AMINOGLYCOSIDE ANTIBIOTICS. II. CONFIGURATIONAL AND POSITIONAL ISOMERS OF BB-K8

TAKAYUKI NAITO; SUSUMU NAKAGAWA; YOSHIO ABE; SOICHIRO TODA; KEI-ICHI FUJISAWA; TAKEO MIYAKI; HIDEO KOSHIYAMA; HIROAKI OHKUMA; HIROSHI KAWAGUCHI

doi:10.7164/antibiotics.26.297

AMINOGLYCOSIDE ANTIBIOTICS. II.

CONFIGURATIONAL AND POSITIONAL ISOMERS OF BB-K8

TAKAYUKI NAITO, SUSUMU NAKAGAWA, YOSHIO ABE, SOICHIRO TODA, KEI-ICHI FUJISAWA, TAKEO MIYAKI, HIDEO KOSHIYAMA, HIROAKI OHKUMA, HIROSHI KAWAGUCHI

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JOURNAL FREE ACCESS

1973 Volume 26 Issue 5 Pages 297-301

DOI https://doi.org/10.7164/antibiotics.26.297

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Abstract

BB-K8 (1) is a new semisynthetic derivative of kanamycin acylated with L(-)-Υ-ammo-α-hydroxybutyric acid (L-HABA) at the C-l amino group of the 2-deoxystreptamine moiety. The chemistry¹⁾ and antimicrobial activity^{1, 2)}) of BB-K8 have been reported. The present paper describes the two configurational isomers of BB-K8, which bear the DL- and D-HABA residue at the C-l amino group of kanamycin A, as well as the three positional isomers of BB-K8, which are acylated with L-HABA at the C-3, C-6' and C-3" amino groups of kanamycin A.

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