1449419-85-5Relevant articles and documents
Design and synthesis of 2-phenyl-1,4-dioxa-spiro[4.5]deca-6,9-dien-8-onesas potential anticancer agents starting from cytotoxic spiromamakone A
Fuse, Shinichiro,Inaba, Kennichi,Takagi, Motoki,Tanaka, Masahiro,Hirokawa, Takatsugu,Johmoto, Kohei,Uekusa, Hidehiro,Shin-ya, Kazuo,Takahashi, Takashi,Doi, Takayuki
, p. 180 - 184 (2013/10/01)
The spirocycle is a key structure found in many bioactive compounds. From the cytotoxic and spirocyclic natural product, spiromamakone A (1) and its analogues, a more synthetically accessible spiroacetal template 4 was designed based on structural similarity analysis. A total of 50 compounds were rapidly synthesized in only one or two synthetic steps from the starting compound, and their cytotoxicity was evaluated. As a result, (±)-(2R*,5R*)- 2-(4-iodophenyl)-7-chloro-1,4-dioxa-spiro[4.5]deca-6,9-dien-8-one (7d-II) was discovered and found to be fifteen-fold more cytotoxic than 1. The easily accessible spiroacetal 7d-II appeared to act in a manner similar to the highly oxidized natural product, spiromamakone A (1).