N-4-BENZOYLSPERMIDINE FROM ONCINOTIS-TENUILOBA - ANALYTICAL DIFFERENTIATION OF THE 3 ISOMERIC N-BENZOYLSPERMIDINES

被引:13
作者
DOLL, MKH
GUGGISBERG, A
HESSE, M
机构
[1] Organisch-chemisches Institut, Universität Zürich, Zürich, CH-8057
关键词
D O I
10.1002/hlca.19940770505
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
During the examination of extracts from Oncinotis tenuiloba STAFF a new polyamine, N-4-benzoylspermidine (8), was isolated. For unambiguous structure elucidation, it was transformed into the diacetyl derivative 13, and the three possible N-benzoyl-substituted isomers of spermidine 5, 8, and 11 together with their peracetylated derivatives 12-14, respectively, were synthesized and identified.
引用
收藏
页码:1229 / 1235
页数:7
相关论文
共 18 条
[1]   BIANTHRAQUINONES AND A SPERMIDINE ALKALOID FROM CASSIA-FLORIBUNDA [J].
ALEMAYEHU, G ;
ABEGAZ, B ;
SNATZKE, G ;
DUDDECK, H .
PHYTOCHEMISTRY, 1988, 27 (10) :3255-3258
[2]   STRUCTURE OF MACROCYCLIC ALKALOIDS ONCINOTIN AND ISOONCINOTIN .129. ALKALOIDS [J].
BADAWI, MM ;
GUGGISBE.A ;
VANDENBR.P ;
HESSE, M ;
SCHMID, H .
HELVETICA CHIMICA ACTA, 1968, 51 (08) :1813-&
[3]   NEW METHOD FOR QUALITATIVE AND QUANTITATIVE-DETERMINATION OF DI-AMINES AND POLYAMINES IN ANIMAL-TISSUES BY GAS-LIQUID-CHROMATOGRAPHY [J].
BENINATI, S ;
SARTORI, C ;
ARGENTOCERU, MP .
ANALYTICAL BIOCHEMISTRY, 1977, 80 (01) :101-107
[4]   FLEXIBLE SYNTHESIS OF POLYAMINE CATECHOLAMIDES [J].
BERGERON, RJ ;
KLINE, SJ ;
STOLOWICH, NJ ;
MCGOVERN, KA ;
BURTON, PS .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (22) :4524-4529
[5]   REAGENTS FOR THE STEPWISE FUNCTIONALIZATION OF SPERMIDINE, HOMOSPERMIDINE, AND BIS(3-AMINOPROPYL)AMINE [J].
BERGERON, RJ ;
GARLICH, JR ;
STOLOWICH, NJ .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (16) :2997-3001
[6]   POLYAMINES IN RELATION TO HUMAN-BREAST, RECTAL AND SQUAMOUS-CELL CARCINOMA [J].
CHANDA, R ;
GANGULY, AK .
CANCER LETTERS, 1988, 39 (03) :311-318
[7]  
DOLL MKH, UNPUB
[8]  
FIEDLER W, 1992, THESIS U ZURICH
[9]   SYNTHETIC ANALOGS OF LOW-MOLECULAR-WEIGHT ACYL-POLYAMINE SPIDER TOXINS [J].
FIEDLER, WJ ;
GUGGISBERG, A ;
HESSE, M .
HELVETICA CHIMICA ACTA, 1993, 76 (03) :1167-1181
[10]  
Guggisberg A., 1983, ALKALOIDS, P85