Novel Diamide-Based Benzenesulfonamides as Selective Carbonic Anhydrase IX Inhibitors Endowed with Antitumor Activity: Synthesis, Biological Evaluation and In Silico Insights.
anticancer activity
diamide-based benzenesulfonamides
molecular docking
selective hCAIX inhibitors
synthesis
Journal
International journal of molecular sciences
ISSN: 1422-0067
Titre abrégé: Int J Mol Sci
Pays: Switzerland
ID NLM: 101092791
Informations de publication
Date de publication:
20 May 2019
20 May 2019
Historique:
received:
29
04
2019
revised:
16
05
2019
accepted:
17
05
2019
entrez:
30
5
2019
pubmed:
30
5
2019
medline:
12
11
2019
Statut:
epublish
Résumé
In this work, we present the synthesis and biological evaluation of novel series of diamide-based benzenesulfonamides 5a-h as inhibitors of the metalloenzyme carbonic anhydrase (CA, EC 4.2.1.1) isoforms hCA I, II, IX and XII. The target tumor-associated isoforms hCA IX and XII were undeniably the most affected ones (
Identifiants
pubmed: 31137489
pii: ijms20102484
doi: 10.3390/ijms20102484
pmc: PMC6566410
pii:
doi:
Substances chimiques
Antineoplastic Agents
0
Benzene Derivatives
0
Carbonic Anhydrase Inhibitors
0
Sulfonamides
0
Carbonic Anhydrase IX
EC 4.2.1.1
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Subventions
Organisme : Deanship of Scientific Research, King Saud University
ID : RG-1439-65
Références
J Natl Cancer Inst. 1991 Jun 5;83(11):757-66
pubmed: 2041050
J Med Chem. 2011 Mar 24;54(6):1896-902
pubmed: 21361354
Chem Rev. 2012 Aug 8;112(8):4421-68
pubmed: 22607219
J Med Chem. 2012 Jun 14;55(11):5591-600
pubmed: 22621623
Spectrochim Acta A Mol Biomol Spectrosc. 2013 Mar;104:538-45
pubmed: 23314102
J Natl Cancer Inst. 1990 Jul 4;82(13):1107-12
pubmed: 2359136
J Enzyme Inhib Med Chem. 2016 Oct;31(5):689-94
pubmed: 26118417
J Med Chem. 2015 Nov 25;58(22):9004-9
pubmed: 26522624
Eur J Med Chem. 2016 Feb 15;109:247-53
pubmed: 26774930
Eur J Med Chem. 2016 Mar 3;110:259-66
pubmed: 26840366
J Med Chem. 2016 Jun 23;59(12):5857-67
pubmed: 27253845
Molecules. 2016 Jun 10;21(6):
pubmed: 27294903
J Enzyme Inhib Med Chem. 2017 Dec;32(1):68-73
pubmed: 27775452
J Med Chem. 2016 Dec 8;59(23):10692-10704
pubmed: 27933963
J Enzyme Inhib Med Chem. 2017 Dec;32(1):600-613
pubmed: 28173708
Bioorg Med Chem. 2017 Apr 1;25(7):2210-2217
pubmed: 28256371
Eur J Med Chem. 2017 Oct 20;139:250-262
pubmed: 28802125
Metabolites. 2017 Sep 16;7(3):null
pubmed: 28926956
J Enzyme Inhib Med Chem. 2018 Dec;33(1):309-318
pubmed: 29281924
Bioorg Chem. 2018 Apr;77:443-456
pubmed: 29453076
J Enzyme Inhib Med Chem. 2018 Dec;33(1):686-700
pubmed: 29560733
Chemistry. 2018 Jun 4;24(31):7840-7844
pubmed: 29603439
Eur J Med Chem. 2018 May 25;152:1-9
pubmed: 29684705
J Enzyme Inhib Med Chem. 2018 Dec;33(1):1095-1107
pubmed: 29944015
Eur J Med Chem. 2018 Jul 15;155:782-796
pubmed: 30047410
Eur J Med Chem. 2018 Sep 5;157:28-36
pubmed: 30071407
Bioorg Chem. 2018 Dec;81:425-432
pubmed: 30219719
J Enzyme Inhib Med Chem. 2018 Dec;33(1):1453-1459
pubmed: 30221552
Eur J Med Chem. 2018 Dec 5;160:49-60
pubmed: 30317025
Chemistry. 2019 Jan 24;25(5):1188-1192
pubmed: 30411821
Eur J Med Chem. 2019 Jan 15;162:147-160
pubmed: 30445264
Bioorg Chem. 2019 Mar;83:549-558
pubmed: 30471577
Eur J Med Chem. 2019 Feb 1;163:37-53
pubmed: 30503942
J Enzyme Inhib Med Chem. 2019 Dec;34(1):322-332
pubmed: 30722708
Bioorg Chem. 2019 Jun;87:794-802
pubmed: 30978604
J Biol Chem. 1971 Apr 25;246(8):2561-73
pubmed: 4994926
J Immunol Methods. 1983 Dec 16;65(1-2):55-63
pubmed: 6606682