V. Dobričić, Bojana M. Francuski, V. Jaćević
Dec 27, 2015
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0
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Journal
Journal of The Serbian Chemical Society
Abstract
The L-phenylalanine methyl ester derivative of dexamethasone- derived cortienic acid (DF) was synthesized and its crystal structure charac- terized by the X-ray diffraction method. The crystal system is orthorhombic with space group P212121 and cell constants a = 8.2969(3) A, b = 18.9358(8) A, c = 20.0904(6) A, V = 3156.4(2) A 3 and Z = 4. Ring A of the steroid nucleus and phenyl ring in the 17β-side chain are almost planar. Rings B and C have a slightly distorted chair conformation, whereas ring D has an envelope con- formation. The packing of DF is characterized by a network of intermolecular hydrogen bonds involving the O4 atom from one side of the steroid nucleus and O1 and F1 atoms from the other side as hydrogen bond acceptors. Apart from the intermolecular hydrogen bonds in the crystal packing, there are also numerous intramolecular hydrogen bonds of the N-H … O, C-H … O and C-H … F type. The local anti-inflammatory activity of DF was evaluated using