82380-21-0Relevant articles and documents
Total synthesis of maesanin and analogues
Poigny, Stephane,Guyot, Michele,Samadi, Mohammad
, p. 14791 - 14802 (2007/10/03)
An efficient total synthesis of maesanin and related quinones is reported, through direct alkylation of 1,2,4,5-tetramethoxybenzene with alkylbromides, followed by oxidation with ceric ammonium nitrate (CAN) which provokes formation of the quinone and dep
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.
Total synthesis of the host defense stimulant maesanin
Danheiser, Rick L.,Cha, Don D.
, p. 1527 - 1530 (2007/10/02)
An efficient total synthesis of the host defense stimulant maesanin has been achieved by a route featuring a photochemical aromatic annulation as a key step.
