Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Structure of Carzinophilin. II. A New Amino Acid and Its Derivative from Carzinophilin
MASAYUKI ONDAYAEKO KONDASATOSHI OMURATOJU HATA
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1971 Volume 19 Issue 10 Pages 2013-2019

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Abstract
There have been obtained several compounds from the alkaline hydrolysate of carzinophilin. Three of them are 3-methoxy-5-methylnaphthalene-1-carboxylic acid (XIII), its amide (XIV), and 3-hydroxy-5-methylnaphthalene-1-carboxylic acid (XV). The remaining compounds are a new amino acid (XII) and its derivative (XVI). XII is identified with synthetic dl-erythro-4-amino-2, 3-dihydroxy-3-methylbutanoic acid and, finally, the absoulte configuration of XII is determined to be the (S)-configuration both at C-2 and C-3 by circular dichroism. Hydrolysis of XVI with 20% hydrochloric acid gives XII and XV. From mass and nuclear magnetic resonance spectra, the structure of XVI is assigned as shown in Chart 4.
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© The Pharmaceutical Society of Japan
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