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Metallacarborane Sulfamides: Unconventional, Specific, and Highly Selective Inhibitors of Carbonic Anhydrase IX
B. Grüner, J. Brynda, V. Das, V. Šícha, J. Štěpánková, J. Nekvinda, J. Holub, K. Pospíšilová, M. Fábry, P. Pachl, V. Král, M. Kugler, V. Mašek, M. Medvedíková, S. Matějková, A. Nová, B. Lišková, S. Gurská, P. Džubák, M. Hajdúch, P. Řezáčová,
Journal of medicinal chemistry.
2019 ;
62 (21) :
9560-9575.
[pub] 20191016
Jazyk angličtina Země Spojené státy americké
Typ dokumentu časopisecké články, práce podpořená grantem
Perzistentní odkaz
https://www.medvik.cz/link/bmc20023488
- MeSH
- amidy chemie MeSH
- biologický transport účinky léků MeSH
- borany chemie farmakologie MeSH
- doxorubicin metabolismus MeSH
- inhibitory karboanhydras chemie farmakologie MeSH
- karboanhydrasa IX chemie metabolismus MeSH
- katalytická doména MeSH
- lidé MeSH
- molekulární modely MeSH
- myši MeSH
- nádorové buněčné linie MeSH
- racionální návrh léčiv MeSH
- synergismus léků MeSH
- xenogenní modely - testy antitumorózní aktivity MeSH
- zvířata MeSH
- Check Tag
- lidé MeSH
- myši MeSH
- zvířata MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
Carbonic anhydrase IX (CAIX) is a transmembrane enzyme that regulates pH in hypoxic tumors and promotes tumor cell survival. Its expression is associated with the occurrence of metastases and poor prognosis. Here, we present nine derivatives of the cobalt bis(dicarbollide)(1-) anion substituted at the boron or carbon sites by alkysulfamide group(s) as highly specific and selective inhibitors of CAIX. Interactions of these compounds with the active site of CAIX were explored on the atomic level using protein crystallography. Two selected derivatives display subnanomolar or picomolar inhibition constants and high selectivity for the tumor-specific CAIX over cytosolic isoform CAII. Both derivatives had a time-dependent effect on the growth of multicellular spheroids of HT-29 and HCT116 colorectal cancer cells, facilitated penetration and/or accumulation of doxorubicin into spheroids, and displayed low toxicity and showed promising pharmacokinetics and a significant inhibitory effect on tumor growth in syngenic breast 4T1 and colorectal HT-29 cancer xenotransplants.
Citace poskytuje Crossref.org
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