SULFONES DERIVED FROM METHYLTHIOPROPENOIC ACID-AMIDES FROM GLYCOSMIS-ANGUSTIFOLIA

被引:37
作者
GREGER, H [1 ]
HOFER, O [1 ]
ZECHNER, G [1 ]
HADACEK, F [1 ]
WURZ, G [1 ]
机构
[1] UNIV VIENNA,INST ORGAN CHEM,A-1090 VIENNA,AUSTRIA
关键词
GLYCOSMIS ANGUSTIFOLIA; RUTACEAE; LEAVES; METHYLTHIOPROPENOIC ACID AMIDES; SULFONES; CHEMOSYSTEMATICS;
D O I
10.1016/S0031-9422(00)90403-5
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
Seven new sulphones derived from methylthiopropenoic acid amides have been isolated as dominant components from the methanolic leaf extract of Glycosmis angustifolia collected in Sri Lanka. All derivatives contained substituted phenethylamine moieties with prenyloxy (dambullins) or geranyloxy groups (gerambullins) in the paraposition. Additional oxidation of the geranyl side chain leads to a diol (gerambullindiol) and to ketones (methylgerambullone and methylisogerambullone). The major component, methyldambullin, exhibited moderate antifungal activity.
引用
收藏
页码:1305 / 1310
页数:6
相关论文
共 8 条
[1]   ALKALOIDS OF LEAVES OF GLYCOSMIS-BILOCULARIS [J].
BOWEN, IH ;
PERERA, KPWC ;
LEWIS, JR .
PHYTOCHEMISTRY, 1978, 17 (12) :2125-2127
[2]   SULFUR-CONTAINING CINNAMIDES WITH ANTIFUNGAL ACTIVITY FROM GLYCOSMIS-CYANOCARPA [J].
GREGER, H ;
HOFER, O ;
KAHLIG, H ;
WURZ, G .
TETRAHEDRON, 1992, 48 (07) :1209-1218
[3]   SULFUR-CONTAINING AMIDES FROM GLYCOSMIS SPECIES WITH DIFFERENT ANTIFUNGAL ACTIVITY [J].
GREGER, H ;
ZECHNER, G ;
HOFER, O ;
HADACEK, F ;
WURZ, G .
PHYTOCHEMISTRY, 1993, 34 (01) :175-179
[4]   DIFFERENT TYPES OF SULFUR-CONTAINING AMIDES FROM GLYCOSMIS CF CHLOROSPERMA [J].
GREGER, H ;
HADACEK, F ;
HOFER, O ;
WURZ, G ;
ZECHNER, G .
PHYTOCHEMISTRY, 1993, 32 (04) :933-936
[5]   SYNTHESIS AND CORRECTED STRUCTURES OF SULFUR-CONTAINING AMIDES FROM GLYCOSMIS SPECIES - SINHARINES, PENIMIDES, AND ILLUKUMBINS [J].
HINTERBERGER, S ;
HOFER, O ;
GREGER, H .
TETRAHEDRON, 1994, 50 (21) :6279-6286
[6]   ENTADAMIDE-C, A SULFUR-CONTAINING AMIDE FROM ENTADA-PHASEOLOIDES [J].
IKEGAMI, F ;
SEKINE, T ;
DUANGTERAPRECHA, S ;
MATSUSHITA, N ;
MATSUDA, N ;
RUANGRUNGSI, N ;
MURAKOSHI, I .
PHYTOCHEMISTRY, 1989, 28 (03) :881-882
[7]   C-13 NMR SIGNALS OF SOME NATURAL COUMARINS AND THEIR DERIVATIVES [J].
PATRA, A ;
MITRA, AK .
ORGANIC MAGNETIC RESONANCE, 1981, 17 (03) :222-224
[8]  
STONE BC, 1985, P ACAD NAT SCI PHILA, V137, P1