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Chemistry of Natural Compounds

, Volume 48, Issue 2, pp 202–204 | Cite as

Simple preparative synthesis of spinochrome e, a pigment from sea urchins of the genus Echinothrix

  • K. L. Borisova
  • V. F. Anufriev
Article

A preparative synthesis of spinochrome E (2,3,5,6,7,8-hexahydroxy-1,4-naphthoquinone, 1), a metabolite of sea urchins of the genus Echinothrix, is proposed starting from 2,3-dichloro-6,7-diethoxynaphthazarine (4) with simultaneous substitution of the Cl atoms by hydroxyl- and nitro-groups, reduction of the latter, and subsequent removal of alkoxy groups and hydrolysis of the amine in the resulting 3-amino-2-hydroxy-6,7-diethoxynaphthazarine (6).

Keywords

spinochrome E 2,3,5,6,7,8-hexahydroxy-1,4-naphthoquinone 2,3,6,7-tetrahydroxynaphthazarine sea urchins of the genus Echinothrix 

Notes

Acknowledgment

The work was supported financially partially by a grant of the RAS Presidium (Molecular and Cellular Biology Program) and an Interdisciplinary Integrated Project of the Far-East, Siberian, and Ural Branches of the RAS (No. 09-11-SB-05-001).

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Copyright information

© Springer Science+Business Media, Inc. 2012

Authors and Affiliations

  1. 1.G. B. Elyakov Pacific Institute of Bioorganic ChemistryFar-East Branch, Russian Academy of SciencesVladivostokRussian Federation

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