CONVERSION OF AVERMECTIN-B1 TO 19-EPI-AVERMECTIN-B1

被引:10
作者
BLIZZARD, T
BOSTROM, L
MARGIATTO, G
MROZIK, H
FISHER, M
机构
[1] Merck Sharp Dohme Research Laboratories R50G-231, Rahway, NJ 07065
关键词
D O I
10.1016/0040-4039(91)85068-G
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Avermectin B1 (1) has been converted to 19-epi-avermectin B1 (2) in six steps. Analog 2 retains some bioactivity but is substantially less bioactive than 1.
引用
收藏
页码:2723 / 2726
页数:4
相关论文
共 19 条
[1]  
BLIZZARD T, 1990, RECENT PROGRESS IN THE CHEMICAL SYNTHESIS OF ANTIBIOTICS, P65
[2]   CHEMICAL DEGRADATION OF AVERMECTIN-B1 [J].
BLIZZARD, TA ;
MROZIK, H ;
FISHER, MH .
TETRAHEDRON LETTERS, 1988, 29 (26) :3163-3166
[3]   SYNTHESIS, REACTIVITY, AND BIOACTIVITY OF AVERMECTIN-B1-3,4-OXIDE [J].
BLIZZARD, TA ;
MROZIK, H ;
PREISER, FA ;
FISHER, MH .
TETRAHEDRON LETTERS, 1990, 31 (35) :4965-4968
[4]   BRINE SHRIMP (ARTEMIA-SALINA) AS A CONVENIENT BIOASSAY FOR AVERMECTIN ANALOGS [J].
BLIZZARD, TA ;
RUBY, CL ;
MROZIK, H ;
PREISER, FA ;
FISHER, MH .
JOURNAL OF ANTIBIOTICS, 1989, 42 (08) :1304-1307
[5]   AN IMPROVED PREPARATION OF THE AVERMECTIN DISACCHARIDE UNIT [J].
BLIZZARD, TA ;
MARINO, G ;
MROZIK, H ;
FISHER, MH .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (07) :1756-1757
[7]   THE TOTAL SYNTHESIS OF AVERMECTIN-A1A [J].
DANISHEFSKY, SJ ;
ARMISTEAD, DM ;
WINCOTT, FE ;
SELNICK, HG ;
HUNGATE, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (08) :2967-2980
[8]   AVERMECTINS AND MILBEMYCINS [J].
DAVIES, HG ;
GREEN, RH .
NATURAL PRODUCT REPORTS, 1986, 3 (02) :87-121
[9]  
Fisher M.H., 1984, MACROLIDE ANTIBIOTIC, P553
[10]  
FORD MJ, 1990, SYNLETT, V2, P331