Hemisynthesis of phenolic metabolites / Sarah Straßmann.

Format:

Book

Author/Creator:

Straßmann, Sarah, author.

Series:

Schriftenreihe der Professur für Molekulare Lebensmitteltechnologie

Schriftenreihe der Professur für Molekulare Lebensmitteltechnologie ; Band 10

Language:

English

Subjects (All):

Polyphenols.

Metabolites.

Anthocyanins.

Physical Description:

1 online resource (123 pages)

Edition:

1st ed.

Place of Publication:

Göttingen : Cuvillier Verlag, [2021]

Summary:

Polyphenols are considered healthy because they are supposed to protect people from civilization diseases such as cardiovascular diseases, cancer, or diabetes. This may be due to the inhibition of inflammation or their antioxidant effects. However, there is still a lot of research to be done in this direction because their absorption, distribution, metabolism, and excretion depend on many factors. Moreover, it is possible that the metabolites have a different bioactivity than the original substances. Therefore, it is necessary to accurately identify and quantify the anthocyanin metabolites, and for that reference substances are urgently needed. Because they are not commercially available and cannot be isolated from plants or physiological samples their synthesis is indispensable. Their synthesis can be achieved in different ways: the most obvious realized in this work are enzymatic or chemical approaches. To analyze the results in an advanced way, ion mobility mass spectrometry coupled to a qToF was used. From the obtained data it is possible to establish a database, which may be used to identify metabolites in real biological samples. This is a benefit for the untargeted metabolomics and allows further elucidation of the metabolism of anthocyanins and thus the health-promoting effect of anthocyanins.

Contents:

Intro

Preliminary remarks

List of abbreviations

List of publications

Conferences

Declaration of contribution as co-author

Chapter 1 General Introduction

1 Polyphenols

2 Anthocyanins

2.3 Physiological properties

3 Synthesis of phase II metabolites

3.1 Enzymatic synthesis

3.2 Chemical synthesis

3.3 Microbial synthesis

4 Analysis and Characterization of the metabolites

4.1 UV/Vis spectra

4.2 Mass spectrometry

4.3 Purification

5 Aims of the thesis

Chapter 2 Hemisynthesis of Anthocyanin Phase II Metabolites byPorcine Liver Enzymes

1 Introduction

2 Materials and methods

2.1 Chemicals

2.2 Isolation of anthocyanins

2.3 Preparation of liver fractions

2.4 Incubation

3 Results and discussion

3.1 Methylation

3.2 Glucuronidation

3.3 Sulfation

3.4 Multiple Conversions

4 References

Chapter 3 Chemical Hemisynthesis of Sulfated Cyanidin-3-OGlucosideand Cyanidin Metabolites

2 Results and discussion

2.1 Cyanidin Sulfates

2.2 Cyanidin-3-O-Glucoside Sulfates

2.3 Challenges

2.4 Human Pilot Study

3 Materials and methods

3.1 Chemicals

3.2 Hemisynthesis of Sulfated Metabolites

3.3 LC-MS-Analysis

3.4 Study Design and Analysis of Urine

4 Conclusions

5 References

Chapter 4 Methylation of Cyanidin-3-O-Glucoside with DimethylCarbonat e

2.1 First Observations

2.2 Experimental Design

2.3 Increase in Solvation of Anthocyanins

2.4 Identification

3.2 Hemisynthesis

3.3 LC-MS Analysis

4 Conclusion

Chapter 5 Concluding remarks

1 Impact of contributions

2 Remaining challenges and future directions

3 References

Summary

Zusammenfassung

Acknowledgement.

Notes:

Description based on print version record.

Includes bibliographical references.

Other Format:

Print version: Straßmann, Sarah Hemisynthesis of phenolic metabolites

ISBN:

9783736965256

OCLC:

1286428703