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 Fortimicin AK

Details
Inventors: McAlpine, James B.;
Assignee: Abbott Laboratories (North Chicago, IL)
Primary Examiner: Brown; Johnnie R.
Assistant Examiner:
Attorney, Agent or Firm: Fato; Gildo E., Niblack; Robert L., Niblack; Joyce R.

A new fortimicin, fortimicin AK. The compound is coproduced in the fermentation of Micromonospora olivoasterospora ATCC No. 21819, 31009 or 31010 along with fortimicin A, fortimicin B isofortimicin, fortimicin E and a number of other minor factors. The compound is useful as an intermediate in synthesizing fortimicin AK derivatives which are useful as antibiotics.

DETAILED DESCRIPTION OF PREFERRED EMBODIMENTS The compound of this invention, fortimicin AK is represented by the Formula: ##STR1## Fortimicin AK is useful as an intermediate in the preparation of fortimicin derivatives such as the 4-N-acyl, 2'-N-acyl, 4,2'-N,N-diacyl, 4-N-alkyl, 2'-N-alkyl, 4,2'-di-N-alkyl and like derivatives which are disclosed and claimed in commonly assigned, copending application Ser.
No.
025,242, filed of even date herewith.
Illustrative of fortimicin AK derivatives which can be prepared from the compound of this invention are derivatives represented by Formula II: ##STR2## wherein: R and R.
sub.
1 are the same or different members of the group consisting of hydrogen, acyl, aminoacyl, diaminoacyl, N-loweralkylaminoacyl, N,N-diloweralkylaminoacyl, hydroxy-substituted aminoacyl, loweralkyl, aminoloweralkyl, diaminoloweralkyl, hydroxyloweralkyl, N-loweralkylaminoloweralkyl, aminohydroxyloweralkyl, N,N-diloweralkylaminoloweralkyl, N-loweralkylaminohydroxyloweralkyl, N,N-diloweralkylaminohydroxyloweralkyl and the pharmaceutically acceptable salts thereof.
The term "acyl", as used in the above definitions refers to acyl radicals of loweralkylcarboxylic acids represented by the formula ##STR3## wherein R is loweralkyl, i.
e.
, acetyl, propionyl, butyryl, valeryl, etc.
The terms aminoacyl, hydroxy-substituted aminoacyl, etc.
, enumerated in the definitions of R and R.
sub.
1 for formula II include, but are not limited to as will be obvious to those skilled in the art, naturally occuring amino acids such as glycyl, valyl, alanyl, sarcosyl, leucyl, isoleucyl, prolyl, seryl, and like amino acid residues as well as groups such as 2-hydroxy-4-aminobutyryl and like groups.
The amino acid residues included in the above terms, with the exception of glycyl, can be either in the L- or D-configurations or mixtures thereof.
The term "loweralkyl", as used herein, refers to straight or branched chain alkyl radicals containing from 1 to 6 carbon atoms and includes, but is not limited to, methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, tert-butyl, n-pentyl, 1-methylbutyl, 2,2-dimethylpropyl, n-hexyl, 2-methylpentyl and the like radicals



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