ABSOLUTE-CONFIGURATION OF MAIN-CHAIN OF AAL-TOXINS

被引:27
作者
OIKAWA, H [1 ]
MATSUDA, I [1 ]
KAGAWA, T [1 ]
ICHIHARA, A [1 ]
KOHMOTO, K [1 ]
机构
[1] TOTTORI UNIV,FAC AGR,PLANT PATHOL LAB,TOTTORI 680,JAPAN
关键词
AAL-TOXIN; ALTERNARIA ALTERNATA; ABSOLUTE CONFIGURATION;
D O I
10.1016/S0040-4020(01)89343-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
AAL-toxins TA(1) 1 and TA(2) 2, host-specific toxins produced by Alternaria alternata, were degraded to 2-methylbutanol, 3-methylnonan-1,9-diol and N-protected 4-aminobutan-1-3-diol, which were further converted to (R)-MTPA esters. These esters were correlated with synthesis samples by comparison of their 500 MHz H-1-NMR spectra. The remaining stereocenters were determined by the comparison of H-1-NMR spectra of 6a and 7 derived from 1 and 2 with those of synthetic model compounds. These data conclude that AAL-toxins possess 2S, 4S, 5R, 11S, 13S, 14R and 15R configurations.
引用
收藏
页码:13347 / 13368
页数:22
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