26171-90-4

Upstream product

• 129230-61-1 1,1',3,3',4,4'-hexamethoxy-2,2'-binaphthalene 
• 108-24-7 acetic anhydride 
• 127611-78-3 3-Hydroxy-3'-piperidino-2,2'-binaphthyl-1,4;1',4'-dichinon 
• 3408-13-7 2,2'-binaphthoquinone 
• 70502-14-6 3,3'-dimethoxy[2,2'-binaphthalene]-1,1',4,4'-tetrone 
• 405264-19-9 3'-chloro-3-hydroxy-2,2'-binaphthalenyl-1,4,1',4'-tetraone 
• 33440-64-1 2,2'-bis(3-hydroxy-1,4-naphthoquinone) 
• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 117-80-6 2,3-Dichloro-1,4-naphthoquinone 

Relevant academic research and scientific papers

Advance of Seriniquinone Analogues as Melanoma Agents

Seriniquinone, a marine natural product, displayed potent cytotoxicity and selectivity against melanoma cancer cells. This selectivity, combined with a novel mode of action (MOA), prompted studies to translate a pharmacologically relevant lead. Herein, we report on structure-activity relationships (SARs), and provide a strategy to prepare analogues that retain activity and offer an improved water solubility and isomeric purity. From intermediates made on a gram-scale, derivatives were prepared and evaluated for their antiproliferation activity and melanoma selectivity. Overall these studies provide methods to install side chain motifs that demonstrate a common, and yet unique, biological profile.

SERINIQUINONES, MELANOMA-SPECIFIC ANTICANCER AGENTS

Accordingly, there are provided, inter alia, derivatives of seriniquinone and methods useful for the treatment of cancer, and in particular treatment of melanoma and prostate cancer.

Methylation of 3,3'-Dihydroxylated 2,2'-Binaphtho-1,4;1',4'-quinones

Monomeric hydroxy-p-quinones (1) are in equilibrium with the corresponding o-quinones (2) and on methylation, a mixture of both isomeric ethers is obtained.In contrast, dimeric hydroxynaphthoquinones with 3a-skeleton in treatment with diazomethane are yie

Synthesis of Hydroxylated Binaphthoquinones via Amine/Hydroxyl Exchange - On the Reaction of 2,2'-Binaphthyl-1,4;1',4'-diquinones with Piperidine

Bis-aminadducts 9a/10a, formed by reaction of piperidine with dimeric naphthoquinones of type 2, cyclize under acidic conditions yielding linear binaphthofuran-5,13;7,12-diquinones 11.The latter are hydrolyzed easily, forming 3,3'-dihydroxylated 2,2'-binaphthoquinones (1) in good yield. - Keywords: Binaphthoquinone, Bijuglone, Hydroxylation