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Physicochemical and biological properties of novel amide-based steroidal inhibitors of NMDA receptors

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F17%3A00474432" target="_blank" >RIV/61388963:_____/17:00474432 - isvavai.cz</a>

  • Alternative codes found

    RIV/67985823:_____/17:00474432 RIV/00216208:11120/17:43912357 RIV/00216208:11320/17:10359502

  • Result on the web

    <a href="http://dx.doi.org/10.1016/j.steroids.2016.08.010" target="_blank" >http://dx.doi.org/10.1016/j.steroids.2016.08.010</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1016/j.steroids.2016.08.010" target="_blank" >10.1016/j.steroids.2016.08.010</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Physicochemical and biological properties of novel amide-based steroidal inhibitors of NMDA receptors

  • Original language description

    Herein, we report a new class of amide-based inhibitors (1-4) of N-methyl-o-aspartate receptors (NMDARs) that were prepared as analogues of pregnanolone sulfate (PAS) and pregnanolone glutamate (PAG) - the steroidal neuroprotective NMDAR inhibitors. A series of experiments were conducted to evaluate their physicochemical and biological properties: (i) the inhibitory effect of compounds 3 and 4 on NMDARs was significantly improved (IC50 = 1.0 and 1.4 mu M respectively) as compared with endogenous inhibitor - pregnanolone sulfate (IC50 = 24.6 mu M) and pregnanolone glutamate (IC50 = 51.7 mu M), (ii) physicochemical properties (logP and logD) were calculated, (iii) Caco-2 assay revealed that the permeability properties of compounds 2 and 4 are comparable with pregnanolone glutamate, (iv) compounds 1-4 have minimal or no adverse hepatic effect, (v) compounds 1-4 cross blood-brain-barrier.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10401 - Organic chemistry

Result continuities

  • Project

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

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Others

  • Publication year

    2017

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Steroids

  • ISSN

    0039-128X

  • e-ISSN

  • Volume of the periodical

    117

  • Issue of the periodical within the volume

    Jan

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    10

  • Pages from-to

    52-61

  • UT code for WoS article

    000392566800009

  • EID of the result in the Scopus database

    2-s2.0-84994181912