Literature DB >> 17030818

Pinoresinol: A lignol of plant origin serving for defense in a caterpillar.

Frank C Schroeder1, Marta L del Campo, Jacqualine B Grant, Douglas B Weibel, Scott R Smedley, Kelly L Bolton, Jerrold Meinwald, Thomas Eisner.   

Abstract

Pinoresinol, a lignan of wide distribution in plants, is found to occur as a minor component in the defensive secretion produced by glandular hairs of caterpillars of the cabbage butterfly, Pieris rapae. The compound or a derivative is appropriated by the larva from its normal food plant (the cabbage, Brassica oleracea). Pinoresinol was shown to be absent from the secretion if the larva was given a cabbage-free diet but present in the effluent if that diet was supplemented with pinoresinol. Pinoresinol is shown to be a feeding deterrent to ants (Formica exsectoides), indicating that it can complement the defensive action of the primary components of the secretion, a set of previously reported lipids called mayolenes. In the test with F. exsectoides, pinoresinol proved to be more potent than concomitantly tested mayolene-16.

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Year:  2006        PMID: 17030818      PMCID: PMC1622851          DOI: 10.1073/pnas.0605921103

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


  15 in total

1.  Chiral silylation reagents: determining configuration via NMR-spectroscopic coanalysis.

Authors:  Frank C Schroeder; Douglas B Weibel; Jerrold Meinwald
Journal:  Org Lett       Date:  2004-09-02       Impact factor: 6.005

2.  Effects of some lignans and neolignans on the development and excretion of Rhodnius prolixus.

Authors:  M M Cabral; P Azambuja; O R Gottlieb; E S Garcia
Journal:  Fitoterapia       Date:  2000-02       Impact factor: 2.882

3.  Antifungal synergistic effect of scopoletin, a hydroxycoumarin isolated from Melia azedarach L. fruits.

Authors:  María C Carpinella; Carlos G Ferrayoli; Sara M Palacios
Journal:  J Agric Food Chem       Date:  2005-04-20       Impact factor: 5.279

4.  Effects of lignoids on a hematophagous bug, Rhodnius prolixus: feeding, ecdysis and diuresis.

Authors:  E S Garcia; M M Cabral; G A Schaub; O R Gottlieb; P Azambuja
Journal:  Phytochemistry       Date:  2000-11       Impact factor: 4.072

5.  Mayolenes: labile defensive lipids from the glandular hairs of a caterpillar (Pieris rapae).

Authors:  Scott R Smedley; Frank C Schroeder; Douglas B Weibel; Jerrold Meinwald; Katie A Lafleur; J Alan Renwick; Ronald Rutowski; Thomas Eisner
Journal:  Proc Natl Acad Sci U S A       Date:  2002-05-07       Impact factor: 11.205

6.  A new seco-abietane-type diterpene from the stem bark of Picea glehni.

Authors:  Reiko Tanaka; Shun-ichi Wada; Yoshitaka Kinouchi; Harukuni Tokuda; Shunyo Matsunaga
Journal:  Planta Med       Date:  2004-09       Impact factor: 3.352

7.  A new approach to natural products discovery exemplified by the identification of sulfated nucleosides in spider venom.

Authors:  Andrew E Taggi; Jerrold Meinwald; Frank C Schroeder
Journal:  J Am Chem Soc       Date:  2004-08-25       Impact factor: 15.419

8.  CATNIP: ITS RAISON D' ETRE.

Authors:  T EISNER
Journal:  Science       Date:  1964-12-04       Impact factor: 47.728

Review 9.  Lignoids in insects: chemical probes for the study of ecdysis, excretion and Trypanosoma cruzi-triatomine interactions.

Authors:  E S Garcia; P Azambuja
Journal:  Toxicon       Date:  2004-09-15       Impact factor: 3.033

10.  Synthesis of mayolene-16 and mayolene-18: larval defensive lipids from the European cabbage butterfly.

Authors:  Douglas B Weibel; Laura E Shevy; Frank C Schroeder; Jerrold Meinwald
Journal:  J Org Chem       Date:  2002-08-23       Impact factor: 4.354

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  17 in total

1.  Sequestration of camptothecin, an anticancer alkaloid, by chrysomelid beetles.

Authors:  B T Ramesha; S Zuehlke; R C Vijaya; V Priti; G Ravikanth; K N Ganeshaiah; M Spiteller; R Uma Shaanker
Journal:  J Chem Ecol       Date:  2011-04-16       Impact factor: 2.626

2.  Distinguishing defensive characteristics in the phloem of ash species resistant and susceptible to emerald ash borer.

Authors:  Don Cipollini; Qin Wang; Justin G A Whitehill; Jeff R Powell; Pierluigi Bonello; Daniel A Herms
Journal:  J Chem Ecol       Date:  2011-05-03       Impact factor: 2.626

3.  Small glycosylated lignin oligomers are stored in Arabidopsis leaf vacuoles.

Authors:  Oana Dima; Kris Morreel; Bartel Vanholme; Hoon Kim; John Ralph; Wout Boerjan
Journal:  Plant Cell       Date:  2015-02-19       Impact factor: 11.277

4.  Seed-coat protective neolignans are produced by the dirigent protein AtDP1 and the laccase AtLAC5 in Arabidopsis.

Authors:  Keiko Yonekura-Sakakibara; Masaomi Yamamura; Fumio Matsuda; Eiichiro Ono; Ryo Nakabayashi; Satoko Sugawara; Tetsuya Mori; Yuki Tobimatsu; Toshiaki Umezawa; Kazuki Saito
Journal:  Plant Cell       Date:  2021-03-22       Impact factor: 11.277

Review 5.  Oxidative dehydrogenative couplings of alkenyl phenols.

Authors:  William C Neuhaus; Adriana L Jemison; Marisa C Kozlowski
Journal:  Org Biomol Chem       Date:  2021-10-06       Impact factor: 3.890

Review 6.  Essences in metabolic engineering of lignan biosynthesis.

Authors:  Honoo Satake; Tomotsugu Koyama; Sedigheh Esmaeilzadeh Bahabadi; Erika Matsumoto; Eiichiro Ono; Jun Murata
Journal:  Metabolites       Date:  2015-05-04

Review 7.  Impact of cell wall composition on maize resistance to pests and diseases.

Authors:  Rogelio Santiago; Jaime Barros-Rios; Rosa A Malvar
Journal:  Int J Mol Sci       Date:  2013-03-27       Impact factor: 5.923

8.  Comparative phloem chemistry of Manchurian (Fraxinus mandshurica) and two North American ash species (Fraxinus americana and Fraxinus pennsylvanica).

Authors:  Alieta Eyles; William Jones; Ken Riedl; Don Cipollini; Steven Schwartz; Kenneth Chan; Daniel A Herms; Pierluigi Bonello
Journal:  J Chem Ecol       Date:  2007-07       Impact factor: 2.793

9.  Metabolic Responses of Poplar to Apripona germari (Hope) as Revealed by Metabolite Profiling.

Authors:  Lijuan Wang; Liangjian Qu; Liwei Zhang; Jianjun Hu; Fang Tang; Mengzhu Lu
Journal:  Int J Mol Sci       Date:  2016-06-20       Impact factor: 5.923

10.  Microbiota Influences Morphology and Reproduction of the Brown Alga Ectocarpus sp.

Authors:  Javier E Tapia; Bernardo González; Sophie Goulitquer; Philippe Potin; Juan A Correa
Journal:  Front Microbiol       Date:  2016-02-24       Impact factor: 5.640

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