Intramolecular hydrogen bonding in myricetin and myricitrin: Quantum chemical calculations and vibrational spectroscopy

Danijela Vojta, Katarina Dominkovic, Snezana Miljanic, Jens Spanget-Larsen

Research output: Contribution to journalJournal articleResearchpeer-review


The molecular structures of myricetin (3,3’,4’,5,5’,7-hexahydroxyflavone; MCE) and myricitrin (myricetin 3-O-rhamnoside; MCI) are investigated by quantum chemical calculations (B3LYP/6-311G**). Two preferred molecular rotamers of MCI are predicted, corresponding to different conformations of the O-rhamnoside subunit. The rotamers are characterized by different hydrogen bonded cross-links between the hydroxy groups of the rhamnoside substituent and the parent MCE moiety. The predicted OH stretching frequencies are compared with vibrational spectra of MCE and MCI recorded for the sake of this investigation (IR and Raman). In addition, a reassignment of the C=O stretching bands are suggested.
Original languageEnglish
JournalJournal of Molecular Structure: THEOCHEM
Pages (from-to)242-249
Number of pages8
Publication statusPublished - 5 Mar 2017


  • Myricetin
  • Myricitrin
  • Density functional theory (DFT) calculations
  • FT-IR and FT-Raman spectra,
  • OH stretching frequencies
  • Intramolecular hydrogen bonding

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