[Structure correction and synthesis of subspinosin].

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.

• Authors: J R Yu, J C Cai, Y S Gao
• Journal: Yao xue xue bao = Acta pharmaceutica Sinica (Yao Xue Xue Bao) Vol. 25 Issue 3 Pg. 173-7 ( 1990) ISSN: 0513-4870 [Print] China
• PMID: 2239332 (Publication Type: English Abstract, Journal Article)

Chemical References

• Anthraquinones
• Antineoplastic Agents, Phytogenic
• subspinosin

Topics

• Anthraquinones (chemical synthesis)
• Antineoplastic Agents, Phytogenic
• Chemical Phenomena
• Chemistry