The Tribolium spp. beetles are the most common tenebrionids infesting flour and other stored foods. 2-Ethyl-1, 4-benzoquinone (EBQ) and 2-methyl-1, 4-benzoquinone (MBQ) are the major secretory products of these insects. Benzoquinones are highly reactive compounds which have been reported to be acutely toxic and carcinogenic to laboratory animals. Using the Drosophila melanogaster sex-linked recessive lethal test, we examined the mutagenicity of EBQ and MBQ. Feeding concentrations of 1 mM EBQ and 2 mM MBQ in 1% sucrose resulted in 72-h mortalities of 25% for EBQ and 39% for MBQ in adult Canton-S male flies. A comparable mortality rate for negative control insects fed 1% sucrose was 2.5%, while positive control flies fed 1 mM ethyl methanesulfonate (EMS) in 1% sucrose resulted in a 2.3% mortality rate. Mutation rates resulting from these exposure levels are as follows: negative control, 0.03%; positive control, 16.05%; 1 mM EBQ, 0.16%; and 2 mM MBQ, 0.13%. The mutation rates for flies fed EBQ and MBQ were significantly higher (p<0.005 for EBQ and p<0.016 for MBQ) than those of concurrently tested negative control insects when analyzed by both the Fisher's exact and Kastenbaum-Bowman tests. These results show EBQ and MBQ to be mutagenic when tested using the sex-linked recessive lethal Drosophila melanogaster system. Analysis of brood mutation rates indicate that both EBQ and MBQ act as indirect mutagens. The presence of benzoquinone-secreting Tribolium spp. flour beetles in food products could represent a toxicologic hazard to the consumer. Presently no distinction is made between benzoquinone-secreting insects and other arthropods infesting stored products when establishing rejection standards for infested foods.
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http://dx.doi.org/10.4315/0362-028X-45.12.1084 | DOI Listing |
J Helminthol
July 2023
Department of Chemistry and Biology, Toronto Metropolitan University, 350 Victoria Street, Toronto, ON, M5B 2K3, Canada.
Given the threat presented by parasites and pathogens, insects employ various defences to protect themselves against infection, including chemical secretions. The red flour beetle releases a secretion containing the benzoquinones methyl-1,4-benzoquinone (MBQ) and ethyl-1,4-benzoquinone (EBQ) into the environment. These compounds have known antimicrobial effects; however, their role in defence against macroparasites is not known.
View Article and Find Full Text PDFChin J Integr Med
August 2023
Functional Molecules Analysis and Biotransformation Key Laboratory of Universities in Yunnan Province, Kunming, 650091, China.
Objective: To explore the proliferation inhibitory effect of quinones from Blaps rynchopetera defense secretion on colorectal tumor cell lines.
Methods: Human colorectal cancer cell HT-29, human colorectal adenocarcinoma cell Caco-2 and normal human colon epithelial cell CCD841 were chosen for the evaluation of inhibitory activity of the main quinones of B. rynchopetera defense secretion, including methyl p-benzoquinone (MBQ), ethyl p-benzoquinone (EBQ), and methyl hydroquinone (MHQ), through methyl thiazolyl tetrazolium assay.
Insects
September 2022
LEAF-Linking Landscape, Environment, Agriculture and Food, TERRA-Laboratory for Sustainable Land Use and Ecosystem Services, Universidade de Lisboa, Instituto Superior de Agronomia, Tapada da Ajuda, 1349-017 Lisboa, Portugal.
(Herbst) adults produce 1,4-benzoquinone (BQ), methyl-1,4-benzoquinone (MBQ), and ethyl-1,4-benzoquinone (EBQ). These components are chemical defenses used as repellents and irritants, and BQ has a negative impact on the growth of some fungal species. In this work, the inhibitory and/or lethal effects of these benzoquinones on the development of six fungi identified in maize, namely , , , sp.
View Article and Find Full Text PDFPol J Vet Sci
June 2011
Department of Veterinary Prevention and Feed Hygiene, Faculty of Veterinary Medicine, University of Warmia and Mazury in Olsztyn, Oczapowskiego 13, 10-718 Olsztyn, Poland.
Humans and animals come into contact with various compounds in their natural environment. Most of the encountered substances are neutral, yet some may carry adverse health effects. The ingested food may be a source of harmful substances, including benzoquinones which, as shown by research results cited in this paper, demonstrate toxic, carcinogenic and enterotoxic activity.
View Article and Find Full Text PDFComp Biochem Physiol B Biochem Mol Biol
December 2009
Instituto de Investigaciones Bioquímicas de La Plata (CCT La Plata CONICET-UNLP), Facultad de Ciencias Médicas, 1900 La Plata, Argentina.
Many species of tenebrionids produce and secrete a defensive volatile blend containing mainly benzoquinones and alkenes. In this study we characterized the volatile organic compounds (VOC) of the beetle Ulomoides dermestoides (Coleoptera: Tenebrionidae). Solid phase microextraction (SPME) coupled to capillary gas chromatography-mass spectrometry (CGC-MS) analysis was used to identify methyl-1,4-benzoquinone (MBQ), ethyl-1,4-benzoquinone (EBQ), 1-tridecene (C(13:1)), and 1-pentadecene (C(15:1)), representing more than 90% of the volatile blend.
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