Total synthesis of ardisiaquinone A, a potent 5-lipoxygenase inhibitor, isolated from Ardisia sieboldii, and degree of 5-lipoxygenase inhibitory activity of its derivatives.
Ardisiaquinone A (1), isolated as a potent 5-lipoxygenase inhibitor from the woods of Ardisia sieboldii, has been synthesized efficiently via a cross-coupling reaction between the yne 5 and the iodide 6 derived from the common intermediate 4. Inhibitory activity for 1 and its derivatives is also reported.
Fukuyama
Y
Y
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Japan.
Kiriyama
Y
Y
Kodama
M
M
Iwaki
H
H
Hosozawa
S
S
Aki
S
S
Matsui
K
K
D000818:Animals; D016227:Benzoquinones / Q000138:chemical synthesis* / Q000494:pharmacology; D003432:Cross-Linking Reagents; D006168:Guinea Pigs; D016859:Lipoxygenase Inhibitors; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology; D011809:Quinones / Q000737:chemistry; D013329:Structure-Activity Relationship
D016227:Benzoquinones; D003432:Cross-Linking Reagents; D016859:Lipoxygenase Inhibitors; D010936:Plant Extracts; D011809:Quinones; C091304:ardisiaquinone A