Title

The carcinogenic effects of benzoquinones produced by the flour beetle

Journal title

Polish Journal of Veterinary Sciences

Yearbook

2011

Issue

No 1

Authors

Lis, Ł. ; Bakuła, T. ; Baranowski, M. ; Czarnewicz, A.

Divisions of PAS

Nauki Biologiczne i Rolnicze

Publisher

Polish Academy of Sciences Committee of Veterinary Sciences ; University of Warmia and Mazury in Olsztyn

Date

2011

Identifier

DOI: 10.2478/v10181-011-0025-8 ; ISSN 1505-1773

Source

Polish Journal of Veterinary Sciences; 2011; No 1

References

L Roth (1941), Studies on the gaseous secretion of Tribolium confusum Duval. I. Abnormaliteies produced in Tribolium confusum Duval by exposure to a secretion given off by the adults, Ann Entomol Soc Am, 34, 151. ; P Alexander (1943), The excretion of ethylquinone by the Flour Beetle, Biochem J, 37, 463. ; J Loconti (1953), Composition of the odorous secretion of Tribolium castaneum, Ann Entomol Soc Am, 46, 281. ; M Engelhardt (1965), Odorous Secretion of Normal and Mutant Tribolium confusum, Science, 150, 632, doi.org/10.1126/science.150.3696.632 ; R Ladisch (1967), Affinity of Tetritoxin to Animal Protein, Proc Penn Acad Sci, 41, 206. ; M Blum (1978), Biochemistry of insects, 465. ; R Howard (1987), Chemosystematic studies of the Triboliini (Coleoptera: Tenebrionidae): phylogenetic inferences from the defensive chemicals of eight Tribolium spp., Palorus ratzeburgi (Wissmann), and Latheticus oryzae Waterhouse, Ann Entomol Soc Am, 80, 398. ; S Omaye (1981), Toxicity of substituted p-benzoquinones found in the secretion of tenebrionid flour beetles, Proc West Pharmacol Soc, 24, 169. ; R Ladisch (1953), Methods of obtaining quinones from flour beetles, Science, 118, 324, doi.org/10.1126/science.118.3064.324 ; A Yezerski (2000), Variation in the production and distribution of substituted benzoquinone compounds among genetic strains of the confused flour beetle, Tribolium confusum, Physiol Biochem Zool, 73, 192, doi.org/10.1086/316733 ; A Yezerski (2004), Genetic analysis of benzoquinone production in Tribolium confusum, J Chem Ecol, 30, 1035, doi.org/10.1023/B:JOEC.0000028465.37658.ae ; N Payne (1925), Some effects of Tribolium on flour, J Econ Entomol, 18, 737. ; L Roth (1943), Studies on the gaseous secretion of Tribolium confusum Duval. II. The odoriferous glands of Tribolium confusum, Ann Entomol Soc Am, 36, 397. ; D Von Endt (1971), I-Pentadecene production in Tribolium confusum, Science, 172, 60, doi.org/10.1126/science.172.3978.60 ; P Pappas (1995), Benzoquinones of the beetles, Tribolium castaneum and Tribolium confusum, Prep Biochem, 25, 155, doi.org/10.1080/10826069508010117 ; P Pappas (1996), Quantification of benzoquinones in the flour beetles, Tribolium castaneum and Tribolium confusum, Prep Biochem Biotechnol, 26, 53, doi.org/10.1080/10826069608000050 ; IARC (<b>1999</b>) Monographs on the evaluation of the carcinogenic risk of chemicals to man. Lyon 71: 1245-1250. ; IARC (<b>1977</b>) Monographs on the evaluation of the carcinogenic risk of chemicals to man. Some fumigants, the herbicides 2,4-D and 2,4,5-T, chlorinated dibenzodioxins and miscellaneous industrial chemicals. Lyon 15: 255-264. ; T Monks (2002), The metabolism and toxicity of quinones, quinonimines, quinone methides, and quinone-thioethers, Curr Drug Metab, 3, 425, doi.org/10.2174/1389200023337388 ; G Post (1985), Inhibition of RNA synthesis and interleukin-2 production in lymphocytes in vitro by benzene and its metabolites, hydroquinone and p-benzoquinone, Toxicol Lett, 29, 161, doi.org/10.1016/0378-4274(85)90037-2 ; G Post (1984), Inhibition of mRNA synthesis in rabbit bone marrow nuclei in vitro by quinone metabolites of benzene, Chem Biol Interact, 50, 203, doi.org/10.1016/0009-2797(84)90096-6 ; G Post (1986), Metabolism of benzene and phenol in macrophages in vitro and the inhibition of RNA synthesis by benzene metabolites, Cell Biol Toxicol, 2, 231, doi.org/10.1007/BF00122692 ; A D'Odorico (1997), Quinone-induced DNA single strand breaks in a human colon carcinoma cell