ISSN:
0749-1581
Keywords:
Quinolizidine alkaloid
;
Anagyrine
;
1H and 13C NMR assignment
;
Conformation
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The 1H NMR spectrum of the quinolizidine alkaloid ( - )- anagyrine has been studied at 200 and 600 MHz. A full assignment of the 1H signals has been achieved by application of a variety of NMR techniques, including homo-nuclear spin decoupling, NOE difference, 2D δH/δH COSY and direct δc/δH correlation (including HMQC) experiments. The 13C NMR spectrum has also been assigned, and differences from the current literature assignments are reported. The conformation of ( - )-anagyrine has been elucidated by consideration of the proton-proton spin-spin coupling constants and NOEs. The configuration of the lone pair of the tertiary amine nitrogen is β, ring B has an envelope conformation and rings C and D have chair conformations with cis-decalin type of ring fusion between them.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1260290913
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