Raw coffee based dietary supplements contain carboxyatractyligenin derivatives inhibiting mitochondrial adenine-nucleotide-translocase

Capsules, powders and tablets containing raw coffee extract are advertised to the consumer as antioxidant rich dietary supplements as part of a healthy diet. We isolated carboxyatractyligenin ( 4), 2-O-. β-. d-glucopyranosyl carboxyatractyligenin ( 6) and 3'. -O. -β-. d-glucopyranosyl-2'-O-isovaleryl-2. β-(2-desoxy-carboxyatractyligenin)-. β-. d-glucopyranoside ( 8) from green coffee and found strong inhibitory effects on phosphorylating respiration in isolated mitochondria similar to the effects of the known phytotoxin carboxyatractyloside. LC-MS/MS analysis of commercial green coffee based dietary supplements revealed the occurrence of carboxyatractyligenin, 3'-O-. β-. d-glucopyranosyl-2. '-O-isovaleryl-2. β-(2-desoxy-carboxyatractyligenin)-. β-. d-glucopyranoside, and 2-O-. β-. d-glucopyranosyl carboxyatractyligenin in concentrations up to 4.0, 5.7, and 41.6. μmol/g, respectively. These data might help to gain first insight into potential physiological side-effects of green coffee containing dietary supplement.