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Keywords:

  • UHPLC/ECD;
  • circular dichroism;
  • absolute configuration;
  • TDDFT ECD;
  • Andira coriacea

ABSTRACT

Coatline A (1) and α-epi-coatline A (4) co-occur in the trunk extract of Andira coriacea. Inspection of their chiroptical properties led to intriguing results. After a careful examination of the experimental data used for the previously reported absolute configuration of these compounds, some uncertainties were identified. A combined theoretical approach including conformational analyses and calculation of electronic circular dichroism (ECD) spectra, in addition with experimental data obtained for schoepfin A (5) and the new schoepfin D (6) isolated from Senna quinquangulata, allowed the revision of the absolute configuration of coatlines A (1) and B (2). Chirality 25:180–184, 2013. © 2012 Wiley Periodicals, Inc.

Featured Compounds

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  1. 1 - 6
Compound 1
Molecular Weight:436.4093
Molecular Formula:C21H24O10
InChIKey:CSATWRZOLKGPRW-UXYJYTRHSA-N
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Compound 4
Molecular Weight:436.4093
Molecular Formula:C21H24O10
InChIKey:CSATWRZOLKGPRW-IUOSPEFCSA-N
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Compound 5
Molecular Weight:420.4099
Molecular Formula:C21H24O9
InChIKey:DJMBZMARUWEQHB-GRARQNNCSA-N
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Compound 6
Molecular Weight:436.4093
Molecular Formula:C21H24O10
InChIKey:UJQUOVSQIAZBEC-GRARQNNCSA-N
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Compound 2
Molecular Weight:452.4087
Molecular Formula:C21H24O11
InChIKey:LNVWGAALAQOWHF-IUOSPEFCSA-N
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Compound 3
Molecular Weight:422.3827
Molecular Formula:C20H22O10
InChIKey:AETBTCNMANLWCB-HROFAYACSA-N
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