Identification of Minor Benzoylated 4-Phenylcoumarins from a Mammea neurophylla Bark Extract

  • Molecules. 2015 Sep 25;20(10):17735-46. doi: 10.3390/molecules201017735.
Bach Tai Dang  1 ,  Caroline Rouger  2 ,  Marc Litaudon  3 ,  Pascal Richomme  4 ,  Denis Séraphin  5 ,  Séverine Derbré  6
Affiliations
  • 1. EA 921 SONAS, Université D'Angers, SFR QUASAV 4207, Campus du Végétal, 42, rue Georges Morel, Beaucouzé 49070, France. [email protected].
  • 2. EA 921 SONAS, Université D'Angers, SFR QUASAV 4207, Campus du Végétal, 42, rue Georges Morel, Beaucouzé 49070, France. [email protected].
  • 3. Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Université Paris-Saclay, 1, av. de la Terrasse, Gif-sur-Yvette 91198, France. [email protected].
  • 4. EA 921 SONAS, Université D'Angers, SFR QUASAV 4207, Campus du Végétal, 42, rue Georges Morel, Beaucouzé 49070, France. [email protected].
  • 5. EA 921 SONAS, Université D'Angers, SFR QUASAV 4207, Campus du Végétal, 42, rue Georges Morel, Beaucouzé 49070, France. [email protected].
  • 6. EA 921 SONAS, Université D'Angers, SFR QUASAV 4207, Campus du Végétal, 42, rue Georges Morel, Beaucouzé 49070, France. [email protected].
PMID: 26404214 DOI: 10.3390/molecules201017735
Abstract

Through dereplication analysis, seven known Mammea Coumarins were identified in a fraction obtained from Mammea neurophylla dichloromethane bark extract selected for its ability to prevent advanced glycation end-product (AGE) formation. Among them, a careful examination of the NMR dataset of pedilanthocoumarin B led to a structural revision. Inspection of LC-DAD-MS(n) chromatograms allowed us to predict the presence of four new compounds, which were further isolated. Using spectroscopic methods (¹H-, (13)C- and 2D-NMR, HRMS, UV), these compounds were identified as new benzoyl substituted 4-phenylcoumarins (iso-pedilanthocoumarin B and neurophyllol C) and 4-(1-acetoxypropyl)Coumarins cyclo F (ochrocarpins H and I).

Keywords
4-(1-acetoxypropyl)coumarins; 4-phenylcoumarins; Calophyllaceae; benzoylcoumarins; dereplication analysis.
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