Two new lignan-iridoid glucoside diesters from the leaves of Vaccinium bracteatum and their relative and absolute configuration determination by DFT NMR and TDDFT-ECD calculation

Yong Mei Ren, Chang Qiang Ke, Attila Mándi, T. Kurtán, Chunping Tang, Sheng Yao, Yang Ye

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Two new lignan-iridoid glucoside diesters (2 and 3), together with their putative biosynthetic precursor 10-O-trans-caffeoyl-6α-hydroxyl-dihydromonotropein (1), were characterized from the leaves of Vaccinium bracteatum. Their planar structures and relative configuration were elucidated by spectroscopic measurements and DFT C NMR calculations, and their absolute configurations were determined by time-dependent density functional theory (TDDFT) electronic circular dichroism (ECD) calculations. The plausible biosynthetic pathways of new compounds were also proposed.

Original languageEnglish
Pages (from-to)3213-3219
Number of pages7
JournalTetrahedron
Volume73
Issue number23
DOIs
Publication statusPublished - Jan 1 2017

Fingerprint

Vaccinium myrtillus
Iridoid Glucosides
Lignans
Biosynthetic Pathways
Circular Dichroism
Discrete Fourier transforms
Hydroxyl Radical
Density functional theory
Nuclear magnetic resonance

Keywords

  • DFT C NMR calculation
  • Ericaceae
  • Lignan-iridoid glucosides
  • TDDFT ECD calculation
  • Vaccinium bracteatum

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Two new lignan-iridoid glucoside diesters from the leaves of Vaccinium bracteatum and their relative and absolute configuration determination by DFT NMR and TDDFT-ECD calculation. / Ren, Yong Mei; Ke, Chang Qiang; Mándi, Attila; Kurtán, T.; Tang, Chunping; Yao, Sheng; Ye, Yang.

In: Tetrahedron, Vol. 73, No. 23, 01.01.2017, p. 3213-3219.

Research output: Contribution to journalArticle

Ren, Yong Mei ; Ke, Chang Qiang ; Mándi, Attila ; Kurtán, T. ; Tang, Chunping ; Yao, Sheng ; Ye, Yang. / Two new lignan-iridoid glucoside diesters from the leaves of Vaccinium bracteatum and their relative and absolute configuration determination by DFT NMR and TDDFT-ECD calculation. In: Tetrahedron. 2017 ; Vol. 73, No. 23. pp. 3213-3219.
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