A New Alkaloid from the Seeds of Sophora alopecuroides L.

被引:14
作者
Gao, Hong-Ying [1 ,2 ]
Li, Guo-Yu [1 ]
Wang, Jin-Hui [1 ,2 ,3 ]
机构
[1] Shihezi Univ, Sch Pharm, Shihezi 832002, Peoples R China
[2] Shenyang Pharmaceut Univ, Sch Tradit Chinese Mat Med 49, Shenyang 110016, Peoples R China
[3] TCM, Key Lab Phytomed Resources & Modernizat, Shihezi 832002, Peoples R China
关键词
Sophora alopecuroides; Alkaloids; Alopecurin A; X-Ray crystallography; CAPILLARY-ELECTROPHORESIS; QUINOLIZIDINE ALKALOIDS;
D O I
10.1002/hlca.201100454
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Alopecurin A, an alkaloid with an unprecedented skeleton, was isolated from the seeds of Sophora alopecuroides L. The absolute configuration and structure of this compound was identified as (3S,12R)-3-hydroxy-1,7-diazatricyclo[10.4.0.13,7]heptadecane-11,16,17-trione (=(7S,15aR)-decahydro-7-hydroxy-6H-7,11-methano-4H-pyrido[1,2-a][1,7]diazacyclododecine-4,15,16(12H)-trione). The structure and absolute configuration was elucidated by spectroscopic methods, mainly HR-ESI-TOF-MS, IR, 1D-NMR (1H- and 13C-NMR), 2D-NMR (COSY, NOESY, HSQC, HMBC), and particularly X-ray crystal-diffraction and CD spectral analysis.
引用
收藏
页码:1108 / 1113
页数:6
相关论文
共 10 条
[1]   New norditerpenoid alkaloids from Aconitum falconeri [J].
Atta-ur-Rahman ;
Fatima, N ;
Akhtar, F ;
Choudhary, MI ;
Khalid, A .
JOURNAL OF NATURAL PRODUCTS, 2000, 63 (10) :1393-1395
[2]   Studies on the dynamic accumulations of Sophora alopecuroides L. Alkaloids in different harvest times and the appropriate harvest time [J].
Gao, Hong-ying ;
Li, Guo-yu ;
Wang, Jin-hui .
JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 2011, 879 (15-16) :1121-1125
[3]   (-)-5-ALPHA-HYDROXYSOPHOCARPINE, A NEW LUPIN ALKALOID FROM THE SEEDS OF SOPHORA-FLAVESCENS VAR ANGUSTIFOLIA [J].
SAITO, K ;
ARAI, N ;
SEKINE, T ;
OHMIYA, S ;
KUBO, H ;
OTOMASU, H ;
MURAKOSHI, I .
PLANTA MEDICA, 1990, 56 (05) :487-488
[4]  
Sheldrick G.M., 1997, Programs for Crystal Structure Analysis (Release 97-2)
[5]  
Sheldrick G. M., 1997, SHELXL-97, Programs for Crystal Structure Analysis
[6]   Determination of quinolizidine alkaloids in traditional Chinese herbal drugs by nonaqueous capillary electrophoresis [J].
Song, JZ ;
Xu, HX ;
Tian, SJ ;
But, PPH .
JOURNAL OF CHROMATOGRAPHY A, 1999, 857 (1-2) :303-311
[7]  
Wu L. J., 2007, PRACTICAL NATURAL OR, V1, P318
[8]  
Xiao P, 1996, CHEM PHARM BULL, V44, P1951, DOI 10.1248/cpb.44.1951
[9]   Determination of quinolizidine alkaloids in Sophora medicinal plants by capillary electrophoresis [J].
Yu, YQ ;
Ding, PL ;
Chen, DF .
ANALYTICA CHIMICA ACTA, 2004, 523 (01) :15-20
[10]  
李凡, 1997, 白求恩医科大学学报, V23, P603