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Identification of new diterpene esters from green Arabica coffee beans, and their platelet aggregation accelerating activities

Food Chem. 2018 Oct 15:263:251-257. doi: 10.1016/j.foodchem.2018.04.081. Epub 2018 Apr 22.

Abstract

Eight new ent-kaurane diterpene fatty acid esters, namely caffarolides A-H (1-8), were isolated from green beans of Coffea arabica. Their chemical structures were confirmed by extensive spectroscopic analysis including 1D, 2D NMR (HSQC, HMBC, 1H-1H COSY, and ROESY), HRMS, IR and CD spectra and by GC-FID analysis. Interestingly, the diterpene moiety of these new compounds first occurred in genus Coffea. All the isolates were evaluated for platelet aggregation activity in vitro. As the results, caffarolides C, D and F (3, 4 and 6) showed induction effect for platelet aggregation and the possible structure-activity relationships have been discussed briefly.

Keywords: Coffea arabica; Coffee lipids; Diterpene esters; Platelet aggregation; Structure elucidation.

MeSH terms

  • Animals
  • Blood Platelets / cytology
  • Blood Platelets / drug effects
  • Blood Platelets / metabolism
  • Chromatography, Gas
  • Circular Dichroism
  • Coffea / chemistry*
  • Coffea / metabolism
  • Diterpenes / analysis
  • Diterpenes / chemistry*
  • Diterpenes / pharmacology
  • Magnetic Resonance Spectroscopy
  • Platelet Aggregation / drug effects
  • Rabbits
  • Seeds / chemistry
  • Seeds / metabolism
  • Structure-Activity Relationship

Substances

  • Diterpenes