Cripowellin A and B, a novel type of Amaryllidaceae alkaloid from Crinum powellii

Tetrahedron Letters

Volumn 39, Issue 13, 1998, Pages 1737-1740

  Velten, Robert ^a   Erdelen, Christoph ^a   Gehling, Matthias ^a   Göhrt, Axel ^a   Gondol, Daniel ^a   Lenz, Jürgen ^a   Lockhoff, Oswald ^a   Wachendorff, Ulrike ^a   Wendisch, Detlef ^a  

^a BAYER AG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID DERIVATIVE; CRIPOWELLIN A; CRIPOWELLIN B; INSECTICIDE; PLANT EXTRACT; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; EXTRACTION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INSECT CONTROL; NUCLEAR MAGNETIC RESONANCE; X RAY ANALYSIS;

EID: 0032568283     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00057-4     Document Type: Article

References (6)

1. +, 320 (100), 302 (20), 284 (18), 171 (50).
2. +, 320 (100), 302 (18), 284 (10).
3. α radiation 71.073 pm. The intensities of 5626 reflections were measured (θ/2θ scan, range 1.5° < 2θ < 50°, T = 173 (2) K). After scaling and averaging 2709 unique reflections were used for structure solution. The structure was solved by direct methods as implemented in the structure solution package SHELXTL (G. M. Sheldrick, Univ. Göttingen, Germany). Least squares refinement (SHELXTL) with anisotropic displacement parameters for all non hydrogen atoms resulted in R = 0.0455 for 3844 reflections Fo > 4σ(Fo), Hydrogen atoms were treated isotropically in a riding model. 400 parameters were considered in the full leastsquares refinement. No determination of the absolute configuration was performed. Listings of positional and displacement parameters, tables of bond distances and angles, and the observed and calculated structure factors have been submitted as supplementary material to be deposited in the Cambridge University Crystallographic Centre.
4. 4. B. Bernet, A. Vasella, Helv. Chim. Acta 1984, 67, 1328.
5. 3, δ = 2.17 (s, 3H); 2.24 (m, 2H); 2.57 (m, 1H); 2.78 (m, 2H); 3.03 (m, 1H); 3.34 (dd, 1H); 4.29 (m, 1H); 4.37 (ddd, 1H); 4.45 (d, 1H); 4.79 (d, 1H); 5.37 (d, 1H); 6.01 (m, 2H); 6.57 (s, 1H); 6.71 (s, 1H).
6. 3, δ = 3.24 (s, 3H); 3.50 (s, 3H); 3.52 (s, 3H); 3.54 (dd, 1H); 3.74 (d, 1H); 3.81 (dd, 1H); 5.32 (m, 1H); 5.35 (m, 1H); 5.83 (ddd, 1H); 9.75 (s, 1H).