiave di "Carbonic anhydrase inhibitors. Comparison of aliphatic sulfamate/bis-sulfamate adducts with isozymes II and IX as a platform for designing tight-binding, more isoform-selective inhibitors" (Insieme di parole chiave)