line, Carcinogenesis, 18, 43, doi.org/10.1093/carcin/18.1.43 ; P Souček (1999), Cytochrome P450 destruction by quinines: comparison of effects in rat and human liver microsomes, Chem Biol Interact, 121, 223, doi.org/10.1016/S0009-2797(99)00100-3 ; P Souček (2000), Effect of the microsomal system on interconversions between hydroquinone, benzoquinone, oxygen activation, and lipid peroxidation, Chem Biol Interact, 126, 45, doi.org/10.1016/S0009-2797(00)00155-1 ; X Zhongwen (2005), The p-benzoquinone DNA adducts derived from benzene are highly mutagenic, DNA Repair, 4, 1399, doi.org/10.1016/j.dnarep.2005.08.012 ; E Kondrová (2007), Cytochrome P450 destruction by benzene metabolites 1,4-benzoquinone and 1,4-hydroquinone and the formation of hydroxyl radicals in minipig liver microsomes, Toxicol In Vitro, 21, 566, doi.org/10.1016/j.tiv.2006.11.002 ; A Yezerski (2007), The Effects of a Naturally Produced Benzoquinone on Microbes Common to Flour, J Chem Ecol, 33, 1217, doi.org/10.1007/s10886-007-9293-2 ; A Yezerski (2005), The effects of the presence of stored product pests on the microfauna of a flour community, J Appl Microbiol, 98, 507, doi.org/10.1111/j.1365-2672.2004.02479.x ; N Takizawa (1940), Über die experimentelle erzengung der haunt-med lungenkrebse ber der mark durch bapinselung mit chinone, Gann, 34, 158. ; N Takizawa (1941), Uber die wucherung des epithels deslLungengervebes bei maus durch die bepinselung von chinone. Beitrage zur Histogenese des Lungenkrebses, Gann, 35, 327. ; N Takizawa (1948), Cancerogenic action of quinone on skin and lung tissue of the mouse, Gann, 39, 56. ; M Sugischita (1950), Experiments in the production of skin and lung cancer in the mouse by means of unreduced quinone, Gann, 41, 125. ; H Tiedemann (1953), Wirkt p-Benzochinon bei lokaler Auwendung cancerogen, Z Naturforsch, 8, 49. ; F Kishizawa (1954), Carcinogenic action of para-benzoquinone on the lung of mice by the experimental inhalation, Gann, 45, 389. ; F Kishizawa (1955), Carcinogenic action of para-benzoquinone on the lung of mice by the experimental inhalation, Gann, 46, 359. ; F Kishizawa (1956), Carcinogenic action of para-benzoquinone on the lung of mice by the experimental inhalation, Gann, 47, 601. ; M Umeda (1957), Production of rat sarcoma by injections of propylene glycol solution of p-quinone, Gann, 48, 139. ; R Ladisch (1963), Isolation and characterization of certain insect secretions, Proc Penn Acad Sci, 37, 127. ; R Ladisch (1964), Quinone toxins and allied synthetics car-cinogenesis, Proc Penn Acad Sci, 38, 144. ; R Ladisch (1965a), Assay of Tetritoxin in flour beetles tribolium and method of detecting the toxin on cereal foods, Proc Penn Acad Sci, 39, 36. ; R Ladisch (1965b), Tetritoxin: binding with amino acids and proteins, Proc Penn Acad Sci, 39, 48. ; R Ladisch (1965), Tetritoxin: synthesis and toxicity rating, Proc Penn Acad Sci, 39, 42. ; M Suter (1963), Toxicity of insect quinones to mice, Proc Penn Acad Sci, 37, 137. ; R Ladisch (1967), Quinoid secretions in grain and flour beetles, Nature, 215, 939, doi.org/10.1038/215939a0 ; R Ladisch (1968), Sweat gland carcinoma produced in mice by insect quinones, Proc Penn Acad Sci, 42, 87. ; M Shimkin (1971), Test for carcinogenic activity of benzoquinones in long-evans rats, Cancer Res, 31, 957. ; M El-Mofty (1988), Car-cinogenicity of flour infested with Tribolium castaneum using the Egyptian toad Bufo regularis as a biological test animal, Oncology, 45, 65, doi.org/10.1159/000226533 ; M El-Mofty (1989), Carcinogenic effect of biscuits made of flour infested tribolium castaneum in bufo regularis, Oncology, 46, 63, doi.org/10.1159/000226684 ; M El-Mofty (1992), Flour infested with Tribolium castaneum, biscuits made of this flour, and 1,4-benzoquinone induce neoplastic lesions in Swiss Albino mice, Nutr Cancer, 17, 97, doi.org/10.1080/01635589209514176 ; Y Elhassaneen (2003), Blood oxidant and antioxidant status in rats feeding with insect-infested wheat flour, Pak J Biol Sci, 6, 1354, doi.org/10.3923/pjbs.2003.1354.1360