62385-85-7Relevant academic research and scientific papers
Unified synthesis and cytotoxic activity of 8-O -methylfusarubin and its analogues
Vijitphan, Pongsit,Rukachaisirikul, Vatcharin,Muanprasat, Chatchai,Iawsipo, Panata,Panprasert, Jiraporn,Tadpetch, Kwanruthai
, p. 7078 - 7087 (2019/08/01)
A simple and unified synthesis of four related pyranonaphthoquinone natural products, e.g. 8-O-methylfusarubin, 8-O-methylanhydrofusarubin, fusarubin and anhydrofusarubin, is reported. The key synthetic features include the precedented Diels-Alder cycload
Regiospecific Synthesis of Quinizarin and Naphthazarin Derivatives by Cycloaddition
Cameron, Donald W.,Feutrill, Geoffrey I.,McKay, Peter G.
, p. 2095 - 2109 (2007/10/02)
The diene (E)-1,1,4-trimethoxybuta-1,3-diene underwent regiospecific cycloaddition to derivatives of 2(3)-chloro-1,4-naphthoquinone.The resulting adducts were aromatized to give 1,4-dioxygenated anthraquinones.The latter were obtained as derivatives of quinizarin dimethyl ether or of quinizarin monomethyl ether depending on the conditions of aromatization.Cycloaddition of the diene to non-halogenated naphthoquinones proceeded similarly, orientation being controlled by substituents in the benzenoid ring.Analogous reaction of the diene with benzoquinones gave 5,8-dioxygenated naphthoquinones (naphthazarins), generally in limited yield.The procedure has been applied to synthesis of the mould metabolites helminthosporin and cynodontin
