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Conformation of 1,4‐dihydropyridine — planar or boat‐like?
Author(s) -
Hofmann H.-J.,
Cimiraglia R.
Publication year - 1988
Publication title -
febs letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.593
H-Index - 257
eISSN - 1873-3468
pISSN - 0014-5793
DOI - 10.1016/0014-5793(88)81026-3
Subject(s) - dihydropyridine , planar , ring (chemistry) , cofactor , chemistry , molecule , ab initio , stereochemistry , basis set , computational chemistry , calcium , crystallography , enzyme , biochemistry , organic chemistry , computer science , computer graphics (images)
The geometry of the 1,4‐dihydropyridine molecule was completely optimized employing three different ab initio basis sets (6–31 G*, 4–31 G, STO—3G). The most reliable 6–31G* basis set provides a very flat boat conformation which may easily undergo defolding to a planar ring arrangement. This result is discussed with respect to enzymatic redox cofactors and the pharmacological activity of dihydropyridine calcium antagonists.