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Journal of Chemical Ecology

, Volume 28, Issue 12, pp 2503–2513 | Cite as

Bruchins, Plant Mitogens from Weevils: Structural Requirements for Activity

  • James E. Oliver
  • Robert P. Doss
  • Brian Marquez
  • E. David Devilbiss
Article

Abstract

Bruchins are 3-hydroxypropanoate esters of long-chain α,ω-diols from pea weevils and cowpea weevils that have been shown to initiate callus formation on pea pods at extremely low application rates. Synthetic analogs have been prepared and examined to evaluate structural requirements for inducing this unusual neoplastic response. Chain length (optimum length C22–C24) is important, whereas unsaturation within the chain is relatively unimportant. Difunctionality is required for maximum activity, but the α,ω-diols themselves are inactive. Most critical is the ester portion(s) of the molecules; 3-hydroxypropanoate esters are far more active than any analogs examined.

Bruchins mitogens Bruchidae 3-hydroxypropanoates 

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Copyright information

© Plenum Publishing Corporation 2002

Authors and Affiliations

  • James E. Oliver
    • 1
  • Robert P. Doss
    • 2
  • Brian Marquez
    • 3
  • E. David Devilbiss
    • 1
  1. 1.USDA, Agricultural Research Service, Chemicals Affecting Insect Behavior LaboratoryBARC-WBeltsvilleUSA
  2. 2.USDAAgricultural Research Service, Horticultural Crops Research UnitCorvallisUSA
  3. 3.College of PharmacyOregon State UniversityCorvallisUSA

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