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[Structure correction and synthesis of subspinosin].

Authors :
Yu JR
Cai JC
Gao YS
Source :
Yao xue xue bao = Acta pharmaceutica Sinica [Yao Xue Xue Bao] 1990; Vol. 25 (3), pp. 173-7.
Publication Year :
1990

Abstract

"Subspinosin" isolated from the root of Damnacanthus subspinosus Hand-Mazz (Rubiaceae) and deduced as 3-ethoxymethyl-2-hydroxy-1-methoxyan-thraquinone 1 by Li et al in 1981, should be corrected as 2-ethoxymethyl-3-hydroxy-1-methoxyanthraquinone 5 by comparison with the synthetic compound. Since 5 is already known as damnacanthol-omega-ethyl ether, the name "Subspinosin" for 1 (not yet a natural isolate) should be abandoned in order to acknowledge this priority, and, what is more, to avoid confusion. The anthraquinones 1 and 5 were synthesized by condensation of phthalic anhydride with 3-methylcatechol or 2-methylresorcinol in fused AlCl3/NaCl (5:1), followed sequentially by selective acetylation, methylation, bromination and condensation with sodium ethoxide.

Details

Language :
Chinese
ISSN :
0513-4870
Volume :
25
Issue :
3
Database :
MEDLINE
Journal :
Yao xue xue bao = Acta pharmaceutica Sinica
Publication Type :
Academic Journal
Accession number :
2239332