STRUCTURES OF NOSTOCYCLOPHANES-A-D

被引:43
作者
CHEN, JL [1 ]
MOORE, RE [1 ]
PATTERSON, GML [1 ]
机构
[1] UNIV HAWAII MANOA,DEPT CHEM,HONOLULU,HI 96822
关键词
D O I
10.1021/jo00014a008
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Nostocyclophanes A-D are the cytotoxins associated with the blue-green alga Nostoc linckia (Roth) Bornet ex Bornet & Flahault (UTEX B1932). The gross structures of these [7.7]paracyclophanes have been elucidated by mass and NMR spectral analyses and the relative and absolute stereochemistry of nostocyclophane D determined by X-ray crystallography. Since the CD spectra of the four compounds are essentially identical, nostocyclophanes A-D are proposed to have the same stereochemistry. The sugar unit in nostocyclophanes A and B has been shown to be D-glucose by semisynthesis of nostocyclophane B 9-O-(2,3,4,6-tetra-O-acetyl)-beta-D-glucopyranoside from nostocyclophanes B and D.
引用
收藏
页码:4360 / 4364
页数:5
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