Patent · US Expired

Method of using reduction products of everninomicins as antibacterial agents and pharmaceutical compositions useful therefor

US4006225A · kind A · utility

5Cited by
1References
6Claims
0Family size

Assignee

Inventors

Key dates

Filing dateApr 21, 1975
Grant dateFeb 1, 1977
Priority date
Expiry dateApr 21, 1995

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07H19/01
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

Everninomicin antibiotics having a nitro function, e.g. everninomicin B, everninomicin C, and everninomicin D, upon treatment with aluminum amalgam in aqueous alkanol are converted to a mixture of at least two reduction products having antibacterial activity, said reduction products being an everninomicin having a nitroso function and an everninomicin having a hydroxylamino function. The nitrosoeverninomicins are also prepared by treating the corresponding hydroxylaminoeverninomicin with an oxidizing reagent selected from the group consisting of aerial oxidation in alkaline solution, and an alkali metal hypobromite in an aprotic solvent. The everninomicin reduction products and salts thereof are described as well as nitrone derivatives of the hydroxylaminoeverninomicins and salts thereof, all of which possess antibacterial activity. A preferred compound is hydroxylaminoeverninomicin D, particularly the sodium salt thereof.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.