H-1 AND C-13 NMR ANALYSIS OF BRASSINOSTEROIDS

被引:23
作者
PORZEL, A
MARQUARDT, V
ADAM, G
MASSIOT, G
ZEIGAN, D
机构
[1] INST PLANT BIOCHEM,WEINBERG 3,PF 250,O-4010 HALLE,GERMANY
[2] FAC PHARM REIMS,CNRS,UA 492,F-51096 REIMS,FRANCE
[3] ANALYT CTR,O-1199 BERLIN,GERMANY
关键词
BRASSINOSTEROIDS; H-1 AND C-13 CHEMICAL SHIFT ASSIGNMENT; PARTIALLY RELAXED H-1 COSY; RELAYED COSY; XHCORRD; HMQC; HMBC;
D O I
10.1002/mrc.1260300714
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The H-1 and C-13 NMR spectra of the two phytohormones, brassinolide and 24-epi-brassinolide, and the two synthetic analogues 22,23,24-trisepi-brassinolide and (22S,23S)-28-homo-brassinolide, were assigned using ID and 2D NMR techniques. Independent assignment strategies are presented for the H-1 and C-13 chemical shifts of the steroidal side-chain.
引用
收藏
页码:651 / 657
页数:7
相关论文
共 16 条
[1]  
ANASTASIA JM, 1986, STEROIDS, V45, P561
[2]   BRASSINOLIDE-RELATED NEW BIOACTIVE STEROIDS FROM DOLICHOS-LABLAB SEED [J].
BABA, J ;
YOKOTA, T ;
TAKAHASHI, N .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1983, 47 (03) :659-661
[3]   H-1 AND C-13 ASSIGNMENTS FROM SENSITIVITY-ENHANCED DETECTION OF HETERONUCLEAR MULTIPLE-BOND CONNECTIVITY BY 2D MULTIPLE QUANTUM NMR [J].
BAX, A ;
SUMMERS, MF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (08) :2093-2094
[4]   SENSITIVITY-ENHANCED TWO-DIMENSIONAL HETERONUCLEAR SHIFT CORRELATION NMR-SPECTROSCOPY [J].
BAX, A ;
SUBRAMANIAN, S .
JOURNAL OF MAGNETIC RESONANCE, 1986, 67 (03) :565-569
[5]   ON STEROIDS .354. A ROUTE TO 24-EPIBRASSINOLIDE FROM ERGOSTEROL AVOIDING THE USE OF OSMIUM-TETROXIDE [J].
CERNY, V ;
BUDESINSKY, M .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1990, 55 (11) :2738-2755
[6]  
CUTTER HC, 1991, ACS S SERIES, V474
[7]   BRASSINOLIDE, A PLANT GROWTH-PROMOTING STEROID ISOLATED FROM BRASSICA-NAPUS POLLEN [J].
GROVE, MD ;
SPENCER, GF ;
ROHWEDDER, WK ;
MANDAVA, N ;
WORLEY, JF ;
WARTHEN, JD ;
STEFFENS, GL ;
FLIPPENANDERSON, JL ;
COOK, JC .
NATURE, 1979, 281 (5728) :216-217
[8]  
Marquardt V., 1991, CHEM PLANT PROTECTIO, V7, P103
[9]  
MCMORRIS TC, 1989, ANAL STEROLS OTHER B, P61
[10]   BRASSINOLIDE AND ITS ANALOGS .1. SYNTHESIS OF (22S, 23S)-HOMOBRASSINOLIDE AND BRASSINOLIDE FROM STIGMASTEROL [J].
MORI, K ;
SAKAKIBARA, M ;
ICHIKAWA, Y ;
UEDA, H ;
OKADA, K ;
UMEMURA, T ;
YABUTA, G ;
KUWAHARA, S ;
KONDO, M ;
MINOBE, M ;
SOGABE, A .
TETRAHEDRON, 1982, 38 (14) :2099-2109