34809-61-5Relevant academic research and scientific papers
Naturally occurring 5-lipoxygenase inhibitor. II. Structures and syntheses of ardisianones A and B, and maesanin, alkenyl-1,4-benzoquinones from the rhizome of Ardisia japonica
Fukuyama,Kiriyama,Okino,Kodama,Iwaki,Hosozawa,Matsui
, p. 561 - 565 (2007/10/02)
New alkenyl-1,4-benzoquinones, ardisianones A (1) and B (2), and the known maesanin (3) as 5-lipoxygenase inhibitors have been isolated from the rhizome of Ardisia japonica. Their structures have been elucidated as 2-methoxy-6-[(Z)-10'-pentadecenyl]-1,4-benzoquinone and 5-hydroxy-2-methoxy-6-[(Z)-8'-tridecenyl]-1,4-benzoquinone, respectively, on the basis of spectroscopic data and chemical degradation. Ardisianone A (1), maesanin (3) and belamcandol A (7) have been synthesized starting from belamcandol B (6), readily prepared by Wittig reaction between 9-(2-tetrahydropyranyloxy)nonanal and 3,5-dimethoxybenzyltriphenylphosphonium bromide followed by selective demethylation with sodium thioethoxide.
Structures of belamcandols A and B isolated from the seed of Belamcanda chinensis
Fukuyama,Okino,Kodama
, p. 1877 - 1879 (2007/10/02)
The structures of belamcandols A and B isolated from the seeds of Belamcanda chinensis have been assigned to 2,4-dimethoxy-6-((Z)-10'-pentadecenyl)phenol and 1-O-methyl-5-((Z)-10'-pentadecenyl)resorcinol, respectively, based on spectroscopic data and chemical degradation. Belamcandol A inhibits 5-lipoxygenase activity at IC50 0.60 μM.
