Three new cryptophycins from Nostoc sp. GSV 224

被引:69
作者
Subbaraju, GV [1 ]
Golakoti, T [1 ]
Patterson, GML [1 ]
Moore, RE [1 ]
机构
[1] UNIV HAWAII,DEPT CHEM,HONOLULU,HI 96822
来源
JOURNAL OF NATURAL PRODUCTS | 1997年 / 60卷 / 03期
关键词
D O I
10.1021/np960700a
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Cryptophycin 46 (2), -175 (3), and -176 (4) have been identified as three new trace constituents of Nostoc sp. GSV 224. Cryptophycin-46 is an epimer of cryptophycin-3 (5) and to date is the only naturally occurring analogue having the S configuration at C-10 (C-2 in Unit B). Cryptophycins-175 and -176 also differ in unit B where 3 is the O-methyl analogue of cryptophycin-45 (6) and 4 is the O-desmethyl analogue of cryptophycin-21 (8). The relative and absolute stereochemistries of the three new analogues have been related to known cryptophycins by synthesis.
引用
收藏
页码:302 / 305
页数:4
相关论文
共 4 条
[1]   TOTAL SYNTHESIS OF CRYPTOPHYCINS - REVISION OF THE STRUCTURES OF CRYPTOPHYCIN-A AND CRYPTOPHYCIN-C [J].
BARROW, RA ;
HEMSCHEIDT, T ;
LIANG, J ;
PAIK, S ;
MOORE, RE ;
TIUS, MA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (09) :2479-2490
[2]   STRUCTURE DETERMINATION, CONFORMATIONAL-ANALYSIS, CHEMICAL-STABILITY STUDIES, AND ANTITUMOR EVALUATION OF THE CRYPTOPHYCINS - ISOLATION OF 18 NEW ANALOGS FROM NOSTOC SP STRAIN GSV-224 [J].
GOLAKOTI, T ;
OGINO, J ;
HELTZEL, CE ;
LEHUSEBO, T ;
JENSEN, CM ;
LARSEN, LK ;
PATTERSON, GML ;
MOORE, RE ;
MOOBERRY, SL ;
CORBETT, TH ;
VALERIOTE, FA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (49) :12030-12049
[3]  
Moore RE, 1996, CURR PHARM DESIGN, V2, P317
[4]   TOTAL STRUCTURES OF CRYPTOPHYCINS, POTENT ANTITUMOR DEPSIPEPTIDES FROM THE BLUE-GREEN-ALGA NOSTOC SP STRAIN GSV-224 [J].
TRIMURTULU, G ;
OHTANI, I ;
PATTERSON, GML ;
MOORE, RE ;
CORBETT, TH ;
VALERIOTE, FA ;
DEMCHIK, L .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (11) :4729-4737