Patent · US Expired

Semisynthetic macrolidic antibiotics, intermediate compounds for their preparation and related pharmaceutical compositions containing compounds for their preparation and related pharmaceutical compositions containing them

US4540662A · kind A · utility

0Cited by
3References
20Claims
0Family size

Assignee

Inventors

Key dates

Filing dateJan 16, 1984
Grant dateSep 10, 1985
Priority date
Expiry dateJan 16, 2004

Classification

  • Technology area (CPC Y)Emerging Cross-Sectional Technologies
  • CPC primaryY10S435/888
  • WIPO fieldBiotechnology
  • WIPO sectorChemistry

Abstract

From the fermentation carried, out with mutants blocked in the synthesis respectively of erythromycin and of oleandomycin, namely Streptomyces erythreus ATCC 31772 and Streptomyces antibioticus ATCC 31771, using as the substrate a derivative of erythronolide A, namely (8S)-B-fluoroerythronolide A, a derivative of erythronolide B, namely (8S)-B-fluoroerythronolide B, or a derivative of 3-O-mycarosyl-erythronolide B, namely 3-O-mycarosyl-(8S)-fluoroerythronolide B, the corresponding (8S)-8-fluoro derivatives of the erythromycins A,B, C and D, as well as 3-O-oleandrosyl-5-desosaminyl-(8S)-8-fluoroerythronolide A and 3-O-oleandrosyl-5-O-desosaminyl-(8S)-8-fluoroerythronolide B, all belonging to the class of the marcolide antibiotics are obtained. The preparation of the aforesaid substrate comprises the convention of erythronolide A, erythronolide B or 3-O-mycarosyl-erythronolide B into the corresponding hemiacetal, the reaction of the latter with a compound capable of generating electrophlic fluorine and the opening of the resulting acetal with aqueous acid.

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