6'-n-methylkanamycin a and b derivatives

Details 6'-n-methylkanamycin a and b derivatives 6'-n-methylkanamycin a and b derivatives

C - Chemistry, Metallurgy

07

H

260/230.5

C07H 15/22 (2006.01) C07H 15/236 (2006.01)

Patent

CA 1052780

ABSTRACT OF THE DISCLOSURE 6'-N-METHYLKANAMYCIN A & B DERIVATIVES This invention relates to semi-synthetic derivatives of kanamycin A and B, said compounds being known as l-N-[L-(-)-.beta.-amino-.alpha.-hydroxy- propionyl]-6'-N-methylkanamycin A or B, l-N- [L-(-)-.gamma.-amino-.alpha.-hydroxybutyryl]-6'-N-methyl- kanamycin A or B and l-N- [L-(-)-.delta.-amino-.alpha.- hydroxyvaleryl]-6'-N-methylkanamycin A or B and having the generic formula Image (IV) in which R3 is -OH or -NH2 and R is L-(-)-.gamma.- amino-.alpha.-hydroxybutyryl, L-(-)-.beta.-amino-.alpha.- hydroxypropionyl or L-(-)-.delta.-amino-.alpha.-hydroxy- valeryl; or a pharmaceutically acceptable nontoxic salt thereof. Some R-factor mediated - a - kanamycin-resistant organisms, for example E. Coli K-12 R-5 and Ps. aeruginosa GN 315, inactivate the kanamycins by 6'-N-acetylation. The specification dicloses derivatives of kanamycin A and B which are resistant to this type of enzymatic inactivation by these kanamycin A and B resistant organisms, but still retain the majority of their biological activity and spectra. - b -

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