
TY  - JOUR
A1  - Hambley, Trevor W. 
A1  - Knott, Robert 
A1  - Kassiou, Michael 
A1  - Christie, MacDonald J. 
T1  - X-Ray Crystallographic Structures of Biologically Active Trishomocubanes of the Types Pentacyclo[5.4.0.0<emph type="7">2,6</emph>.0<emph type="7">3,10</emph>.0<emph type="7">5,9</emph>]undecylamines and 4-Azahexacyclo[5.4.1.0<emph type="7">2,6</emph>.0<emph type="7">3,10</emph>.0<emph type="7">5,9</emph>.0<emph type="7">8,11</emph>]dodecane
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 2001
VL  - 53
IS  - 12
SP  - 899
EP  - 904
KW  - Crystal structure; cubanes; neuroactivity; pharmaceuticals; sigma binding site.
UR  - https://doi.org/10.1071/CH00115 
N2  - The structures of three trishomocubanes of types pentacyclo&#91;5.4.0.0 2,6 .0 3,10 .0 5,9 &#93;undecylamines and 4-azahexacyclo&#91;5.4.1.0 2,6 .0 3,10 .0 5,9 .0 8,11 &#93;dodecanes have been determined. These ligands have demonstrated high selectivity and affinity for the sigma binding site, a molecular binding site important in the study of neurological disorders. The three compounds reported are members of an extensive series of ligands under investigation in a search for more efficacious pharmaceuticals. Compound (3) crystallized in the monoclinic space group C2/c with a 15.821(8), b 22.407(10), c 11.032(6) &#197;, &#946; 115.15(3)&#176;, V 3540(3) &#197; 3 , Z 8, and was refined to an R value of 0.054 on 1161F. Compound (4) crystallized in the triclinic, space group P1, a 11.278(3), b 13.139(2), c 7.444(2) &#197;, &#945; 104.54(1), &#946; 107.85(2), &#947; 68.51(1)&#176;, V 964.9(4) &#197; 3 , Z 2, and was refined to an R value of 0.061 on 1939F. Compound (6) crystallized in the monoclinic space group P2 1 /c, a 9.971(4), b 11.989(4), c 12.993(5) &#197;, &#946; 108.68(3)&#176;, V 1471(1) &#197;3 , Z 4, and was refined to an R value of 0.060 on 1303F. The results are in accord with the hypothesis that the spatial relationship between the amine group and the hydrophobic regions of the molecule are important determinants of binding at the sigma site. 
ER  -

