Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
The Chemistry of Pyridomycin
HIROSHI OGAWARAKENJI MAEDAGUNJI KOYAMAHIROSHI NAGANAWAHAMAO UMEZAWA
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1968 Volume 16 Issue 4 Pages 679-687

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Abstract
Structural studies on pyridomycin have been performed by chemical degradation such as ozonolysis and hydrolysis in alkaline and acidic media. New acids, α-oxo-β-methylvaleric acid, 4-amino-3-hydroxy-2-methyl-5-(3-pyridyl) pentanoic acid and its dehydration and deamination products are obtained as degradation products. The structure I, 10-hydroxy-6-(3-hydroxypicolinamido)-5, 11-dimethyl-2-(1-methylpropylidene)-9-(3-pyridylmethyl)-8-aza-1, 4-dioxa-cyclododecane-3, 7, 12-trione, has been proposed for pyridomycin. This structure including its stereochemistry was recently determined by X-ray analysis of the crystal of pyridomycin dihydrobromide (C27H32O8N4·2HBr·H2O·CH3CH2OCOCH3).
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© The Pharmaceutical Society of Japan
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