Determination of the stereochemistry of (-)-koninginin A by an X-ray analysis of its synthetic sample

被引:4
作者
Mori, K
Bando, M
Abe, K
机构
[1] Fuji Flavor Co Ltd, Insect Pheromone & Traps Div, Hamura City, Tokyo 2058503, Japan
[2] Otsuka Pharmaceut Co Ltd, Organ Chem Res Inst, Tokushima 7710192, Japan
[3] Otsuka Pharmaceut Co Ltd, Tokushima Factory 2nd, Tokushima Factory 2, Tokushima 7710192, Japan
关键词
antibiotics; koninginin A; Trichoderma koningii; Trichoderma harzianum; X-ray analysis;
D O I
10.1271/bbb.66.1779
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The absolute configuration of (-)-koninginin A (10-hexyl-11,12-dioxatricyclo[7.2.1.0<1,6>]dodecane-2,5-diol (1)), the antibiotic metabolite of Trichoderma koningii and T. harzianum, was determined as 1S, 2R, 5S, 6S, 9S, 10S by an X-ray crystallographic analysis of its synthetic sample coupled with the established stereochemical outcome of Sharpless asymmetric dihydroxylation used as the key reaction to prepare intermediate 4.
引用
收藏
页码:1779 / 1781
页数:3
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