Salicylanilide diethyl phosphates as cholinesterases inhibitors

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F15%3A39899767" target="_blank" >RIV/00216275:25310/15:39899767 - isvavai.cz</a>

Alternative codes found

RIV/00216208:11160/15:10312598

Result on the web

<a href="http://dx.doi.org/10.1016/j.bioorg.2014.11.005" target="_blank" >http://dx.doi.org/10.1016/j.bioorg.2014.11.005</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.bioorg.2014.11.005" target="_blank" >10.1016/j.bioorg.2014.11.005</a>

Result language

angličtina

Original language name

Salicylanilide diethyl phosphates as cholinesterases inhibitors

Original language description

Based on the presence of dialkyl phosphate moiety, we evaluated twenty-seven salicylanilide diethyl phosphates (diethyl [2-(phenylcarbamoyl) phenyl] phosphates) for the inhibition of acetylcholinesterase (AChE) from electric eel (Electrophorus electricus L.) and butyrylcholinesterase (BChE) from equine serum. Ellman's spectrophotometric method was used. The inhibitory activity (expressed as IC50 values) was compared with that of the established drugs galantamine and rivastigmine. Salicylanilide diethyl phosphates showed significant activity against both cholinesterases with IC50 values from 0.903 to 86.3 mu M. IC(50)s for BChE were comparatively lower than those obtained for AChE. All of the investigated compounds showed higher inhibition of AChE than rivastigmine, and six of them inhibited BChE more effectively than both rivastigmine and galantamine. In general, derivatives of 4-chlorosalicylic acid showed enhanced activity when compared to derivatives of 5-halogenated salicylic acids, especially against BChE. The most effective inhibitor of AChE was O-{5-chloro-2-[(3-bromophenyl) carbamoyl] phenyl} O, O-diethyl phosphate with IC50 of 35.4 mu M, which is also one of the most potent inhibitors of BChE. O-{5-Chloro-2-[( 3,4-dichlorophenyl) carbamoyl] phenyl} O, O-diethyl phosphate exhibited in vitro the strongest inhibition of BChE (0.90 mu M). Salicylanilide diethyl phosphates act as pseudo-irreversible cholinesterases inhibitors.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

FR - Pharmacology and apothecary chemistry

OECD FORD branch

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Project

Result was created during the realization of more than one project. More information in the Projects tab.

Continuities

S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2015

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Bioorganic Chemistry

ISSN

0045-2068

e-ISSN

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Volume of the periodical

58

Issue of the periodical within the volume

February

Country of publishing house

US - UNITED STATES

Number of pages

5

Pages from-to

48-52

UT code for WoS article

000349086500005

EID of the result in the Scopus database

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