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• W3137996655 startingPage "113385" @default.
• W3137996655 abstract "An expanded series of alkyl 2-arylhydrazinylidene-3-oxo-3-polyfluoroalkylpropionates (HOPs) 3 was obtained via Cu(OAc)2-catalyzed azo coupling. All were nanomolar inhibitors of carboxylesterase (CES), while moderate or weak inhibitors of acetylcholinesterase and butyrylcholinesterase. Steady-state kinetics studies showed that HOPs 3 are mixed type inhibitors of the three esterases. Molecular docking studies demonstrated that two functional groups in the structure of HOPs, trifluoromethyl ketone (TFK) and ester groups, bind to the CES active site suggesting subsequent reactions: formation of a tetrahedral adduct, and a slow hydrolysis reaction. The results of molecular modeling allowed us to explain some structure-activity relationships of CES inhibition by HOPs 3: their selectivity toward CES in comparison with cholinesterases and the high selectivity of pentafluoroethyl-substituted HOP 3p to hCES1 compared to hCES2. All compounds were predicted to have good intestinal absorption and blood-brain barrier permeability, low cardiac toxicity, good lipophilicity and aqueous solubility, and reasonable overall drug-likeness. HOPs with a TFK group and electron-donor substituents in the arylhydrazone moiety were potent antioxidants. All compounds possessed low cytotoxicity and low acute toxicity. Overall, a new promising type of bifunctional CES inhibitors has been found that are able to interact with the active site of the enzyme with the participation of two functional groups. The results indicate that HOPs have the potential to be good candidates as human CES inhibitors for biomedicinal applications." @default.
• W3137996655 created "2021-03-29" @default.
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• W3137996655 date "2021-06-01" @default.
• W3137996655 modified "2023-09-27" @default.
• W3137996655 title "Novel potent bifunctional carboxylesterase inhibitors based on a polyfluoroalkyl-2-imino-1,3-dione scaffold" @default.
• W3137996655 cites W1513923893 @default.
• W3137996655 cites W1969867082 @default.
• W3137996655 cites W1971048984 @default.
• W3137996655 cites W1971627099 @default.
• W3137996655 cites W1980066215 @default.
• W3137996655 cites W1984549384 @default.
• W3137996655 cites W1985788916 @default.
• W3137996655 cites W1990399577 @default.
• W3137996655 cites W1996095828 @default.
• W3137996655 cites W1997567593 @default.
• W3137996655 cites W2001418848 @default.
• W3137996655 cites W2003147329 @default.
• W3137996655 cites W2010550263 @default.
• W3137996655 cites W2012991711 @default.
• W3137996655 cites W2015331537 @default.
• W3137996655 cites W2015820492 @default.
• W3137996655 cites W2017418796 @default.
• W3137996655 cites W2017547533 @default.
• W3137996655 cites W2017609635 @default.
• W3137996655 cites W2020014337 @default.
• W3137996655 cites W2020405193 @default.
• W3137996655 cites W2022219304 @default.
• W3137996655 cites W2026021002 @default.
• W3137996655 cites W2029942025 @default.
• W3137996655 cites W2032798411 @default.
• W3137996655 cites W2033237984 @default.
• W3137996655 cites W2034549041 @default.
• W3137996655 cites W2036903033 @default.
• W3137996655 cites W2040943020 @default.
• W3137996655 cites W2050146112 @default.
• W3137996655 cites W2053136377 @default.
• W3137996655 cites W2058285408 @default.
• W3137996655 cites W2058599548 @default.
• W3137996655 cites W2074440214 @default.
• W3137996655 cites W2074908429 @default.
• W3137996655 cites W2079391597 @default.
• W3137996655 cites W2082038843 @default.
• W3137996655 cites W2086758152 @default.
• W3137996655 cites W2096772371 @default.
• W3137996655 cites W2098437204 @default.
• W3137996655 cites W2105668062 @default.
• W3137996655 cites W2112006614 @default.
• W3137996655 cites W2114918609 @default.
• W3137996655 cites W2115339329 @default.
• W3137996655 cites W2130744660 @default.
• W3137996655 cites W2130780134 @default.
• W3137996655 cites W2131257415 @default.
• W3137996655 cites W2155711100 @default.
• W3137996655 cites W2155842706 @default.
• W3137996655 cites W2158534713 @default.
• W3137996655 cites W2161672948 @default.
• W3137996655 cites W2168040054 @default.
• W3137996655 cites W2174406649 @default.
• W3137996655 cites W2256599699 @default.
• W3137996655 cites W2278057954 @default.
• W3137996655 cites W2280898644 @default.
• W3137996655 cites W2281428778 @default.
• W3137996655 cites W2284876113 @default.
• W3137996655 cites W2313360320 @default.
• W3137996655 cites W2318831531 @default.
• W3137996655 cites W2333579312 @default.
• W3137996655 cites W2346309398 @default.
• W3137996655 cites W2461942389 @default.
• W3137996655 cites W2539413229 @default.
• W3137996655 cites W2552021415 @default.
• W3137996655 cites W2580981584 @default.
• W3137996655 cites W2581780524 @default.
• W3137996655 cites W2589235448 @default.
• W3137996655 cites W2614879608 @default.
• W3137996655 cites W2615477576 @default.
• W3137996655 cites W2732879716 @default.
• W3137996655 cites W2761965146 @default.
• W3137996655 cites W2772017860 @default.
• W3137996655 cites W2780394646 @default.
• W3137996655 cites W2801859295 @default.
• W3137996655 cites W2803555670 @default.
• W3137996655 cites W2810653208 @default.

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