Synthesis and biological activities of griseofulvin analogs.
In order to elucidate the structure-activity relationship of griseofulvin (1), (+/-)-6-demethyl analog (3), 2-demethoxy-6-demethyldihydro analog (4), (+/-)-dechloro-6-ethyl analog (5), (+/-)-dechloro-6-epi-ethyl analog (6), (+/-)6-ethyl analog (7) and (+/-)-6-epi-ethyl analog (8) were synthesized by a Diels-Alder cycloaddition of alkylidene ketones (16, 17 18, 19 and 20) with modified 1,3-butadienes (21 or 22). Their biological activities were examined against fungi.
Ko
B S
BS
Department of Agricultural Chemistry, Tohoku University, Sendai, Japan.
Oritani
T
T
Yamashita
K
K
D006118:Griseofulvin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D003904:Mitosporic Fungi / Q000187:drug effects*; D013329:Structure-Activity Relationship
D006118:Griseofulvin