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The novel GABA adamantane derivative (AdGABA): design, synthesis, and activity relationship with gabapentin.

Abstract：

:A facile preparation of 2-aminomethyl-2-tricyclo[3.3.1.1(1,7)]decaneacetic acid hydrochloride 5 (AdGABA) is described. The synthesis of AdGABA involves the hydrogenation of 2-cyano-2-tricyclo[3.3.1.1(1,7)]decaneacetic acid 11, which was synthesized by two different synthetic routes. AdGABA was found to antagonize the pentylenetetrazole (PTZ) and semicarbazide (SCZ) induced tonic convulsions and exhibits analgesic activity in the hot plate test on mice. Although its mechanism of action is quite similar to that proposed previously for gabapentin (interaction with the alpha2delta subunit of the voltage gated Ca2+ channels), further studies were undertaken in order to clarify the precise mechanism of the anticonvulsant and analgesic effects of AdGABA on a molecular level.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Zoidis G,Papanastasiou I,Dotsikas I,Sandoval A,Dos Santos RG,Papadopoulou-Daifoti Z,Vamvakides A,Kolocouris N,Felix R

doi

10.1016/j.bmc.2005.02.030

subject

Has Abstract

pub_date

2005-04-15 00:00:00

pages

2791-8

issue

8

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(05)00146-X

journal_volume

13

pub_type

杂志文章

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