Intra- and intermolecular hydrogen bondings in steroids - A combined experimental and theoretical study

A. Magyar, Z. Szendi, J. T. Kiss, I. Pálinkó

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

FTIR measurements on the solutions of previously not studied steroids [(20R)[6′(3′,4′[2′H]-dihydropyranyl)] -pregn-5-ene-3β,20-diol 3(2″-tetrahydropyranyl) ether (1) and (20R)[6′(3′,4′[2′H]-dihydropyranyl)]-pregn-5-ene- 3β,20-diol 3-acetate (2)] with varying concentrations revealed, that intra- as well as intermolecular interactions existed for both molecules. The former was more important for compound 1 and the latter for compound 2. Only intermolecular hydrogen bonds were found in the crystalline state, however. Molecular modeling (PM3 code) allowed a fair estimation of intramolecular hydrogen bonding parameters and helped in suggesting possible arrangement for compound 2 in solution.

Original languageEnglish
Pages (from-to)163-168
Number of pages6
JournalJournal of Molecular Structure: THEOCHEM
Volume666-667
DOIs
Publication statusPublished - Dec 29 2003

Fingerprint

steroids
Hydrogen Bonding
Hydrogen bonds
Theoretical Models
Steroids
Molecular modeling
Fourier Transform Infrared Spectroscopy
hydrogen
Ether
Hydrogen
acetates
Ethers
ethers
Acetates
hydrogen bonds
Crystalline materials
Molecules
molecules
interactions

Keywords

  • (20R)[6′(3′,4′[2′H]-dihydropyranyl)] -pregn-5-ene-3β,20-diol 3(2″-tetrahydropyranyl) ether
  • (20R)[6′(3′,4′[2′H]-dihydropyranyl)]-pregn-5-ene- 3β,20-diol 3-acetate

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Computational Theory and Mathematics
  • Atomic and Molecular Physics, and Optics

Cite this

Intra- and intermolecular hydrogen bondings in steroids - A combined experimental and theoretical study. / Magyar, A.; Szendi, Z.; Kiss, J. T.; Pálinkó, I.

In: Journal of Molecular Structure: THEOCHEM, Vol. 666-667, 29.12.2003, p. 163-168.

Research output: Contribution to journalArticle

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