Literature DB >> 24318786

Metabolism of uscharidin, a milkweed cardenolide, by tissue homogenates of monarch butterfly larvae,Danaus plexippus L.

M A Marty1, R I Krieger.   

Abstract

Midgut and fat body homogenates of monarch butterfly larvae,Danaus plexippus L. (Lepidoptera:Danaidae), were examined for microsomal monooxygenase activity usingp-chloro-N-methylanilineN-demethylation and for the ability to metabolize a milkweed (Asclepias spp.) cardenolide (C23 steroid glycoside), uscharidin. All homogenates tested had bothN-demethylation and uscharidin biotransformation activities. Both transformations required NADPH. The monooxygenase inhibitors sesamex, SKF525A, and carbon monoxide inhibitedN-demethylation but not uscharidin biotransformation. Subsequent subcellular fractionation revealed the uscharidin biotransformation occurs in the soluble fraction and not the microsomal fraction, whileN-demethylation occurs in the microsomal fraction and not the soluble fraction. The larval NADPH-dependent microsomal monooxygenase apparently is not involved in the metabolism of uscharidin.

Entities:  

Year:  1984        PMID: 24318786     DOI: 10.1007/BF00987975

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


  20 in total

1.  Determination of enzymic demethylation of p-chloro-N-methylaniline. Assay of aniline and p-chloroaniline.

Authors:  D Kupfer; L L Bruggeman
Journal:  Anal Biochem       Date:  1966-12       Impact factor: 3.365

Review 2.  Ecological significance of mixed-function oxidations.

Authors:  L B Brattsten
Journal:  Drug Metab Rev       Date:  1979       Impact factor: 4.518

3.  Inhibitory and inductive effects of piperonyl butoxide on dihydroisodrin hydroxylation in vivo and in vitro in black cutworm (Agrotis ypsilon) larvae.

Authors:  T Thongsinthusak; R I Krieger
Journal:  Life Sci       Date:  1974-06-01       Impact factor: 5.037

Review 4.  Heart poisons in the monarch butterfly. Some aposematic butterflies obtain protection from cardenolides present in their food plants.

Authors:  T Reichstein; J von Euw; J A Parsons; M Rothschild
Journal:  Science       Date:  1968-08-30       Impact factor: 47.728

5.  Ecological chemistry.

Authors:  L P Brower
Journal:  Sci Am       Date:  1969-02       Impact factor: 2.142

6.  Microsomal mixed-function oxidases in insects. I. Localization and properties of an enzyme system effecting aldrin epoxidation in larvae of the southern armyworm (Prodenia eridania).

Authors:  R I Krieger; C F Wilkinson
Journal:  Biochem Pharmacol       Date:  1969-06       Impact factor: 5.858

7.  Detoxication enzymes in the guts of caterpillars: an evolutionary answer to plant defenses?

Authors:  R I Krieger; P P Feeny; C F Wilkinson
Journal:  Science       Date:  1971-05-07       Impact factor: 47.728

8.  Stimulation of the glucuronidation of digitoxigenin-monodigitoxoside by liver homogenates from spironolactone-pretreated rats.

Authors:  L G Richards; G L Lage
Journal:  Toxicol Appl Pharmacol       Date:  1977-11       Impact factor: 4.219

9.  Seasonal and intraplant variation of cardenolide content in the California milkweed,Asclepias eriocarpa, and implications for plant defense.

Authors:  C J Nelson; J N Seiber; L P Brower
Journal:  J Chem Ecol       Date:  1981-11       Impact factor: 2.626

10.  A DIGITALIS-LIKE TOXIN IN THE MONARCH BUTTERFLY, DANAUS PLEXIPPUS L.

Authors:  J A PARSONS
Journal:  J Physiol       Date:  1965-05       Impact factor: 5.182

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  11 in total

1.  Mechanism of Resistance to Camptothecin, a Cytotoxic Plant Secondary Metabolite, by Lymantria sp. Larvae.

Authors:  T P Sajitha; B L Manjunatha; R Siva; Navdeep Gogna; Kavita Dorai; G Ravikanth; R Uma Shaanker
Journal:  J Chem Ecol       Date:  2018-05-25       Impact factor: 2.626

2.  Biochemical detoxication: mechanism of differential tiger swallowtail tolerance to phenolic glycosides.

Authors:  R L Lindroth
Journal:  Oecologia       Date:  1989-10       Impact factor: 3.225

3.  Processing of a sesquiterpene lactone by Papilio glaucus caterpillars.

Authors:  Cheryl Frankfater; Wolfgang Schühly; Frank R Fronczek; Marc Slattery
Journal:  J Chem Ecol       Date:  2005-10-25       Impact factor: 2.626

4.  Multidrug transporters and organic anion transporting polypeptides protect insects against the toxic effects of cardenolides.

Authors:  Simon C Groen; Erika R LaPlante; Nicolas M Alexandre; Anurag A Agrawal; Susanne Dobler; Noah K Whiteman
Journal:  Insect Biochem Mol Biol       Date:  2016-12-21       Impact factor: 4.714

5.  Selective sequestration of milkweed (Asclepias sp.) cardenolides inOncopeltus fasciatus (Dallas) (Hemiptera: Lygaeidae).

Authors:  L V Moore; G G Scudder
Journal:  J Chem Ecol       Date:  1985-05       Impact factor: 2.626

6.  Plant-determined variation in cardenolide content and thin-layer chromatography profiles of monarch butterflies,Danaus plexippus reared on milkweed plants in California : 3. Asclepias californica.

Authors:  L P Brower; J N Seiber; C J Nelson; S P Lynch; M P Hoggard; J A Cohen
Journal:  J Chem Ecol       Date:  1984-12       Impact factor: 2.626

7.  Toxicity of Milkweed Leaves and Latex: Chromatographic Quantification Versus Biological Activity of Cardenolides in 16 Asclepias Species.

Authors:  Tobias Züst; Georg Petschenka; Amy P Hastings; Anurag A Agrawal
Journal:  J Chem Ecol       Date:  2018-12-07       Impact factor: 2.626

8.  Cardenolide connection between overwintering monarch butterflies from Mexico and their larval food plant,Asclepias syriaca.

Authors:  J N Seiber; L P Brower; S M Lee; M M McChesney; H T Cheung; C J Nelson; T R Watson
Journal:  J Chem Ecol       Date:  1986-05       Impact factor: 2.626

9.  Enzymatic adaptations of herbivorous insects and mites to phytochemicals.

Authors:  S Ahmad
Journal:  J Chem Ecol       Date:  1986-02       Impact factor: 2.626

10.  Cardenolide content and thin-layer chromatography profiles of monarch butterflies,danaus plexippus L., and their larval host-plant milkweed,asclepias viridis walt., in northwestern louisiana.

Authors:  S P Lynch; R A Martin
Journal:  J Chem Ecol       Date:  1987-01       Impact factor: 2.626

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