Mono- and diepoxide derivatives of .DELTA.22-LL-F28249 compounds
US4851428A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Mar 6, 1987 |
| Grant date | Jul 25, 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 eliminated to form a double bond at the C(22,23)-position (.DELTA..sup.22), 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. These 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, desilylation and thermalization. The novel compounds of the 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.