Literature DB >> 19153796

Is (-)-catechin a novel weapon of spotted knapweed (Centaurea stoebe)?

Stephen O Duke1, Amy C Blair, Franck E Dayan, Robert D Johnson, Kumudini M Meepagala, Daniel Cook, Joanna Bajsa.   

Abstract

The novel weapons hypothesis states that some invasive weed species owe part of their success as invaders to allelopathy mediated by allelochemicals that are new to the native species. Presumably, no resistance has evolved among the native species to this new allelochemical (i.e., the novel weapon). In their native habitat, however, the plants that co-evolved with these invasive species have theoretically evolved defenses that obviate the allelochemical advantage. Previous studies have claimed that catechin is such a novel weapon of spotted knapweed (Centaurea stoebe = C. maculosa), an invasive species in the non-native habitat of North America. These studies indicated that (-)-catechin is more phytotoxic than (+)-catechin. Other studies have not found sufficient catechin in field soils to support this theory. We report that (-)-catechin and (+)-catechin are essentially equal, but poorly phytotoxic to a variety of plant species in bioassays without soil. In a dose/response experiment with Montana soils, we found the lowest dose for a growth reduction of two native Montana grasses (Koeleria macrantha and Festuca idahoensis) by a racemic mixture of (+/-)-catechin that ranged from about 25 to 50 mM, concentrations, orders of magnitude higher than expected in nature. Autoclaving the soil before adding the catechin did not affect the activity of catechin. We found (-)-catechin to be a potent antioxidant, in contrast to a previous claim that it acts as an allelochemical by causing oxidative stress. Our findings suggest that catechin is not a novel weapon of spotted knapweed and that other allelochemical(s) or alternative mechanisms must be found to explain the success of this species as an invader in North America.

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Year:  2009        PMID: 19153796     DOI: 10.1007/s10886-008-9587-z

Source DB:  PubMed          Journal:  J Chem Ecol        ISSN: 0098-0331            Impact factor:   2.626


  30 in total

1.  Enantiomeric-dependent phytotoxic and antimicrobial activity of (+/-)-catechin. A rhizosecreted racemic mixture from spotted knapweed.

Authors:  Harsh Pal Bais; Travis S Walker; Frank R Stermitz; Ruth A Hufbauer; Jorge M Vivanco
Journal:  Plant Physiol       Date:  2002-04       Impact factor: 8.340

2.  COPPER ENZYMES IN ISOLATED CHLOROPLASTS. POLYPHENOLOXIDASE IN BETA VULGARIS.

Authors:  D I Arnon
Journal:  Plant Physiol       Date:  1949-01       Impact factor: 8.340

3.  Isomeric influence on the oxidative coloration of phenolic compounds in a model white wine: comparison of (+)-catechin and (-)-epicatechin.

Authors:  Florian Labrouche; Andrew C Clark; Paul D Prenzler; Geoffrey R Scollary
Journal:  J Agric Food Chem       Date:  2005-12-28       Impact factor: 5.279

4.  Relative bioavailability of the antioxidant flavonoid quercetin from various foods in man.

Authors:  P C Hollman; J M van Trijp; M N Buysman; M S van der Gaag; M J Mengelers; J H de Vries; M B Katan
Journal:  FEBS Lett       Date:  1997-11-24       Impact factor: 4.124

5.  Detoxification and transcriptome response in Arabidopsis seedlings exposed to the allelochemical benzoxazolin-2(3H)-one.

