AMBIGUINE ISONITRILES, FUNGICIDAL HAPALINDOLE-TYPE ALKALOIDS FROM 3 GENERA OF BLUE-GREEN-ALGAE BELONGING TO THE STIGONEMATACEAE

被引:120
作者
SMITKA, TA [1 ]
BONJOUKLIAN, R [1 ]
DOOLIN, L [1 ]
JONES, ND [1 ]
DEETER, JB [1 ]
YOSHIDA, WY [1 ]
PRINSEP, MR [1 ]
MOORE, RE [1 ]
PATTERSON, GML [1 ]
机构
[1] UNIV HAWAII,DEPT CHEM,HONOLULU,HI 96822
关键词
D O I
10.1021/jo00029a014
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The isolation and structural elucidation of ambiguine isonitriles A-F from the terrestrial cyanophytes Fischerella ambigua UTEX 1903, Hapalosiphon hibernicus BZ-3-1, and Westiellopsis prolifica EN-3-1 are described. The structures of A-F were determined by spectroscopic methods and confirmed for indolenine D by X-ray crystallography. The new alkaloids are characterized by an additional isoprene unit attached to C-2 of the indole moiety. In ambiguines D-F the isoprenyl substitutent is further fused to the isonitrile-bearing carbon.
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收藏
页码:857 / 861
页数:5
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