Literature DB >> 25730856

Persistent and widespread occurrence of bioactive quinone pigments during post-Paleozoic crinoid diversification.

Klaus Wolkenstein1.   

Abstract

Secondary metabolites often play an important role in the adaptation of organisms to their environment. However, little is known about the secondary metabolites of ancient organisms and their evolutionary history. Chemical analysis of exceptionally well-preserved colored fossil crinoids and modern crinoids from the deep sea suggests that bioactive polycyclic quinones related to hypericin were, and still are, globally widespread in post-Paleozoic crinoids. The discovery of hypericinoid pigments both in fossil and in present-day representatives of the order Isocrinida indicates that the pigments remained almost unchanged since the Mesozoic, also suggesting that the original color of hypericinoid-containing ancient crinoids may have been analogous to that of their modern relatives. The persistent and widespread occurrence, spatially as well as taxonomically, of hypericinoid pigments in various orders during the adaptive radiation of post-Paleozoic crinoids suggests a general functional importance of the pigments, contributing to the evolutionary success of the Crinoidea.

Entities:  

Keywords:  crinoids; liquid chromatography–mass spectrometry; marine natural products; molecular preservation; polyketides

Mesh:

Substances:

Year:  2015        PMID: 25730856      PMCID: PMC4352771          DOI: 10.1073/pnas.1417262112

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  9 in total

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2.  From the Photosensitizer Hypericin to the Photoreceptor Stentorin- The Chemistry of Phenanthroperylene Quinones.

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3.  Post-Paleozoic crinoid radiation in response to benthic predation preceded the Mesozoic marine revolution.

Authors:  Tomasz K Baumiller; Mariusz A Salamon; Przemyslaw Gorzelak; Rich Mooi; Charles G Messing; Forest J Gahn
Journal:  Proc Natl Acad Sci U S A       Date:  2010-03-15       Impact factor: 11.205

4.  Gymnochromes E and F, cytotoxic phenanthroperylenequinones from a deep-water crinoid, Holopus rangii.

Authors:  Hilaire V Kemami Wangun; Alexander Wood; Catherine Fiorilla; John K Reed; Peter J McCarthy; Amy E Wright
Journal:  J Nat Prod       Date:  2010-04-23       Impact factor: 4.050

5.  Preservation of hypericin and related polycyclic quinone pigments in fossil crinoids.

Authors:  Klaus Wolkenstein; Jürgen H Gross; Heinz Falk; Heinz F Schöler
Journal:  Proc Biol Sci       Date:  2006-02-22       Impact factor: 5.349

6.  Fixed, free, and fixed: the fickle phylogeny of extant Crinoidea (Echinodermata) and their Permian-Triassic origin.

Authors:  Greg W Rouse; Lars S Jermiin; Nerida G Wilson; Igor Eeckhaut; Deborah Lanterbecq; Tatsuo Oji; Craig M Young; Teena Browning; Paula Cisternas; Lauren E Helgen; Michelle Stuckey; Charles G Messing
Journal:  Mol Phylogenet Evol       Date:  2012-10-11       Impact factor: 4.286

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Journal:  Experientia       Date:  1979-10-15

8.  Proisocrinins A-F, brominated anthraquinone pigments from the stalked crinoid Proisocrinus ruberrimus.

Authors:  Klaus Wolkenstein; Wolfgang Schoefberger; Norbert Müller; Tatsuo Oji
Journal:  J Nat Prod       Date:  2009-11       Impact factor: 4.050

9.  New quinone sulfates from the crinoids Tropiometra afra macrodiscus and Oxycomanthus japonicus.

Authors:  Daizo Takahashi; Takashi Maoka; Miyuki Tsushima; Kazuyoshi Fujitani; Mutsuo Kozuka; Takao Matsuno; Tetsuro Shingu
Journal:  Chem Pharm Bull (Tokyo)       Date:  2002-12       Impact factor: 1.645

  9 in total
  3 in total

1.  Dual Modes and Dual Emissions of an Amino-Naphthoquinone Derivative.

Authors:  Munendra Pal Singh; Jubaraj B Baruah
Journal:  J Fluoresc       Date:  2017-07-06       Impact factor: 2.217

2.  Sea Urchin Polyketide Synthase SpPks1 Produces the Naphthalene Precursor to Echinoderm Pigments.

Authors:  Feng Li; Zhenjian Lin; Joshua P Torres; Eric A Hill; Dehai Li; Craig A Townsend; Eric W Schmidt
Journal:  J Am Chem Soc       Date:  2022-05-19       Impact factor: 16.383

3.  Structure and Absolute Configuration of Phenanthro-perylene Quinone Pigments from the Deep-Sea Crinoid Hypalocrinus naresianus.

Authors:  Sahithya Phani Babu Vemulapalli; Juan Carlos Fuentes-Monteverde; Niels Karschin; Tatsuo Oji; Christian Griesinger; Klaus Wolkenstein
Journal:  Mar Drugs       Date:  2021-08-03       Impact factor: 5.118

  3 in total

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