Synthesis and biological activities of novel 4"-alkylidene avermectin derivatives.
Horner-Emmons reaction of 4"-dehydro-5-O-TBDMS-avermectin B(1a) with a variety of phosphorus ylides using LHMDS gave novel 4"-alkylidene avermectin derivatives in high yields. Further modifications led to derivatives bearing diverse functional groups. The new avermectin derivatives showed potent growth inhibitory activity against Artemia salina and Caenorhabditis elegans.
Kitasato Institute for Life Sciences and Graduate School of Infection Control Sciences, Kitasato University and The Kitasato Institute, 5-9-1 Shirokane, Minato-ku, Tokyo 108-8641, Japan.
Kenichiro
K
Nagai
Toshiaki
T
Sunazuka
Kazuro
K
Shiomi
Achim
A
Harder
Andreas
A
Turberg
Satoshi
S
Omura
D000818:Animals; D001156:Artemia / Q000187:drug effects / Q000254:growth & development; D017173:Caenorhabditis elegans / Q000187:drug effects / Q000254:growth & development; D006131:Growth Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D007202:Indicators and Reagents; D007559:Ivermectin / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology; D008968:Molecular Conformation
D006131:Growth Inhibitors; D007202:Indicators and Reagents; D007559:Ivermectin; C019264:avermectin