Mono- and diepoxide derivatives of 23-deoxyl-LL-F28249 compounds
US4886830A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Mar 6, 1987 |
| Grant date | Dec 12, 1989 |
| Priority date | — |
| Expiry date | Mar 6, 2007 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC12R2001/465
- WIPO fieldBiotechnology
- WIPO sectorChemistry
Abstract
The present invention relates to novel derivatives of LL-F28249 compounds wherein the 23-hydroxyl group is replaced with hydrogen and the double bond at the C(26,27)-position is epoxidized concomitant with or without epoxidation of the double bond at the C(14,15)-position. The LL-F28249 compounds (collectively) are isolates from the fermentation broth of Streptomyces cyaneogriseus subspecies noncyanogenus having deposit accession number NRRL 15773. The compounds of the present invention are derived by regioselective epoxidation of 5,23-O,O-bissilylated LL-F28249 compounds at low temperature, desilylation, re-silylation of the 5-hydroxyl group, thiocarbonylation of the 23-hydroxyl group, disilyation followed by tributyltin hydride reduction. The novel deoxy compounds of the present invention have anthelmintic, insecticidal, ectoparasiticidal, nematicidal and acaricidal activity. Compositions containing these described derivatives as active ingredients thereof are described herein.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.