Investigation of a betainic alkaloid from Punica granatum

被引:25
作者
Schmidt, A
Mordhorst, T
Nieger, M
机构
[1] Tech Univ Clausthal, Inst Organ Chem, D-38678 Clausthal Zellerfeld, Germany
[2] Univ Bonn, Inst Inorgan Chem, D-53121 Bonn, Germany
关键词
mesomeric betaine; solvatochromism; pi-complex; pyridinium phenolate;
D O I
10.1080/14786410500034949
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Spectroscopic investigations reveal that a hydroquinone pyridinium alkaloid isolated from the leaves of pomegranates Punica granatum L. (X-ray) exists as a mixture of a conjugated and a cross-conjugated heterocyclic mesomeric betaine in aqueous and DMSO-d(6) solution. Twofold deprotonation yields an anionic tripole.
引用
收藏
页码:541 / 546
页数:6
相关论文
共 22 条
  • [1] Hydroquinone-pyridinium and hydroquinone-alpha-picolinium salts
    Buchta, E
    [J]. BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1937, 70 : 2339 - 2343
  • [2] STRUCTURE OF CLATHRIDINE ZN-COMPLEX, A METABOLITE OF THE MARINE SPONGE CLATHRINA-CLATHRUS
    CIMINIELLO, P
    FATTORUSSO, E
    MANGONI, A
    DIBLASIO, B
    PAVONE, V
    [J]. TETRAHEDRON, 1990, 46 (12) : 4387 - 4392
  • [3] Diels O, 1937, LIEBIGS ANN CHEM, V530, P51
  • [4] Information on hydroquinone-pyridinium salts.
    Koenigs, E
    Greiner, H
    [J]. BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1931, 64 : 1045 - 1048
  • [5] KOHL H, 1974, TETRAHEDRON LETT, V12, P938
  • [6] NOVEL NAAMIDINE-TYPE ALKALOIDS AND MIXED-LIGAND ZINC(II) COMPLEXES FROM A CALCAREOUS SPONGE, LEUCETTA SP, OF THE CORAL SEA
    MANCINI, I
    GUELLA, G
    DEBITUS, C
    PIETRA, F
    [J]. HELVETICA CHIMICA ACTA, 1995, 78 (05) : 1178 - 1184
  • [7] LEAF PHENOLICS OF PUNICA-GRANATUM
    NAWWAR, MAM
    HUSSEIN, SAM
    MERFORT, I
    [J]. PHYTOCHEMISTRY, 1994, 37 (04) : 1175 - 1177
  • [8] HETEROCYCLIC MESOMERIC BETAINES
    OLLIS, WD
    STANFORTH, SP
    RAMSDEN, CA
    [J]. TETRAHEDRON, 1985, 41 (12) : 2239 - 2329
  • [9] ORTOLEVA G, 1901, GAZZ CHIM ITAL, V31, P256
  • [10] Biologically active mesomeric betaines and alkaloids, derived from 3-hydroxypyridine, pyridin-N-oxide, nicotinic acid and picolinic acid:: Three types of conjugation and their consequences
    Schmidt, A
    [J]. CURRENT ORGANIC CHEMISTRY, 2004, 8 (08) : 653 - 670