Inhaltsstoffe vonAristolochia triangularis*

Abstract

The roots and stems of Aristolochia triangularis Chamisso, a woody climber growing in Brasil, contain fatty acids as well as (-)-kaur-16-en-18-acid, but no aristolochic acids. The following stigmastane type triterpenes have been isolated: stigmast-4-en-3-on, stigmastan-3,6-dion and stigmast -4-en-3,6-dion as well as kaurane diterpenes: (-)-kaur-16-en, (-), kaur-16-en-18-al, (-)-kauran-16alpha-ol-18-al, (-)-16alpha, 17-epoxykauran, (-)-kaur- 16 - en-18-ol and (-)-kaur-15-en-17-ol. In addition sesquiterpenes have been found: (-)-alpha-ylangen, (-)-alpha-copaen, (E)-beta-elemen, gamma-elemen, (E)-(R)-Nerolidol. The lignanes isolated from A. TRIANGULARIS include cubebin, found so far only in Piper cubeba, and galbacin. The new lignans 3,4-dimethoxy-3,4-desmethylendioxycubebin and 3',4'-dimethoxy-3',4'-desmethylendioxycubebin have been identified. For better interpretation of the (1)H-NMR-spectra in relation to the stereochemistry, the 6,6'-dinitro derivates are suitable.

Configurational analysis of cubebins and bicubebin from Aristolochia lagesiana and Aristolochia pubescens

“…Based on the above spectroscopic findings, the cubebins were characterized as (8S,8 0 R,9S)-cubebin (1), (8R,8 0 R,9R)-cubebin (2a), and (8R,8 0 R,9S)-cubebin (2b), which is consistent with most of the configurations previously established for cubebin 2a (a-cubebin or epi-cubebin) and 2b (b-cubebin or cubebin) (Wei-Ming et al, 1987;Badheka et al, 1987;Rü cker et al, 1981). Furthermore, two acetals were obtained from the anomers 2a and 2b, and they were, respectively, identified as a-methylcubebin (2c) and b-methylcubebin (2d) (Blumenthal et al, 1997;Rü cker et al, 1981).…”

“…Purification of the product by preparative TLC (hexane/EtOAc, 7:3) yielded 2c + 2d (1.8 mg, 0.005 mmol). 1 H and 13 C NMR, UV and IR data agree with those reported in the literature (Blumenthal et al, 1997;Rü cker et al, 1981). …”

“…Furthermore, two acetals were obtained from the anomers 2a and 2b, and they were, respectively, identified as a-methylcubebin (2c) and b-methylcubebin (2d) (Blumenthal et al, 1997;Rü cker et al, 1981).…”

Steroids from Poison Hemlock (Conium maculatum L.): A GC-MS analysis

“…[26][27][28][29] These are interesting due to the noted anti-inflammatory and anti-allergic properties for these sterols (from P. chinensis). 28 Stigmasta-4,22-diene-3,6-dione, an allelochemical substance, found also in Pistia stratiotes (Araceae) was established to inhibit the growth of some microalgae.…”

Two Dibenzylbutyrolactol Derivatives and Other Chemical Constituents from Aristolochia peltato-deltoidea

“…Lignans containing β-and α-ethoxy groups at C-9 have been isolated previously from some Piper 7-10 and Dacrydium [11][12] species. The structures of two diastereomeric lignans (3 and 4) [13][14][15][16][17] , neolignan eupomatenoid-7 (5) 6 and α-tocopherylquinone (6) 18-21 were established on the basis of their spectral data and comparison with those of the analogous compounds recorded in previous reports.…”