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JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 2023 Volume 33, Issue 2, Pages 231–233 (Mi mendc359)

This article is cited in 1 paper

Communications

A simple synthesis of natural spinazarins and their analogues

D. N. Pelageevab, K. L. Borisovaa, S. M. Kovachb, V. V. Makhankova, V. Ph. Anufrieva

a G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Vladivostok, Russian Federation
b Institute of High Technologies and Advanced Materials, Far Eastern Federal University, Vladivostok, Russian Federation

Abstract: A short simple synthesis of spinazarins (2,3-dihydroxy-naphthazarins or 2,3,5,8-tetrahydroxy-1,4-naphtho-quinones) from available 2,3-dichloronaphthazarin derivatives involves replacement of chlorine atoms with azido groups followed by their acidic hydrolysis. The procedure can be used for the preparative synthesis of natural biologically active spinazarins and their analogues.

Keywords: 5, 8-dihydroxy-1,4-naphthoquinone, naphthazarin, 2,3-dihydroxynaphthazarin, spinazarin, organic azides, hydrolysis, sea urchin pigments.

Language: English

DOI: 10.1016/j.mencom.2023.02.026



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