Agricultural and Biological Chemistry
Online ISSN : 1881-1280
Print ISSN : 0002-1369
ISSN-L : 0002-1369
The Chemical Constitution of Rubrofusarin
Part II. Alkaline Degradation Studies
Hiroshi TANAKAYasunori OHNENoboru OGAWATeiichi TAMURA
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1963 Volume 27 Issue 1 Pages 48-55

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Abstract
Alkaline degradation of rubrofusarin and nor-rubrofusarin were studicd; nor-rubrofusarin readily underwent hydrolysis to give a tetrahydroxynaphthalcne, acetone, and acetic acid; whereas, rubrofusarin, after prolonged time of hydrolysis, yielded a β-methoxytrihydroxynaphthalene instead of the naphthol. Physical and chemical studies revealed that the naphthol is 1, 3, 6, 8-tetrahydroxynaphthalene and it has been confirmed by the synthesis from chromotropic acid (disodium salt). Thus, evidently, rubrofusarin has a naphthalene nucleus to which a methoxyl group is attached at β-position. The formation, on the hydrolysis, of acetone and acetic acid, along with the naphthol, indicates the presence of 2-methyl-γ-pyrone structure in rubrofusarin.
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