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3-Amidoquinuclidine Derivatives: Synthesis and Interaction with Butyrylcholinesterase (CROSBI ID 121121)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Odžak, Renata ; Primožič, Ines ; Tomić, Srđanka 3-Amidoquinuclidine Derivatives: Synthesis and Interaction with Butyrylcholinesterase // Croatica chemica acta, 80 (2007), 1; 101-107-x

Podaci o odgovornosti

Odžak, Renata ; Primožič, Ines ; Tomić, Srđanka

engleski

3-Amidoquinuclidine Derivatives: Synthesis and Interaction with Butyrylcholinesterase

Racemates as well as (R)- and (S)-enantiomers of 3-pivalamidoquinuclidine (PivQ) and 3-acetamidoquinuclidine (AcQ) were prepared. Their quaternary racemic and enantiomerically pure N-benzyl derivatives (BnlPivQ and BnlAcQ) were synthesized as well. The amides were tested as substrates and inhibitors of butyrylcholinesterase (BChE) from horse serum (EC 3.1.1.8). No hydrolysis was observed under the experimental conditions used. On the contrary, the inhibition of BChE by (R)- and (S)-enantiomers of N-benzylquinuclidinium amides of pivalic acid was observed. The (S)-BnlPivQ with Ki=41.57 µ M was 3-fold more potent an inhibitor than the (R)-enantiomer. On the other hand both enantiomers of N-benzylquinuclidinum amides of acetic acid were shown to be inhibitors as well as activators depending on the concentrations of benzoylcholine (BzCh) which was used as a substrate of BChE.

3-amidoquinuclidine; quaternary derivatives of 3-amidoquinuclidine; butyrylcholinesterase; chiral inhibitors

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Podaci o izdanju

80 (1)

2007.

101-107-x

objavljeno

0011-1643

Povezanost rada

Kemija

Indeksiranost