ECB-ART-47004
Nat Prod Commun
2016 Sep 01;119:1307-1310.
Show Gene links
Show Anatomy links
Preparative Synthesis of Spinochrome D, a Pigment of Different Sea Urchin Species.
???displayArticle.abstract???
A simple and effective synthesis of spinochrome D (1) (2,3,5,6,8-pentahydroxy-1,4-naphthoquinone), a pigment of different sea urchin species, has been developed starting from 2,3-dichloro-5,8-dihydroxy-1,4-naphthoquinone (13), easily available by cycloacylation of 1,4-dimethoxybenzene (11) with dichloromaleic anhydride (12). Bromination of 13 with either bromine or dioxane dibromide to 6-bromo-2,3-dichloro-5,8-dihydroxy-1,4-naphthoquinone (21), followed by nucleophilic substitution of the halogen atoms by methoxy groups in 21 and hydrolysis of trimethyl ether 10 produce the target compound in overall yield from 62 to 65%.
???displayArticle.pubmedLink??? 30807030
Genes referenced: LOC100887844