Triterpenoids from Melilotus messanensis; Soyasapogenol G, the first natural carbonate derivative

被引:12
作者
Macias, FA
Simonet, AM
Esteban, MD
Galindo, JCG
机构
[1] Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Cádiz, 11510 Puerto Real, Cádiz
关键词
Melilotus messanensis; Leguminoseae; triterpenoids; gammacerane-3-ene-2-one; messagenolide; soyasapogenol G; natural carbonate derivative; paleobiomarkers; allelopathy;
D O I
10.1016/0031-9422(95)00812-8
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
Three new rare triterpenes, the paleo-biomarkers gammacer-16-ene-3-one and messagenolide, and the first natural carbonate derivative soyasapogenol G, were isolated from allelopathic bioactive fractions of Melilotus messanensis L. Their structures were established by chemical correlations and spectroscopic (H-1 NMR, H-1-H-1 COSY, (13)CNMR,C-13-H-1 HETCOR and mass spectrometry) methods.
引用
收藏
页码:1573 / 1577
页数:5
相关论文
共 34 条
[1]  
AGETA H, 1982, CHEM PHARM BULL, V30, P2272
[2]   SCREENING SEED OF TRIGONELLA AND 3 RELATED GENERA FOR DIOSGENIN [J].
BOHANNON, MB ;
HAGEMANN, JW ;
EARLE, FR ;
BARCLAY, AS .
PHYTOCHEMISTRY, 1974, 13 (08) :1513-1514
[3]   MASS SPECTROMETRY IN STRUCTURAL AND STEREOCHEMICAL PROBLEMS .32. PENTACYCLIC TRITERPENES [J].
BUDZIKIEWICZ, H ;
WILSON, JM ;
DJERASSI, C .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (22) :3688-&
[4]  
CARRASCO RC, 1991, P SEEP MURCIA, P70
[5]   SWERTANE TRITERPENOIDS FROM SWERTIA-CHIRATA [J].
CHAKRAVARTY, AK ;
MUKHOPADHYAY, S ;
DAS, B .
PHYTOCHEMISTRY, 1991, 30 (12) :4087-4092
[6]  
CHAKRAVARTY AK, 1990, TETRAHEDRON LETT, V31, P7649
[7]   PERACID OXIDATION-PRODUCTS OF SWERTANONE, THE NOVEL TRITERPENE OF SWERTIA-CHIRATA [J].
CHAKRAVARTY, AK ;
DAS, B ;
MUKHOPADHYAY, S .
TETRAHEDRON, 1991, 47 (12-13) :2337-2350
[8]  
DIJKEMA KS, 1987, 879 RINM
[9]   CRYSTAL AND MOLECULAR-STRUCTURES OF TRICLINIC AND ORTHORHOMBIC FORMS OF 18-ALPHA-(H)-OLEANANE, C30H52 [J].
FOWELL, DT ;
MELSOM, BG ;
SMITH, GW .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1978, 34 (JUL) :2244-2250
[10]  
HAMMOUDA F M, 1983, Fitoterapia, V54, P249