---
_id: '12939'
abstract:
- lang: eng
  text: 'Linear tetrapyrroles, called phyllobilins, are obtained as major catabolites
    upon chlorophyll degradation. Primarily, colorless phylloleucobilins featuring
    four deconjugated pyrrole units were identified. Their yellow counterparts, phylloxanthobilins,
    were discovered more recently. Although the two catabolites differ only by one
    double bond, physicochemical properties are very distinct. Moreover, the presence
    of the double bond seems to enhance physiologically relevant bioactivities: in
    contrast to phylloleucobilin, we identified a potent anti-proliferative activity
    for a phylloxanthobilin, and show that this natural product induces apoptotic
    cell death and a cell cycle arrest in cancer cells. Interestingly, upon modifying
    inactive phylloleucobilin by esterification, an anti-proliferative activity can
    be observed that increases with the chain lengths of the alkyl esters. We provide
    first evidence for anti-cancer activity of phyllobilins, report a novel plant
    source for a phylloxanthobilin, and by using paper spray MS, show that these bioactive
    yellow chlorophyll catabolites are more prevalent in Nature than previously assumed.'
article_processing_charge: No
article_type: original
author:
- first_name: Cornelia A.
  full_name: Karg, Cornelia A.
  last_name: Karg
- first_name: Pengyu
  full_name: Wang, Pengyu
  last_name: Wang
- first_name: Florian
  full_name: Kluibenschedl, Florian
  id: 7499e70e-eb2c-11ec-b98b-f925648bc9d9
  last_name: Kluibenschedl
- first_name: Thomas
  full_name: Müller, Thomas
  last_name: Müller
- first_name: Lars
  full_name: Allmendinger, Lars
  last_name: Allmendinger
- first_name: Angelika M.
  full_name: Vollmar, Angelika M.
  last_name: Vollmar
- first_name: Simone
  full_name: Moser, Simone
  last_name: Moser
citation:
  ama: Karg CA, Wang P, Kluibenschedl F, et al. Phylloxanthobilins are abundant linear
    tetrapyrroles from chlorophyll breakdown with activities against cancer cells.
    <i>European Journal of Organic Chemistry</i>. 2020;2020(29):4499-4509. doi:<a
    href="https://doi.org/10.1002/ejoc.202000692">10.1002/ejoc.202000692</a>
  apa: Karg, C. A., Wang, P., Kluibenschedl, F., Müller, T., Allmendinger, L., Vollmar,
    A. M., &#38; Moser, S. (2020). Phylloxanthobilins are abundant linear tetrapyrroles
    from chlorophyll breakdown with activities against cancer cells. <i>European Journal
    of Organic Chemistry</i>. Wiley. <a href="https://doi.org/10.1002/ejoc.202000692">https://doi.org/10.1002/ejoc.202000692</a>
  chicago: Karg, Cornelia A., Pengyu Wang, Florian Kluibenschedl, Thomas Müller, Lars
    Allmendinger, Angelika M. Vollmar, and Simone Moser. “Phylloxanthobilins Are Abundant
    Linear Tetrapyrroles from Chlorophyll Breakdown with Activities against Cancer
    Cells.” <i>European Journal of Organic Chemistry</i>. Wiley, 2020. <a href="https://doi.org/10.1002/ejoc.202000692">https://doi.org/10.1002/ejoc.202000692</a>.
  ieee: C. A. Karg <i>et al.</i>, “Phylloxanthobilins are abundant linear tetrapyrroles
    from chlorophyll breakdown with activities against cancer cells,” <i>European
    Journal of Organic Chemistry</i>, vol. 2020, no. 29. Wiley, pp. 4499–4509, 2020.
  ista: Karg CA, Wang P, Kluibenschedl F, Müller T, Allmendinger L, Vollmar AM, Moser
    S. 2020. Phylloxanthobilins are abundant linear tetrapyrroles from chlorophyll
    breakdown with activities against cancer cells. European Journal of Organic Chemistry.
    2020(29), 4499–4509.
  mla: Karg, Cornelia A., et al. “Phylloxanthobilins Are Abundant Linear Tetrapyrroles
    from Chlorophyll Breakdown with Activities against Cancer Cells.” <i>European
    Journal of Organic Chemistry</i>, vol. 2020, no. 29, Wiley, 2020, pp. 4499–509,
    doi:<a href="https://doi.org/10.1002/ejoc.202000692">10.1002/ejoc.202000692</a>.
  short: C.A. Karg, P. Wang, F. Kluibenschedl, T. Müller, L. Allmendinger, A.M. Vollmar,
    S. Moser, European Journal of Organic Chemistry 2020 (2020) 4499–4509.
date_created: 2023-05-10T14:49:30Z
date_published: 2020-08-09T00:00:00Z
date_updated: 2023-05-15T07:57:14Z
day: '09'
doi: 10.1002/ejoc.202000692
extern: '1'
intvolume: '      2020'
issue: '29'
keyword:
- Organic Chemistry
- Physical and Theoretical Chemistry
language:
- iso: eng
main_file_link:
- open_access: '1'
  url: https://doi.org/10.1002/ejoc.202000692
month: '08'
oa: 1
oa_version: Published Version
page: 4499-4509
publication: European Journal of Organic Chemistry
publication_identifier:
  issn:
  - 1434-193X
  - 1099-0690
publication_status: published
publisher: Wiley
quality_controlled: '1'
scopus_import: '1'
status: public
title: Phylloxanthobilins are abundant linear tetrapyrroles from chlorophyll breakdown
  with activities against cancer cells
type: journal_article
user_id: 2DF688A6-F248-11E8-B48F-1D18A9856A87
volume: 2020
year: '2020'
...