NEW, POTENT ANTHELMINTIC AND ACARICIDAL AGENTS - 4''-DEOXY-4''-THIO-SUBSTITUTED AVERMECTIN DERIVATIVES

Authors
MEINKE PT OCONNOR SP OSTLIND DA SHOOP WL FISHER MH MROZIK H
Citation
Pt. Meinke et al., NEW, POTENT ANTHELMINTIC AND ACARICIDAL AGENTS - 4''-DEOXY-4''-THIO-SUBSTITUTED AVERMECTIN DERIVATIVES, Bioorganic & medicinal chemistry letters, 3(12), 1993, pp. 2675-2680
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
3
Issue
12
Year of publication
1993
Pages
2675 - 2680
Database
ISI
SICI code
0960-894X(1993)3:12<2675:NPAAAA>2.0.ZU;2-2
Abstract
Sulfonylation of the 4''-alpha(or beta)-hydroxyl of 5-OTBDMS-avermecti n B1a with trifluoromethanesulfonic anhydride yielded triflates which were displaced stereospecifically with diverse sulfur nucleophiles. Th is sulfonylation/substitution protocol also was performed on the 4'-(a lpha(or beta)-hydroxyl of the corresponding avermectin monosaccharide. The sulfides, sulfoxides and sulfones thus obtained exhibited potent, broad spectrum anthelmintic and acaricidal activity.