Literature DB >> 24272290

Toxicokinetics of 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA) in the European corn borer,Ostrinia nubilalis (Hübner).

F Campos1, J Atkinson, J T Arnason, B J Philogène, P Morand, N H Werstiuk, G Timmins.   

Abstract

2,4-Dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA), the major hydroxamic acid present in corn, and its tritiated derivative, were prepared synthetically for use in the determination of the toxicokinetics of this insect deterrent in the European corn borer (ECB),Ostrinia nubilalis. In growth studies with DIMBOA (0, 0.05, 0.2, and 0.5 mg/g diet), the mean time to pupation and adult emergence were significantly lengthened by an increase in concentration. Pupal and adult weights, for both female and male, decreased with an increase in concentration. Increased larval and pupal mortality occurred at the highest concentration of DIMBOA. DIMBOA, at concentrations of 0.2 and 0.5 mg/g diet, resulted in a decrease in the number of egg masses produced per female, and at 0.5 mg/g diet, in a decrease in the number of eggs per egg mass. Larvae fed from the neonate stage on a diet containing 0.2 mg [(3)H]- + [(1)H]DIMBOA/g diet showed an increase in the content of label from fourth to fifth instar, but levels declined at pupation and emergence. A large amount of the labeled compounds was excreted by the insect in the pupal case. In dose-related studies, both uptake and excretion increased with an increase in concentration of DIMBOA (0.05, 0.2, 0.4 mg/g diet), while a body burden (concentration in the tissues/concentration in the frass) of approximately 0.25 was maintained for all concentrations. At the highest dose of DIMBOA (0.4 mg/g), the ECB increased consumption, possibly to compensate for the toxic effects of the compound. In topical application studies, elimination of the labeled compound in the frass was rapid, reaching 65% by 4 hr and 88% by 48 hr. Accumulation of label in tissues other than hemolymph was low. The results show that the ECB does possess adaptive mechanisms to deal with the effects of this host-derived compound.

Entities:  

Year:  1989        PMID: 24272290     DOI: 10.1007/BF01207432

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


  2 in total

1.  Decomposition of 2,4-Dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one in Aqueous Solutions.

Authors:  M D Woodward; L J Corcuera; J P Helgeson; C D Upper
Journal:  Plant Physiol       Date:  1978-05       Impact factor: 8.340

2.  Toxicity and toxicokinetics of 6-methoxybenzoxazolinone (MBOA) in the european corn borer,Ostrinia nubilalis (Hübner).

Authors:  F Campos; J Atkinson; J T Arnason; B J Philogéne; P Morand; N H Werstiuk; G Timmins
Journal:  J Chem Ecol       Date:  1988-03       Impact factor: 2.626

  2 in total
  13 in total

1.  A deletion in an indole synthase gene is responsible for the DIMBOA-deficient phenotype of bxbx maize.

Authors:  D Melanson; M D Chilton; D Masters-Moore; W S Chilton
Journal:  Proc Natl Acad Sci U S A       Date:  1997-11-25       Impact factor: 11.205

2.  6-Methoxy-2-benzoxazolinone: A semiochemical for host location by western corn rootworm larvae.

Authors:  L B Bjostad; B E Hibbard
Journal:  J Chem Ecol       Date:  1992-07       Impact factor: 2.626

3.  Hydroxamic acid glucosides in honeydew of aphids feeding on wheat.

Authors:  A Givovich; S Morse; H Cerda; H M Niemeyer; S D Wratten; P J Edwards
Journal:  J Chem Ecol       Date:  1992-06       Impact factor: 2.626

4.  Behavioral responses of western corn rootworm larvae to naturally occurring and synthetic hydroxamic acids.

Authors:  Y Xie; J T Arnason; B J Philogéne; J Atkinson; P Morand
Journal:  J Chem Ecol       Date:  1992-07       Impact factor: 2.626

5.  Effect of DIMBOA, an aphid resistance factor in wheat, on the aphid predatorEriopis connexa Germar (Coleoptera: Coccinellidae).

Authors:  A Martos; A Givovich; H M Niemeyer
Journal:  J Chem Ecol       Date:  1992-03       Impact factor: 2.626

6.  Effects of DIMBOA on several enzymatic systems in Asian corn borer,Ostrinia furnacalis (Guenée).

Authors:  F Yan; C Xu; S Li; C Lin; J Li
Journal:  J Chem Ecol       Date:  1995-12       Impact factor: 2.626

7.  Leaf profile of maize resistance factors to European corn borer,Ostrinia nubilalis.

Authors:  D J Bergvinson; R I Hamilton; J T Arnason
Journal:  J Chem Ecol       Date:  1995-03       Impact factor: 2.626

8.  2-hydroxy-4,7-dimethoxy-1,4-benzoxazin-3-one (N-O-Me-DIMBOA), a possible toxic factor in corn to the southwestern corn borer.

Authors:  P A Hedin; F M Davis; W P Williams
Journal:  J Chem Ecol       Date:  1993-03       Impact factor: 2.626

9.  Prolonged expression of the BX1 signature enzyme is associated with a recombination hotspot in the benzoxazinoid gene cluster in Zea mays.

Authors:  Linlin Zheng; Michael D McMullen; Eva Bauer; Chris-Carolin Schön; Alfons Gierl; Monika Frey
Journal:  J Exp Bot       Date:  2015-05-11       Impact factor: 6.992

Review 10.  Plant defense and herbivore counter-defense: benzoxazinoids and insect herbivores.

Authors:  Felipe C Wouters; Blair Blanchette; Jonathan Gershenzon; Daniel G Vassão
Journal:  Phytochem Rev       Date:  2016-11-05       Impact factor: 5.374

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