Naslov
3-Amidoquinuclidine derivatives: synthesis of compounds and inhibition of butyrylcholinesterase

Autori
Odžak, Renata ; Tomić, Srđanka

Izvornik
Bioorganic Chemistry (0045-2068) 34 (2006), 2; 90-98

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
3-Amidoquinuclidines; Quaternary 3-Amidoquinuclidines

Sažetak
The synthesis of racemic and enantiomerically pure 3-butanamidoquinuclidines ((± )-Bu, (R)-Bu The synthesis of racemic and enantiomerically pure 3-butanamidoquinuclidines ((± )-Bu, (R)-Bu and (S)-Bu), 1-3) and 3-benzamidoquinuclidines ((± )-Bz, (R)-Bz and (S)-Bz), 4-6) is described. The N-quaternary derivatives, N-benzyl-3-butanamidoquinuclidinium bromides ((± )-BnlBu, (R)-BnlBu and (S)-BnlBu), 7-9) and N-benzyl-3-benzamidoquinuclidinium bromides ((± )-BnlBz, (R)-BnlBz and (S)-BnlBz), 10-12) were subsequently synthesized. The interaction of the four enantiomerically pure quaternary derivatives with horse serum butyrylcholinesterase (BChE) was tested. All tested compounds inhibited the enzyme. The best inhibitior of the enzyme was (S)-BnlBz with a Ki = 3.7 μ M. The inhibitor potency decreases in order (S)-BnlBz > (R)-BnlBz >> (R)-BnlBu > (S)-BnlBu.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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