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

Roman Lang; Tobias Fromme; Anja Beusch; Tatjana Lang; Martin Klingenspor; Thomas Hofmann

doi:10.1016/j.fct.2014.05.017

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

Roman Lang^* (First Author), Tobias Fromme (Co-Author), Anja Beusch (Co-Author), Tatjana Lang (Co-Author), Martin Klingenspor (Co-Author), Thomas Hofmann (Last Author)

^*Corresponding author for this work

Technical University of Munich

Research output: Contribution to journal › Article › peer-review

12 Scopus citations

Abstract

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.

Original language	English
Pages (from-to)	198-204
Number of pages	7
Journal	Food and Chemical Toxicology
Volume	70
DOIs	https://doi.org/10.1016/j.fct.2014.05.017
State	Published - Aug 2014
Externally published	Yes

Keywords

Carboxyatractyligenin
Dietary supplement
Green coffee
HPLC-MS/MS

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10.1016/j.fct.2014.05.017

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@article{8d33f1dcf08249de988bf111cfc96353,

title = "Raw coffee based dietary supplements contain carboxyatractyligenin derivatives inhibiting mitochondrial adenine-nucleotide-translocase",

abstract = "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.",

keywords = "Carboxyatractyligenin, Dietary supplement, Green coffee, HPLC-MS/MS",

author = "Roman Lang and Tobias Fromme and Anja Beusch and Tatjana Lang and Martin Klingenspor and Thomas Hofmann",

year = "2014",

month = aug,

doi = "10.1016/j.fct.2014.05.017",

language = "English",

volume = "70",

pages = "198--204",

journal = "Food and Chemical Toxicology",

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TY - JOUR

T1 - Raw coffee based dietary supplements contain carboxyatractyligenin derivatives inhibiting mitochondrial adenine-nucleotide-translocase

AU - Lang, Roman

AU - Fromme, Tobias

AU - Beusch, Anja

AU - Lang, Tatjana

AU - Klingenspor, Martin

AU - Hofmann, Thomas

PY - 2014/8

Y1 - 2014/8

N2 - 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.

AB - 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.

KW - Carboxyatractyligenin

KW - Dietary supplement

KW - Green coffee

KW - HPLC-MS/MS

UR - https://www.scopus.com/pages/publications/84902324958

U2 - 10.1016/j.fct.2014.05.017

DO - 10.1016/j.fct.2014.05.017

M3 - Article

C2 - 24863614

AN - SCOPUS:84902324958

SN - 0278-6915

VL - 70

SP - 198

EP - 204

JO - Food and Chemical Toxicology

JF - Food and Chemical Toxicology

ER -

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

Abstract

Keywords

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Chapter 21 - Derivatives of atractyligenin in coffee

Pharmacokinetics of primary atractyligenin metabolites after coffee consumption

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