Ureidobenzenesulfonamides as efficient inhibitors of carbonic anhydrase II.


Journal

Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703

Informations de publication

Date de publication:
10 2019
Historique:
received: 09 01 2019
revised: 04 07 2019
accepted: 11 07 2019
pubmed: 25 7 2019
medline: 30 9 2020
entrez: 24 7 2019
Statut: ppublish

Résumé

Sulfonamides represent an important class of drugs because of their inhibitory effect on carbonic anhydrases (CAs). We therefore synthesized several ureidobenzenesulfonamides and evaluated their bCA II inhibition for their potential use as anti-glaucoma gents. Since these compounds must not show cytotoxic effects, their cytotoxic potential against several human tumor cell lines and non-malignant fibroblasts was investigated. Several fluorophenyl substituted sulfonamides were efficient inhibitors of bCA II. Only one benzylphenyl substituted sulfonamide, however, showed a remarkable selectivity for HT29 colorectal carcinoma cells while being significantly less cytotoxic to non-malignant fibroblasts.

Identifiants

pubmed: 31336306
pii: S0045-2068(19)30036-7
doi: 10.1016/j.bioorg.2019.103123
pii:
doi:

Substances chimiques

Carbonic Anhydrase Inhibitors 0
Phenylurea Compounds 0
Sulfonamides 0
Carbonic Anhydrase II EC 4.2.1.-

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

103123

Informations de copyright

Copyright © 2019 Elsevier Inc. All rights reserved.

Auteurs

Immo Serbian (I)

Martin-Luther-University Halle-Wittenberg, Organic Chemistry, Kurt-Mothes-Str. 2, D-06120 Halle (Saale), Germany.

Philipp Schwarzenberger (P)

Martin-Luther-University Halle-Wittenberg, Organic Chemistry, Kurt-Mothes-Str. 2, D-06120 Halle (Saale), Germany.

Anne Loesche (A)

Martin-Luther-University Halle-Wittenberg, Organic Chemistry, Kurt-Mothes-Str. 2, D-06120 Halle (Saale), Germany.

Sophie Hoenke (S)

Martin-Luther-University Halle-Wittenberg, Organic Chemistry, Kurt-Mothes-Str. 2, D-06120 Halle (Saale), Germany.

Ahmed Al-Harrasi (A)

University of Nizwa, Chair of Oman's Medicinal Plants and Marine Natural Products, PO Box 33, Birkat Al-Mauz, Nizwa, Oman.

René Csuk (R)

Martin-Luther-University Halle-Wittenberg, Organic Chemistry, Kurt-Mothes-Str. 2, D-06120 Halle (Saale), Germany. Electronic address: rene.csuk@chemie.uni-halle.de.

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Classifications MeSH