Authors:  Scott R Baerson; Adela Sánchez-Moreiras; Nuria Pedrol-Bonjoch; Margot Schulz; Isabelle A Kagan; Ameeta K Agarwal; Manuel J Reigosa; Stephen O Duke
Journal:  J Biol Chem       Date:  2005-04-11       Impact factor: 5.157

6.  The relative importance of allelopathy in interference: the effects of an invasive weed on a native bunchgrass.

Authors:  Wendy M Ridenour; Ragan M Callaway
Journal:  Oecologia       Date:  2001-02-01       Impact factor: 3.225

7.  Phytotoxic catechin leached by seeds of the tropical weed Sesbania virgata.

Authors:  Kelly Simões; Jiang Du; Fernanda S Kretzschmar; Corey D Broeckling; Frank S Stermitz; Jorge M Vivanco; Marcia R Braga
Journal:  J Chem Ecol       Date:  2008-04-22       Impact factor: 2.626

8.  Phytotoxic and antimicrobial activities of catechin derivatives.

Authors:  Ravikanth Veluri; Tiffany L Weir; Harsh Pal Bais; Frank R Stermitz; Jorge M Vivanco
Journal:  J Agric Food Chem       Date:  2004-03-10       Impact factor: 5.279

9.  p-Hydroxyphenylpyruvate dioxygenase is a herbicidal target site for beta-triketones from Leptospermum scoparium.

Authors:  Franck E Dayan; Stephen O Duke; Audrey Sauldubois; Nidhi Singh; Christopher McCurdy; Charles Cantrell
Journal:  Phytochemistry       Date:  2007-03-26       Impact factor: 4.072

10.  Determination of (+)-catechin in plasma by high-performance liquid chromatography using fluorescence detection.

Authors:  Y Ho; Y L Lee; K Y Hsu
Journal:  J Chromatogr B Biomed Appl       Date:  1995-03-24
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  32 in total

1.  Catechin is a phytototoxin and a pro-oxidant secreted from the roots of Centaurea stoebe.

Authors:  Shail Kaushik; Harsh P Bais; Meredith L Biedrzycki; Lakshmannan Venkatachalam
Journal:  Plant Signal Behav       Date:  2010-09-01

Review 2.  Microbes as targets and mediators of allelopathy in plants.

Authors:  Don Cipollini; Chad M Rigsby; E Kathryn Barto
Journal:  J Chem Ecol       Date:  2012-05-15       Impact factor: 2.626

Review 3.  To survive or to slay: Resource-foraging role of metabolites implicated in allelopathy.

Authors:  Nishanth Tharayil
Journal:  Plant Signal Behav       Date:  2009-07-03

4.  Hybridization and invasion: an experimental test with diffuse knapweed (Centaurea diffusa Lam.).

Authors:  Amy C Blair; Dana Blumenthal; Ruth A Hufbauer
Journal:  Evol Appl       Date:  2011-09-07       Impact factor: 5.183

5.  Phytotoxicity of antofine from invasive swallow-worts.

Authors:  Donna M Gibson; Stuart B Krasnoff; Jeromy Biazzo; Lindsey Milbrath
Journal:  J Chem Ecol       Date:  2011-07-08       Impact factor: 2.626

Review 6.  Iron and its complexation by phenolic cellular metabolites: from oxidative stress to chemical weapons.

Authors:  Vladimir Chobot; Franz Hadacek
Journal:  Plant Signal Behav       Date:  2010-01

Review 7.  Potential ecological roles of artemisinin produced by Artemisia annua L.

Authors:  Karina Knudsmark Jessing; Stephen O Duke; Nina Cedergreeen
Journal:  J Chem Ecol       Date:  2014-02-06       Impact factor: 2.626

8.  Interaction of 8-hydroxyquinoline with soil environment mediates its ecological function.

Authors:  Devika Bajpai; M S Rajeswari
Journal:  PLoS One       Date:  2010-09-21       Impact factor: 3.240

Review 9.  Direct and indirect effects of invasive plants on soil chemistry and ecosystem function.

Authors:  Jeffrey D Weidenhamer; Ragan M Callaway
Journal:  J Chem Ecol       Date:  2010-01       Impact factor: 2.626

10.  (+/-)-catechin: chemical weapon, antioxidant, or stress regulator?

Authors:  Vladimir Chobot; Christoph Huber; Guenter Trettenhahn; Franz Hadacek
Journal:  J Chem Ecol       Date:  2009-08-24       Impact factor: 2.626

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