Biodegradation of Flavonoids – Influences of structural features

Research output: Journal contributionsJournal articlesResearchpeer-review

Standard

Biodegradation of Flavonoids – Influences of structural features. / Schnarr, Lena; Olsson, Oliver; Kümmerer, Klaus.
In: Chemosphere, Vol. 359, 142234, 01.07.2024.

Research output: Journal contributionsJournal articlesResearchpeer-review

Harvard

APA

Vancouver

Schnarr L, Olsson O, Kümmerer K. Biodegradation of Flavonoids – Influences of structural features. Chemosphere. 2024 Jul 1;359:142234. Epub 2024 May 3. doi: 10.1016/j.chemosphere.2024.142234

Bibtex

@article{fccb5330bdfc469586db59a22c18a7cd,
title = "Biodegradation of Flavonoids – Influences of structural features",
abstract = "Flavonoids, a class of natural products with a variety of applications in nutrition, pharmacy and as biopesticides, could substitute more harmful synthetic chemicals that persist in the environment. To gain a better understanding of the biodegradability of flavonoids and the influence of structural features, firstly, the ultimate biodegradation of 19 flavonoids was investigated with the Closed Bottle Test according to the OECD guideline 301 D. Secondly, regarding the fast abiotic degradation reported for several flavonoids with severe concentration decrease within hours and its possible impacts on the processes behind the ultimate biodegradation, primary degradation of 4 selected flavonoids was compared at conditions representing biodegradation, abiotic degradation, and mixed substrates by monitoring the flavonoids' concentrations with HPLC-UV/vis. Our results showed that 17 out of the 19 tested flavonoids were readily biodegradable. Structural features like a hydroxy group at C3, the C2–C3 bond order, a methoxy group in the B ring, and the position of the B ring in regard to the chromene core did not affect biodegradation of the tested flavonoids. Only flavone without any hydroxy groups and morin with an uncommon 2′,4′ pattern of hydroxy groups were non-readily biodegradable. Monitoring the concentration of 4 selected flavonoids by HPLC-UV/vis revealed that biodegradation occurred faster than abiotic degradation at CBT conditions with no other carbon sources present. The presence of an alternative carbon source tends to increase lag phases and decrease biodegradation rates. At this condition, abiotic degradation contributed to the degradation of unstable flavonoids. Overall, as a first tier to assess the environmental fate, our results indicate low risks for persistence of most flavonoids. Thus, flavonoids could represent benign substitutes for persistent synthetic chemicals.",
keywords = "Benign substitution, OECD 301 D, biodegradation, mixed substrates, flavonoids, Chemistry",
author = "Lena Schnarr and Oliver Olsson and Klaus K{\"u}mmerer",
note = "Publisher Copyright: {\textcopyright} 2024 The Authors",
year = "2024",
month = jul,
day = "1",
doi = "10.1016/j.chemosphere.2024.142234",
language = "English",
volume = "359",
journal = "Chemosphere",
issn = "0045-6535",
publisher = "Elsevier Ltd",

}

RIS

TY - JOUR

T1 - Biodegradation of Flavonoids – Influences of structural features

AU - Schnarr, Lena

AU - Olsson, Oliver

AU - Kümmerer, Klaus

N1 - Publisher Copyright: © 2024 The Authors

PY - 2024/7/1

Y1 - 2024/7/1

N2 - Flavonoids, a class of natural products with a variety of applications in nutrition, pharmacy and as biopesticides, could substitute more harmful synthetic chemicals that persist in the environment. To gain a better understanding of the biodegradability of flavonoids and the influence of structural features, firstly, the ultimate biodegradation of 19 flavonoids was investigated with the Closed Bottle Test according to the OECD guideline 301 D. Secondly, regarding the fast abiotic degradation reported for several flavonoids with severe concentration decrease within hours and its possible impacts on the processes behind the ultimate biodegradation, primary degradation of 4 selected flavonoids was compared at conditions representing biodegradation, abiotic degradation, and mixed substrates by monitoring the flavonoids' concentrations with HPLC-UV/vis. Our results showed that 17 out of the 19 tested flavonoids were readily biodegradable. Structural features like a hydroxy group at C3, the C2–C3 bond order, a methoxy group in the B ring, and the position of the B ring in regard to the chromene core did not affect biodegradation of the tested flavonoids. Only flavone without any hydroxy groups and morin with an uncommon 2′,4′ pattern of hydroxy groups were non-readily biodegradable. Monitoring the concentration of 4 selected flavonoids by HPLC-UV/vis revealed that biodegradation occurred faster than abiotic degradation at CBT conditions with no other carbon sources present. The presence of an alternative carbon source tends to increase lag phases and decrease biodegradation rates. At this condition, abiotic degradation contributed to the degradation of unstable flavonoids. Overall, as a first tier to assess the environmental fate, our results indicate low risks for persistence of most flavonoids. Thus, flavonoids could represent benign substitutes for persistent synthetic chemicals.

