BIOSYNTHESIS OF WITHANOLIDES IN ACNISTUS-BREVIFLORUS - INCORPORATION OF LABELED 24-METHYLENECHOLESTEROL

被引:4
作者
MONTEAGUDO, ES
BURTON, G
GROS, EG
机构
[1] Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, 1428 Buenos Aires, Pab. 2, Ciudad Universitaria
关键词
ACNISTUS-BREVIFLORUS; SOLANACEAE; WITHANOLIDES; WITHAFERIN-A; JABOROSALACTONE-A; JABOROSALACTONE-D; 24-METHYLENECHOLESTEROL; BIOSYNTHESIS;
D O I
10.1016/S0031-9422(00)90640-X
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
Feeding experiments with [24-C-14] 24-methylenecholesterol and mixtures of this sterol and [7-H-3] 24-methylenecholesterol were performed to study the biosynthesis of withanolides in the plant Acnistus breviflorus. The results indicate that the side chain of the sterol precursor should be broken between C-24 and C-25 to give an intermediate which follows the biogenetic pathway into withaferin A, jaborosalactone A and jaborosalactone D.
引用
收藏
页码:927 / 929
页数:3
相关论文
共 11 条
[1]   REVERSED-PHASE CHROMATOGRAPHIC-SEPARATION OF WITHANOLIDES FROM ACNISTUS-BREVIFLORUS [J].
BURTON, G ;
VELEIRO, AS ;
GROS, EG .
JOURNAL OF CHROMATOGRAPHY, 1984, 315 (DEC) :435-440
[2]  
GALAGOVSKY LR, 1984, Z NATURFORSCH C, V39, P38
[3]  
GIL H, 1986, J CHEM SOC CHEM COMM, P1457
[4]   BIOSYNTHESIS OF PLANT STEROIDS .2. DISTRIBUTION OF ACTIVITY IN DIGITOXIGENIN DERIVED FROM MEVALONIC ACID-2-C14 [J].
GROS, EG ;
LEETE, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (15) :3479-&
[5]   BIOSYNTHESIS OF PLANT STEROIDS .I. ORIGIN OF BUTENOLIDE RING OF DIGITOXIGENIN [J].
LEETE, E ;
GREGORY, H ;
GROS, EG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (15) :3475-&
[6]  
LOCKLEY WJS, 1976, PHYTOCHEMISTRY, V5, P937
[7]   BIOSYNTHESIS OF WITHANOLIDES IN ACNISTUS-BREVIFLORUS CHEMICAL DEGRADATION OF C-14-LABELED JABOROSALACTONE-A AND WITHAFERIN-A [J].
MONTEAGUDO, ES ;
VELEIRO, AS ;
BURTON, G ;
GROS, EG .
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1987, 42 (11) :1471-1475
[8]   SYNTHESIS OF 24-METHYLIDENE[24-C-14]CHOLESTEROL AND 24-METHYLIDENE[7-H-3]CHOLESTEROL [J].
MONTEAGUDO, ES ;
BURTON, G ;
GROS, EG .
HELVETICA CHIMICA ACTA, 1990, 73 (08) :2097-2100
[9]   A PREGNANE STRUCTURALLY RELATED TO WITHANOLIDES FROM PHYSALIS-VISCOSA [J].
SILVA, GL ;
PACCIARONI, A ;
OBERTI, JC ;
VELEIRO, AS ;
BURTON, G .
PHYTOCHEMISTRY, 1993, 34 (03) :871-873
[10]   BIOSYNTHESIS OF WITHANOLIDES IN ACNISTUS-BREVIFLORUS - BIOGENETIC RELATIONSHIPS AMONG THE MAIN WITHANOLIDES [J].
VELEIRO, AS ;
BURTON, G ;
GROS, EG .
PHYTOCHEMISTRY, 1985, 24 (11) :2573-2575