80186-91-0

Usage

InChI:InChI=1/C24H26O9/c1-12(25)29-18-7-8-19(30-13(2)26)22-21(18)20(31-14(3)27)11-16(23(22)32-15(4)28)17-9-10-24(5,6)33-17/h7-8,11,17H,9-10H2,1-6H3

Upstream product

• 77386-93-7 2-(5',5'-dimethoxytetrahydrofuran-2'-yl)-5,8-dihydroxy-1,4-naphthoquinone 
• 108-24-7 acetic anhydride 
• 155499-90-4 2-(1'-bromo-4'-hydroxy-4'-methylpentyl)-1,4,5,8-tetraacetoxynapthalene 
• 517-88-4 (S)-5,8-dihydroxy-2-(1-hydroxy-4-methylpent-3-enyl)naphthalene-1,4-dione 
• 24502-78-1 acetylshikonin 
• 155499-82-4 2-(3'-carbo-tert-butoxypropyl)-1,4,5,8-tetraacetoxynaphthalene 
• 155499-84-6 2-(3'-carboxypropyl)-1,4,5,8-tetraacetoxynapthalene 
• 155499-89-1 2-(4'-hydroxy-4'-methylpentyl)-1,4,5,8-tetraacetoxynapthalene 
• 155499-88-0 2-(4'-oxopentyl)-1,4,5,8-tetraacetoxynapthalene 
• 155499-86-8 2-(4'-oxobutyl)-1,4,5,8-tetraacetoxynapthalene 
• 155499-87-9 2-(4'-hydroxypentyl)-1,4,5,8-tetraacetoxynapthalene 
• 155499-85-7 2-(4'-hydroxybutyl)-1,4,5,8-tetraacetoxynapthalene 
• 155499-80-2 5,8-diacetoxy-2-(3'-carbo-tert-butoxypropyl)-1,4-naphthoquinone 
• 155499-76-6 4-(5,8-Dihydroxy-1,4-dioxo-1,2,3,4-tetrahydro-naphthalen-2-yl)-butyric acid tert-butyl ester 

Relevant academic research and scientific papers

TWO QUINONES FROM CALLUS CULTURES OF ECHIUM LYCOPSIS

Two new quinones, echinone and echinofuran, have been isolated from callus cultures of Echium lycopsis along with several acyl esters of shikonin.The structures of both quinones have been established by spectroscopic methods and by chemical degradations. - Keywords: Echium lycopsis; Boraginaceae; plant tissue culture; quinones; echinone; echinofuran.

Successive Michael reaction-sigmatropic rearrangement of naphthodiquinone with O-silylated ketene acetals leading to synthesis of cycloshikonin and structure-reactivity relationship for side chain of naphthazarins

Synthesis of cycloshikonin via successive Michael reaction-sigmatropic rearrangement of naphthodiquinone with O-silylated ketene acetals is described. The structure dependence of the reactivity of the side chain of intermediary naphthazarin derivatives ha