Alkaloids and other compounds from seeds of Tabernaemontana cymosa

被引:67
作者
Achenbach, H [1 ]
Benirschke, M [1 ]
Torrenegra, R [1 ]
机构
[1] PONTIFICIA UNIV JAVERIANA,FAC CIENCIAS BASICAS,BOGOTA,COLOMBIA
关键词
Tabernaemontana cymosa (equals T-psychotrifolia); Apocynaceae; seeds; indole alkaloids; 9-(beta-D-glucopyranosyloxy)tetrahydroalstonine; lignan glucosides; 5,5'-dimethoxy-9-O-(beta-D-glucopyranosyl)lariciresinol; 2 alpha-O-(beta-D-glucopyranosyl)lyoniresinol; 3-O-(beta-D-glucopyranosyl)-5-O-methylgallic acid;
D O I
10.1016/S0031-9422(96)00645-0
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
From the seeds of Tabernaemontana cymosa (=T. psychotrifolia) 17 indole alkaloids and six lignan glucosides were isolated, besides triacylglycerols, 9,12-octadecadienoic acid, lupeol, (+)-lyoniresinyl, obtusifoliol, sweroside and a glucoside of 3-O-methylgallic acid. 9-(beta-D-Glucopyranosyloxy)-tetrahydroalstonine, (+)-5,5'-dimethoxy-9-O-(beta-D-glucopyranosyl)lariciresonol, (-)-2 alpha-O-(beta-D-glucopyranosyl)-lyoniresinol and 3-O-(beta-D-glucopyranosyl)-5-O-methylgallic acid are described for the first time. Structural determination is based on spectroscopic studies and/or on comparison with authentic compounds. Some of the isolated substances exhibited significant antifungal and/or cytotoxic effects. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:325 / 335
页数:11
相关论文
共 55 条
[1]   TRIETHYLENEDIAMINE (1,4-DIAZABICYCLO)2,2,2)OCTANE) + HEXAETHYLENETETRAMINE .4. INTERACTION OF TRIETHYLENEDIAMINE + DIBROMOMETHANE 1,2-DIBROMOETHANE + 1,3-DIBROMOPROPANE [J].
ABBISS, TP ;
MANN, FG .
JOURNAL OF THE CHEMICAL SOCIETY, 1964, (JUN) :2248-&
[2]   ALKALOIDS IN TABERNAEMONTANA SPECIES .11. INVESTIGATION OF THE ALKALOIDS FROM TABERNAEMONTANA-QUADRANGULARIS - (20R)-20-HYDROXYIBOGAMINE, A NEW ALKALOID FROM TABERNAEMONTANA-QUADRANGULARIS [J].
ACHENBACH, H ;
RAFFELSBERGER, B .
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1980, 35 (02) :219-225
[3]   NEW LIGNAN GLUCOSIDES FROM STEMMADENIA-MINIMA [J].
ACHENBACH, H ;
LOWEL, M ;
WAIBEL, R ;
GUPTA, M ;
SOLIS, P .
PLANTA MEDICA, 1992, 58 (03) :270-272
[4]   ALKALOIDS .155. ALKALOIDS FROM GABUNIA-EGLANDULOSA STAPF [J].
AGWADA, VC ;
MORITA, Y ;
RENNER, U ;
HESSE, M ;
SCHMID, H .
HELVETICA CHIMICA ACTA, 1975, 58 (04) :1001-1016
[5]  
AIMI N, 1978, CHEM PHARM BULL, V26, P1182, DOI 10.1248/cpb.26.1182
[6]  
ALLORGE L, 1985, MEMOIRES MUSEUM NA B, V30, P128
[7]  
BENOIN PR, 1968, TETRAHEDRON LETT, P807
[8]   ALKALOIDS OF TABERNAEMONTANA-PSYCHOTRIFOLIA HBK [J].
BURNELL, RH ;
MEDINA, JD .
CANADIAN JOURNAL OF CHEMISTRY, 1971, 49 (02) :307-&
[9]   DYE-SENSITIZED PHOTO-OXYGENATION OF THE ASPIDOSPERMA ALKALOIDS VINCADIFFORMINE AND TABERSONINE - A NEW, CONVENIENT APPROACH TO VINCAMINE [J].
CALABI, L ;
DANIELI, B ;
LESMA, G ;
PALMISANO, G .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (06) :1371-1379
[10]  
CAVE A, 1971, CR ACAD SCI C CHIM, V272, P1367