Literature DB >> 22527055

Occurrence of sarmentosin and other hydroxynitrile glucosides in Parnassius (papilionidae) butterflies and their food plants.

Nanna Bjarnholt1, Mirosław Nakonieczny, Andrzej Kędziorski, Diane M Debinski, Stephen F Matter, Carl Erik Olsen, Mika Zagrobelny.   

Abstract

Sequestration of plant secondary metabolites is a widespread phenomenon among aposematic insects. Sarmentosin is an unsaturated γ-hydroxynitrile glucoside known from plants and some Lepidoptera. It is structurally and biosynthetically closely related to cyanogenic glucosides, which are commonly sequestered from food plants and/or de novo synthesized by lepidopteran species. Sarmentosin was found previously in Parnassius (Papilionidae) butterflies, but it was not known how the occurrence was related to food plants or whether Parnassius species could biosynthesize the compound. Here, we report on the occurrence of sarmentosin and related compounds in four different Parnassius species belonging to two different clades, as well as their known and suspected food plants. There were dramatic differences between the two clades, with P. apollo and P. smintheus from the Apollo group containing high amounts of sarmentosin, and P. clodius and P. mnemosyne from the Mnemosyne group containing low or no detectable amounts. This was reflected in the larval food plants; P. apollo and P. smintheus larvae feed on Sedum species (Crassulaceae), which all contained considerable amounts of sarmentosin, while the known food plants of the two other species, Dicentra and Corydalis (Fumariaceae), had no detectable levels of sarmentosin. All insects and plants containing sarmentosin also contained other biosynthetically related hydroxynitrile glucosides in patterns previously reported for plants, but not for insects. Not all findings could be explained by sequestration alone and we therefore hypothesize that Parnassius species are able to de novo synthesize sarmentosin.

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Year:  2012        PMID: 22527055     DOI: 10.1007/s10886-012-0114-x

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


  23 in total

Review 1.  Sequestration of defensive substances from plants by Lepidoptera.

Authors:  Ritsuo Nishida
Journal:  Annu Rev Entomol       Date:  2002       Impact factor: 19.686

2.  Genetic screening identifies cyanogenesis-deficient mutants of Lotus japonicus and reveals enzymatic specificity in hydroxynitrile glucoside metabolism.

Authors:  Adam Takos; Daniela Lai; Lisbeth Mikkelsen; Maher Abou Hachem; Dale Shelton; Mohammed Saddik Motawia; Carl Erik Olsen; Trevor L Wang; Cathie Martin; Fred Rook
Journal:  Plant Cell       Date:  2010-05-07       Impact factor: 11.277

3.  The cyanogenic glucoside composition of Zygaena filipendulae (Lepidoptera: Zygaenidae) as effected by feeding on wild-type and transgenic lotus populations with variable cyanogenic glucoside profiles.

Authors:  Mika Zagrobelny; Søren Bak; Claus Thorn Ekstrøm; Carl Erik Olsen; Birger Lindberg Møller
Journal:  Insect Biochem Mol Biol       Date:  2006-10-04       Impact factor: 4.714

Review 4.  Cyanogenic glucosides in the biological warfare between plants and insects: the Burnet moth-Birdsfoot trefoil model system.

Authors:  Mika Zagrobelny; Birger Lindberg Møller
Journal:  Phytochemistry       Date:  2011-03-21       Impact factor: 4.072

5.  Molecular systematics and evolution of the recently discovered "Parnassian" butterfly (Parnassius davydovi Churkin, 2006) and its allied species (Lepidoptera, Papilionidae).

Authors:  Keiichi Omoto; Takahiro Yonezawa; Tsutomu Shinkawa
Journal:  Gene       Date:  2008-11-14       Impact factor: 3.688

6.  Sapindaceae, cyanolipids, and bugs.

Authors:  J R Aldrich; S P Carroll; W R Lusby; M J Thompson; J P Kochansky; R M Waters
Journal:  J Chem Ecol       Date:  1990-01       Impact factor: 2.626

7.  Importance of quinolizidine alkaloids in the relationship between larvae ofUresiphita reversalis (Lepidoptera: Pyralidae) and a host plant,Genista monspessulana.

Authors:  C B Montllor; E A Bernays; R V Barbehenn
Journal:  J Chem Ecol       Date:  1990-06       Impact factor: 2.626

8.  Sequestration of pyrrolizidine alkaloids in several arctiid moths (Lepidoptera: Arctiidae).

Authors:  E Von Nickisch-Rosenegk; M Wink
Journal:  J Chem Ecol       Date:  1993-09       Impact factor: 2.626

9.  Iridoid glycoside sequestration byThessalia leanira (Lepidoptera: Nymphalidae) feeding onCastilleja integra (Scrophulariaceae).

Authors:  E W Mead; T A Foderaro; D R Gardner; F R Stermitz
Journal:  J Chem Ecol       Date:  1993-06       Impact factor: 2.626

10.  Butenolides in small ermine moths,Yponomeuta spp. (Lepidoptera: Yponomeutidae), and spindle-tree,Euonymus europaeus (Celastraceae).

Authors:  S Y Fung; W M Herrebout; R Verpoorte; F C Fischer
Journal:  J Chem Ecol       Date:  1988-04       Impact factor: 2.626

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  3 in total

1.  Evolution of the Biosynthetic Pathway for Cyanogenic Glucosides in Lepidoptera.

Authors:  Mika Zagrobelny; Mikael Kryger Jensen; Heiko Vogel; René Feyereisen; Søren Bak
Journal:  J Mol Evol       Date:  2018-07-04       Impact factor: 2.395

2.  Glucosinolate-related glucosides in Alliaria petiolata: sources of variation in the plant and different metabolism in an adapted specialist herbivore, Pieris rapae.

Authors:  Tina Frisch; Niels Agerbirk; Samantha Davis; Don Cipollini; Carl Erik Olsen; Mohammed Saddik Motawia; Nanna Bjarnholt; Birger Lindberg Møller
Journal:  J Chem Ecol       Date:  2014-10-12       Impact factor: 2.626

Review 3.  Cyanogenesis in Arthropods: From Chemical Warfare to Nuptial Gifts.

Authors:  Mika Zagrobelny; Érika Cristina Pinheiro de Castro; Birger Lindberg Møller; Søren Bak
Journal:  Insects       Date:  2018-05-03       Impact factor: 2.769

  3 in total

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