Synthesis and carbonic anhydrase inhibitory properties of novel cyclohexanonyl bromophenol derivatives.

Article Details

Citation

Balaydin HT, Senturk M, Menzek A

Synthesis and carbonic anhydrase inhibitory properties of novel cyclohexanonyl bromophenol derivatives.

Bioorg Med Chem Lett. 2012 Feb 1;22(3):1352-7. doi: 10.1016/j.bmcl.2011.12.069. Epub 2011 Dec 21.

PubMed ID
22230050 [ View in PubMed
]
Abstract

The Naturally occurring novel cyclohexanonyl bromophenol 2(R)-2-(2,3,6-tribromo-4,5-dihydroxybenzyl)cyclohexanone (4) was synthesized as a racemic compound. Cyclohexylphenyl methane derivatives (10-17) with Br, OMe, CO, and OH were also obtained. Inhibition of four human carbonic anhydrase (hCA, EC 4.2.1.1) isozymes I, II, IV, and VI, with compounds 2-4, 8, and 10-26 was investigated. These compounds were found to be promising carbonic anhydrase inhibitors and some of them showed interesting inhibitory activity. Some of the compounds investigated here showed effective hCA inhibitory activity, and might be used as leads for generating novel carbonic anhydrase inhibitors which are valuable drug candidates for the treatment of glaucoma, epilepsy, gastric and duodenal ulcers, neurological disorders, and osteoporosis.

DrugBank Data that Cites this Article

Binding Properties
DrugTargetPropertyMeasurementpHTemperature (°C)
AcetazolamideCarbonic anhydrase 1Ki (nM)36200N/AN/ADetails
AcetazolamideCarbonic anhydrase 2Ki (nM)370N/AN/ADetails
AcetazolamideCarbonic anhydrase 4Ki (nM)578N/AN/ADetails
EthoxzolamideCarbonic anhydrase 1Ki (nM)3750N/AN/ADetails
EthoxzolamideCarbonic anhydrase 2Ki (nM)320N/AN/ADetails
EthoxzolamideCarbonic anhydrase 4Ki (nM)840N/AN/ADetails
ZonisamideCarbonic anhydrase 1Ki (nM)14800N/AN/ADetails
ZonisamideCarbonic anhydrase 2Ki (nM)1070N/AN/ADetails
ZonisamideCarbonic anhydrase 4Ki (nM)38450N/AN/ADetails
ZonisamideCarbonic anhydrase 6Ki (nM)2420N/AN/ADetails