An Unambiguous Nomenclature for the Acyl-quinic Acids Commonly Known as Chlorogenic Acids

L. Abrankó, Michael N. Clifford

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

The history of the acyl-quinic acids is briefly reviewed, the merits and limitations of the various nomenclature systems applicable are critically compared, and their limitations are highlighted, in particular their inability to provide an unambiguous description of all quinic acid enantiomers and diastereoisomers and associated acyl-quinic acids. Recommendations are made for a nomenclature system that in combination with IUPAC numbering achieves this objective. A comprehensive set of structures for the quinic acid enantiomers and diastereoisomers is presented. The Supporting Information provides an explanation of trivial names and a decision tree to determine which quinic acid isomer a structure represents.

Original languageEnglish
Pages (from-to)3602-3608
Number of pages7
JournalJournal of Agricultural and Food Chemistry
Volume65
Issue number18
DOIs
Publication statusPublished - May 10 2017

Fingerprint

Quinic Acid
Chlorogenic Acid
quinic acid
Terminology
chlorogenic acid
diastereomers
Enantiomers
enantiomers
Decision Trees
Decision trees
Isomers
Names
isomers
History
history

Keywords

  • chlorogenic acids
  • nomenclature
  • quinic acids

ASJC Scopus subject areas

  • Chemistry(all)
  • Agricultural and Biological Sciences(all)

Cite this

An Unambiguous Nomenclature for the Acyl-quinic Acids Commonly Known as Chlorogenic Acids. / Abrankó, L.; Clifford, Michael N.

In: Journal of Agricultural and Food Chemistry, Vol. 65, No. 18, 10.05.2017, p. 3602-3608.

Research output: Contribution to journalArticle

@article{802f90f1a60d46c89703d1b01d331b81,
title = "An Unambiguous Nomenclature for the Acyl-quinic Acids Commonly Known as Chlorogenic Acids",
abstract = "The history of the acyl-quinic acids is briefly reviewed, the merits and limitations of the various nomenclature systems applicable are critically compared, and their limitations are highlighted, in particular their inability to provide an unambiguous description of all quinic acid enantiomers and diastereoisomers and associated acyl-quinic acids. Recommendations are made for a nomenclature system that in combination with IUPAC numbering achieves this objective. A comprehensive set of structures for the quinic acid enantiomers and diastereoisomers is presented. The Supporting Information provides an explanation of trivial names and a decision tree to determine which quinic acid isomer a structure represents.",
keywords = "chlorogenic acids, nomenclature, quinic acids",
author = "L. Abrank{\'o} and Clifford, {Michael N.}",
year = "2017",
month = "5",
day = "10",
doi = "10.1021/acs.jafc.7b00729",
language = "English",
volume = "65",
pages = "3602--3608",
journal = "Journal of Agricultural and Food Chemistry",
issn = "0021-8561",
publisher = "American Chemical Society",
number = "18",

}

TY - JOUR

T1 - An Unambiguous Nomenclature for the Acyl-quinic Acids Commonly Known as Chlorogenic Acids

AU - Abrankó, L.

AU - Clifford, Michael N.

PY - 2017/5/10

Y1 - 2017/5/10

N2 - The history of the acyl-quinic acids is briefly reviewed, the merits and limitations of the various nomenclature systems applicable are critically compared, and their limitations are highlighted, in particular their inability to provide an unambiguous description of all quinic acid enantiomers and diastereoisomers and associated acyl-quinic acids. Recommendations are made for a nomenclature system that in combination with IUPAC numbering achieves this objective. A comprehensive set of structures for the quinic acid enantiomers and diastereoisomers is presented. The Supporting Information provides an explanation of trivial names and a decision tree to determine which quinic acid isomer a structure represents.

AB - The history of the acyl-quinic acids is briefly reviewed, the merits and limitations of the various nomenclature systems applicable are critically compared, and their limitations are highlighted, in particular their inability to provide an unambiguous description of all quinic acid enantiomers and diastereoisomers and associated acyl-quinic acids. Recommendations are made for a nomenclature system that in combination with IUPAC numbering achieves this objective. A comprehensive set of structures for the quinic acid enantiomers and diastereoisomers is presented. The Supporting Information provides an explanation of trivial names and a decision tree to determine which quinic acid isomer a structure represents.

KW - chlorogenic acids

KW - nomenclature

KW - quinic acids

UR - http://www.scopus.com/inward/record.url?scp=85021852240&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85021852240&partnerID=8YFLogxK

U2 - 10.1021/acs.jafc.7b00729

DO - 10.1021/acs.jafc.7b00729

M3 - Article

C2 - 28420230

AN - SCOPUS:85021852240

VL - 65

SP - 3602

EP - 3608

JO - Journal of Agricultural and Food Chemistry

JF - Journal of Agricultural and Food Chemistry

SN - 0021-8561

IS - 18

ER -