Dataset Information
Using LC Retention Times in Organic Structure Determination: Drug Metabolite Identification.
Ontology highlight
ABSTRACT: Background
There is a continued need for improvements in the efficiency of metabolite structure elucidation.Objective
We propose to take LC Retention Time (RT) into consideration during the process of structure determination.Methods
Herein, we develop a simple methodology that employs a Chromatographic Hydrophobicity Index (CHI) framework for standardizing LC conditions and introduce and utilize the concept of a predictable CHI change upon Phase 1 biotransformation (CHIbt). Through the analysis of literature examples, we offer a Quantitative Structure-Retention Relationship (QSRR) for several types of biotransformation (especially hydroxylation) using physicochemical properties (clogP, hydrogen bonding).Results
The CHI system for retention indexing is shown to be practical and simple to implement. A database of CHIbt values has been created from re-incubation of 3 compounds and from analysis of an additional 17 datasets from the literature. Application of this database is illustrated.Conclusion
In our experience, this simple methodology allows complementing the discovery efforts that saves resources for in-depth characterization using NMR.
SUBMITTER: Fitch WL
PROVIDER: S-EPMC6350196 | biostudies-literature | 2018
REPOSITORIES: biostudies-literature
Publications
Using LC Retention Times in Organic Structure Determination: Drug Metabolite Identification.
Drug metabolism letters 20180101 2
<h4>Background</h4>There is a continued need for improvements in the efficiency of metabolite structure elucidation.<h4>Objective</h4>We propose to take LC Retention Time (RT) into consideration during the process of structure determination.<h4>Methods</h4>Herein, we develop a simple methodology that employs a Chromatographic Hydrophobicity Index (CHI) framework for standardizing LC conditions and introduce and utilize the concept of a predictable CHI change upon Phase 1 biotransformation (CHIbt ...[more]