Bioorganic & Medicinal Chemistry 2013-03-15

Synthesis of 1,4-bis(indolin-1-ylmethyl)benzene derivatives and their structure-activity relationships for the interaction of human carbonic anhydrase isoforms I and II.

Oktay Talaz, Hüseyin Cavdar, Serdar Durdagi, Hacer Azak, Deniz Ekinci

Index: Bioorg. Med. Chem. 21(6) , 1477-82, (2013)

Full Text: HTML

Abstract

Several 1,4-bis(indolin-1-ylmethyl)benzene-based compounds containing substituents such as five, six and seven cyclic derivatives on indeno part (9a-c) were prepared and tested against two members of the pH regulatory enzyme family, carbonic anhydrase (CA). The inhibitory potencies of the compounds at the human isoforms hCA I and hCA II targets were analyzed and KI values were calculated. KI values of compounds for hCA I and hCA II human isozymes were measured in the range of 39.3-42.6μM and 0.17-0.29μM, respectively. The structurally related compound indole was also tested in order to understand the structure-activity relationship. Most of the compounds showed good CA inhibitory efficacy. In silico docking studies of these derivatives within hCA I and II were also carried out and results are supported the kinetic assays.Copyright © 2012 Elsevier Ltd. All rights reserved.

Related Compounds

  • Indoline

Related Articles:

Palladium-catalyzed insertion of N-tosylhydrazones for the synthesis of isoindolines.

2013-04-21

[Chem. Commun. (Camb.) 49(31) , 3254-6, (2013)]

FeCl3-mediated Friedel-Crafts hydroarylation with electrophilic N-acetyl indoles for the synthesis of benzofuroindolines.

2012-12-07

[Angew. Chem. Int. Ed. Engl. 51(50) , 12546-50, (2012)]

Identification and Testing of Novel CARP-1 Functional Mimetic Compounds as Inhibitors of Non-Small Cell Lung and Triple Negative Breast Cancers.

2015-09-01

[J. Biomed. Nanotechnol. 11 , 1608-27, (2015)]

Selective inhibition of carboxylesterases by isatins, indole-2,3-diones.

2007-04-19

[J. Med. Chem. 50 , 1876-85, (2007)]

Conformationally constrained ortho-anilino diaryl ureas: discovery of 1-(2-(1'-neopentylspiro[indoline-3,4'-piperidine]-1-yl)phenyl)-3-(4-(trifluoromethoxy)phenyl)urea, a potent, selective, and bioavailable P2Y1 antagonist.

2013-11-27

[J. Med. Chem. 56(22) , 9275-95, (2013)]

More Articles...