The Journal of Antibiotics
Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820
New Antibiotics Miyakamides Produced by a Fungus
KAZURO SHIOMIKENJI HATAEYUICHI YAMAGUCHIROKURO MASUMAHIROSHI TOMODASUSUMU KOBAYASHISATOSHI OMURA
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2002 年 55 巻 11 号 p. 952-961

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New antibiotics, miyakamides A1, A2, B1, and B2, were isolated from the cultured broth of Aspergillus flavus Link var. columnaris FKI-0739 together with known compounds, parasiticolide A, hydroxyaspergillic acid, and kojic acid. The structure of miyakamide A1 is N-acetyl-L-phenylalanyl-N-methyl-L-phenylalanyl-(αZ)-α, β-didehydrotryptamine, and miyakamide A2 is E isomer of A1 at didehydrotryptamine. The structure of miyakamide B1 is N-acetyl-L-tyrosyl-N-methyl-L-phenylalanyl-(αZ)-α, β-didehydrotryptamine, and B2 is E isomer of B1. Both miyakamides A1 and B1 existed as equilibrium isomers in solvents, and this isomerism was associated with cis-trans rotation of the amide bond between two amino acids. Conformational isomerism between two amino acids of miyakamides A2 and B2 is cis-form. Miyakamides showed growth inhibitory activity against brine shrimp, Artemia salina.

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