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MD‐based CD calculations for the assignment of the absolute axial configuration of the naphthylisoquinoline alkaloid dioncophylline A
Author(s) -
Bringmann Gerhard,
Mühlbacher Jörg,
Repges Charlotte,
Fleischhauer Jörg
Publication year - 2001
Publication title -
journal of computational chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.907
H-Index - 188
eISSN - 1096-987X
pISSN - 0192-8651
DOI - 10.1002/jcc.1084
Subject(s) - cndo/2 , chemistry , molecular dynamics , alkaloid , spectral line , circular dichroism , force field (fiction) , computational chemistry , crystallography , stereochemistry , molecule , physics , organic chemistry , quantum mechanics
The circular dichroism (CD) of the biaryl alkaloid dioncophylline A ( 2 ) was investigated by CD calculations; the structures were generated by molecular dynamics (MD) simulations using the force field CVFF. From these structures the CD spectra were calculated with the semiempirical method CNDO/2S. Summing up the single CD spectra yielded the final spectrum. In contrast to our earlier method based on the Boltzmann weighting, the MD‐assisted approach permitted to assign the flexible biaryl axis of dioncophylline A ( 2 ), which is found to be P . © 2001 John Wiley & Sons, Inc. J Comput Chem 22: 1273–1278, 2001