Salicylanilide diethyl phosphates as cholinesterases inhibitors
The result's identifiers
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>
Alternative languages
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
—
Czech description
—
Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
FR - Pharmacology and apothecary chemistry
OECD FORD branch
—
Result continuities
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
Others
Publication year
2015
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Bioorganic Chemistry
ISSN
0045-2068
e-ISSN
—
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
—