4''-DEOXY-4''-AMINOAVERMECTINS WITH POTENT BROAD-SPECTRUM ANTIPARASITIC ACTIVITIES

Authors
MROZIK H ESKOLA P ARISON BH LINN BO LUSI A MATZUK A SHIH TL TISCHLER M WAKSMUNSKI FS WYVRATT MJ BLIZZARD TA MARGIATTO GM FISHER MH SHOOP WL EGERTON JR
Citation
H. Mrozik et al., 4''-DEOXY-4''-AMINOAVERMECTINS WITH POTENT BROAD-SPECTRUM ANTIPARASITIC ACTIVITIES, Bioorganic & medicinal chemistry letters, 5(20), 1995, pp. 2435-2440
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
5
Issue
20
Year of publication
1995
Pages
2435 - 2440
Database
ISI
SICI code
0960-894X(1995)5:20<2435:4WPBA>2.0.ZU;2-I
Abstract
Reductive amination of 4''-oxo-5-O-tert-butyldimethylsilyl-avermectins with sodium cyanoborohydride and ammonium acetate gave an epimeric mi xture of 4''-deoxy-4''-amino analogs with the epimeric, axial 4''-beta -amino derivative as the major component. Acylation of the amino subst ituent gave highly active broad spectrum antiparasitic compounds, as d etermined in a sheep anthelmintic assay. 4''-Epi-acetylamino-4''-deoxy avermectin B-1(12) was selected for further antiparasitic studies and is currently under development as a novel avermectin endectocide.