PYRROLIZIDINE ALKALOID CHEMOSYSTEMATICS IN AMSINCKIA

被引:27
作者
KELLEY, RB [1 ]
SEIBER, JN [1 ]
机构
[1] UNIV CALIF DAVIS, DEPT ENVIRONM TOXICOL, DAVIS, CA 95616 USA
关键词
AMSINCKIA; BORAGINACEAE; PYRROLIZIDINE ALKALOIDS; CHEMOSYSTEMATICS; QUANTITATION; GC-MS;
D O I
10.1016/0031-9422(92)83282-4
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 distribution and quantitation of pyrrolizidine alkaloids (PAs) within the genus Amsinckia, Boraginaceae, was established by GC-mass spectrometric techniques. Twenty-eight PAs were structurally characterized from 55 samples representing 12 of the 14 known species. GC-mass spectrometric information, including R(I) values, is provided for these compounds as well as for 14 structurally related PAs. The chemosystematic significance of these results suggest that PAs can be used to distinguish sectional differences that are accompanied by chromosomal rearrangements, but not specific differences. The sectional placement of A. grandiflora is clarified supporting a proposed reinstatement of section Vernicosae, sens. str., and reducing the number of species belonging to section Tessellatae, sens. str., to three.
引用
收藏
页码:2369 / 2387
页数:19
相关论文
共 71 条
[1]   SATURATED PYRROLIZIDINEDIOLS .I. SPECTRAL STUDIES AND CONVERSION OF AN ESTER OF DIHYDROXYHELIOTRIDANE INTO (+) ENANTIOMER OF HASTANECINE [J].
AASEN, AJ ;
CULVENOR, CC ;
SMITH, LW .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (12) :4137-&
[2]  
ABDULLAEV UA, 1975, KHIM PRIR SOEDIN+, P125
[3]  
ABDULLAEV UA, 1972, KHIM PRIRODNYK SOEDI, P634
[4]   ALKALOIDS OF CROTALARIA GRAHAMIANA . GRAHAMINE, 3'-[(-)-2-METHYLBUTYRYL] ESTER OF MONOCROTALINE [J].
ATAL, CK ;
CULVENOR, CC ;
SAWHNEY, RS ;
SMITH, LW .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1969, 22 (08) :1773-&
[5]   BIOSYNTHESIS OF TIGLOYL ESTERS IN DATURA .3. ROLE OF 2-METHYLBUTYRIC ACID [J].
BASEY, K ;
WOOLLEY, JG .
PHYTOCHEMISTRY, 1973, 12 (09) :2197-2201
[6]   PYRROLIZIDINE ALKALOIDS OF HELIOTROPIUM FROM MEXICO AND ADJACENT USA [J].
BIRECKA, H ;
FROHLICH, MW ;
HULL, L ;
CHASKES, MJ .
PHYTOCHEMISTRY, 1980, 19 (03) :421-426
[7]   AMINOALCOHOLS OF PYRROLI IDINE ALKALOIDS IN HELIOTROPIUM .4. FREE AND ESTERIFIED NECINES IN HELIOTROPIUM SPECIES FROM MEXICO AND TEXAS [J].
BIRECKA, H ;
FROHLICH, MW ;
GLICKMAN, LM .
PHYTOCHEMISTRY, 1983, 22 (05) :1167-1171
[8]  
Bull L. B., 1968, PYRROLIZIDINE ALKALO
[9]  
CRONQUIST A, 1984, INTERMOUNTAIN FLORA, V4, P276
[10]   PYRROLIZIDINE ALKALOIDS . BIOSYNTHESIS OF ANGELATE COMPONENT OF HELIOSUPINE [J].
CROUT, DHG .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1967, (13) :1233-&