AB - Flavonoids, a class of natural products with a variety of applications in nutrition, pharmacy and as biopesticides, could substitute more harmful synthetic chemicals that persist in the environment. To gain a better understanding of the biodegradability of flavonoids and the influence of structural features, firstly, the ultimate biodegradation of 19 flavonoids was investigated with the Closed Bottle Test according to the OECD guideline 301 D. Secondly, regarding the fast abiotic degradation reported for several flavonoids with severe concentration decrease within hours and its possible impacts on the processes behind the ultimate biodegradation, primary degradation of 4 selected flavonoids was compared at conditions representing biodegradation, abiotic degradation, and mixed substrates by monitoring the flavonoids' concentrations with HPLC-UV/vis. Our results showed that 17 out of the 19 tested flavonoids were readily biodegradable. Structural features like a hydroxy group at C3, the C2–C3 bond order, a methoxy group in the B ring, and the position of the B ring in regard to the chromene core did not affect biodegradation of the tested flavonoids. Only flavone without any hydroxy groups and morin with an uncommon 2′,4′ pattern of hydroxy groups were non-readily biodegradable. Monitoring the concentration of 4 selected flavonoids by HPLC-UV/vis revealed that biodegradation occurred faster than abiotic degradation at CBT conditions with no other carbon sources present. The presence of an alternative carbon source tends to increase lag phases and decrease biodegradation rates. At this condition, abiotic degradation contributed to the degradation of unstable flavonoids. Overall, as a first tier to assess the environmental fate, our results indicate low risks for persistence of most flavonoids. Thus, flavonoids could represent benign substitutes for persistent synthetic chemicals.

KW - Benign substitution

KW - OECD 301 D

KW - biodegradation

KW - mixed substrates

KW - flavonoids

KW - Chemistry

UR - http://www.scopus.com/inward/record.url?scp=85192791738&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/744853dd-d8b0-3ab3-9d7b-e481bf16913f/

U2 - 10.1016/j.chemosphere.2024.142234

DO - 10.1016/j.chemosphere.2024.142234

M3 - Journal articles

C2 - 38705418

VL - 359

JO - Chemosphere

JF - Chemosphere

SN - 0045-6535

M1 - 142234

ER -

Recently viewed

Publications

  1. Learning Soccer in Elementary School: Using Teaching Games for Understanding and Digital Media
  2. Effectiveness of the holistic primary school-based intervention MindMatters
  3. Es mag wohl labor intus sein
  4. Modeling Interregional Patient Mobility: Theory and Evidence from Spatially Explicit Data
  5. Insect decline in forests depends on species’ traits and may be mitigated by management
  6. Who guards the guards with AI-driven robots? The ethicalness and cognitive neutralization of police violence following AI-robot advice
  7. Responsivity
  8. Differenz und Alterität im Ritual
  9. The impacts of rare disasters on asset returns and risk premiums in advanced economies (1870–2015)
  10. Alice über Grenzen
  11. Long-term drought triggers severe declines in carabid beetles in a temperate forest
  12. A Process Perspective on Organizational Failure
  13. Q SGB
  14. Toward a pluralistic conservation science
  15. Linking Prefunding Venture Structure and Venture Capital Exit Performance
  16. Der Zentrale Runde Tisch der DDR: Wortprotokoll und Dokumente
  17. A Communicational Disconnect
  18. Diskussionsinhalte der 10. Hamburger Auditing and Control Conference am 20./21.09.2012
  19. Call for Submissions Business Ethics Quarterly Special Issue on
  20. Ökofeminismus
  21. Habitat fragmentation increases specialization of multi-trophic interactions by high species turnover
  22. Digital health literacy and information-seeking on the internet in relation to COVID-19 among university students in Greece
  23. Disentangling the Pathways and Effects of Ecosystem Service Co-Production
  24. Systemic Risks from Different Perspectives
  25. Flavonoids as biopesticides – Systematic assessment of sources, structures, activities and environmental fate
  26. Stress at Work and Psychosomatic Complaints. A Causal Interpretation
  27. Nature’s contributions to people in mountains: A review
  28. CULTURAL TENSIONS AND VALUES-ACTION GAPS IN SUSTAINABILITY-ORIENTED INNOVATION
  29. Attracting attention from peers
  30. Jacobi-Otto-Diesel
  31. Fazit
  32. CSR, moral licensing and organizational misconduct