In:
Chemical Biology & Drug Design, Wiley, Vol. 86, No. 5 ( 2015-11), p. 1030-1035
Kurzfassung:
A novel class of 5,6‐dihydro‐4 H ‐benzo[ d ]isoxazol‐7‐ones and 5,6‐dihydro‐4 H ‐isoxazolo[5,4‐ c ]pyridin‐7‐ones was designed, synthesized, and assayed to investigate the affinity toward Hsp90 protein. The synthetic route was based on a 1,3‐dipolar cycloaddition of nitriloxides, generated in situ from suitable benzaldoximes, with 2‐bromocyclohex‐2‐enones or 3‐bromo‐5,6‐dihydro‐1 H ‐pyridin‐2‐ones. Whereas all the compounds bearing a benzamide group on the bicyclic scaffold were devoid of activity, the derivatives carrying a resorcinol‐like fragment showed a remarkable inhibitory effect on Hsp90. Docking calculations were performed to investigate the orientation of the new compounds within the binding site of the enzyme.
Materialart:
Online-Ressource
ISSN:
1747-0277
,
1747-0285
DOI:
10.1111/cbdd.2015.86.issue-5
Sprache:
Englisch
Verlag:
Wiley
Publikationsdatum:
2015
ZDB Id:
2216600-2
SSG:
12
