New Antiglycative Compounds from Cumin (Cuminum cyminum) Spice

J Agric Food Chem. 2015 Nov 25;63(46):10097-102. doi: 10.1021/acs.jafc.5b04796. Epub 2015 Nov 17.

Abstract

Cumin (Cuminum cyminum L.), a widely consumed food spice, has been reported to have antiglycative effects in vitro and in vivo, but there is a paucity of data on its bioactive compounds. Herein, we report the isolation and structure elucidation (by NMR, HRESIMS, and CD) of 21 (1-21) compounds from a methanol extract of cumin seeds. The isolates included five new compounds: two sesquiterpenoids, two pairs of monoterpeneoid epimers, and a chalcone, named cuminoids A-E, respectively. The isolates were evaluated for antiglycative effects using the bovine serum albumin-fructose intrinsic fluorescence assay. At equivalent concentrations, several of the isolates, including cuminoids C-E, were more potent inhibitors than the positive control, aminoguanidine, a synthetic antiglycative agent (>50 vs 35%, respectively).

Keywords: Cuminum cyminum; advanced glycation endproducts; antiglycative; bioactive; cumin; cuminoids.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Chalcones / chemistry
  • Chalcones / isolation & purification
  • Chalcones / pharmacology
  • Cuminum / chemistry*
  • Glycation End Products, Advanced / antagonists & inhibitors*
  • Molecular Structure
  • Phytochemicals / chemistry
  • Phytochemicals / isolation & purification*
  • Phytochemicals / pharmacology*
  • Plant Extracts / chemistry
  • Seeds / chemistry*
  • Spices / analysis*
  • Terpenes / chemistry
  • Terpenes / isolation & purification
  • Terpenes / pharmacology

Substances

  • Chalcones
  • Glycation End Products, Advanced
  • Phytochemicals
  • Plant Extracts
  • Terpenes