Chemical and Pharmaceutical Bulletin p. 3561 - 3568 (1984)
Update date:2022-08-05
Topics:
Hashigaki
Hiramatsu
Yamato
Tasaka
Various 1'-(o, m, and/or p-substituted benzyl) (5), 1'-(heterocyclic arylmethyl) (6), and 1'-acyl (7) analogs of spiro[isochroman-3,4'-piperidin]-1-one were prepared and tested for inhibitory activity on the compound 48/80-induced release of histamine from mast cells. The biological results suggested that the activity is mainly affected by the lipophilicity rather than by the electrostatic character of the 1'-substituent. 4-Benzylspiro[cyclohexane-1,3'-hexahydroisochroman]-1'-one (17) and 9-benzyl-1-oxa-spiro[5.5]undecan-2-one (18) were prepared and found to be inactive, implying that the benzene moiety in the isochroman ring is essential for the activity.
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Doi:10.1016/S0040-4039(01)81677-4
(1984)Doi:10.1021/jo00207a055
(1985)Doi:10.1039/b707957e
(2007)Doi:10.1016/S0040-4039(01)91394-2
(1984)Doi:10.1021/jo7017813
(2007)Doi:10.1021/ja0724590
(2007)
