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Synthesis of 14C-labelled showdomycin, 3-(β-D-ribofuranosyl)-3-pyrroline-2,5-dione-5-14C

✍ Scribed by H. Minato; Y. Katsuyama; T. Nagasaki; J. Irisawa; K. Igarashi


Publisher
John Wiley and Sons
Year
1978
Tongue
French
Weight
221 KB
Volume
14
Category
Article
ISSN
0022-2135

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✦ Synopsis


PYRROLINE-2,5-DIONE-5-'4C The C-glycosyl nucleoside antibiotic, showdomycin, was first isolated from the culture filtrate o f Streptomyces shawdoensis by Nishimura f i . l r 2 ) o f our laboratory. O n the basis o f spectroscopic studies, chemical transformations, and X-ray crystallographic examination,

showdomycin was confirmed to be 2-(P-D-ribofuronosyl)ma~eimide3) (I). The antibiotic i nhibited growth of several Gram-positive and Gram-negative bacteria') and was particularly active against Streptococcus haemolyticus. As the compound showed significant antibacterial and a n t i t u m ~r ~~~~) activities, i t was the subject of numerous biochemical studies .6) Hatanaka reported that showdomycin showed excellent radiopotentiating activity7) against Ehrlich


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