Skip to main content

Advertisement

Log in

Ommochromes of Insect Compound Eyes: Antiglycation Action

  • Published:
Neuroscience and Behavioral Physiology Aims and scope Submit manuscript

Ommochromes are screening and antioxidant pigments in the compound eyes of invertebrates and fulfil the functions of light filtration, light absorption, and antioxidant defense. We report here the first observation that ommochromes display antiglycation activity in vitro. Ommochromes were prepared from the eyes of insects of three different families: Strationyidae, Sphingidae, and Acrididae. All the ommochromes studied were found to inhibit the reaction forming fluorescent serum albumin modification products in the presence of high fructose concentrations (fructosylation). Ommochromes from the eyes of the black soldier fly (Hermetia illucens) were the most effective fructosylation inhibitors. Ommochromes oxidized with hydrogen peroxide produced no inhibitory action in relation to glycation. Our results are of interest both for understanding the biological role of ommochromes in invertebrates, in particular for clarifying their influence on oxidative modification of the proteins of the retinular and pigment cells of ommatidia, and for using them to create pharmacological agents for the treatment and prevention of pathology associated with the development of metabolic syndrome.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  • Butenandt, A. and Schafer, W., Recent Progress in the Chemistry of Natural and Synthetic Coloring Matters and Related Fields, Gore, T. S. (ed.), Academic Press, New York (1962), pp. 13–34, https://doi.org/10.1177/004051756303300710.

  • Butenandt, A., Schiedt, U., and Biekert, E., “Über Ommochrome, III. Mitteilung: Synthese des Xanthommatins,” EurJOC, 258, No. 2, 106–116 (1954).

    Google Scholar 

  • Chiu, C.-J. and Taylor, A., “Dietary hyperglycemia, glycemic index and metabolic retinal diseases,” Prog. Retin. Eye Res., 30, No. 1, 18–53 (2011), https://doi.org/10.1016/j.preteyeres.2010.09.001.

    Article  CAS  PubMed  Google Scholar 

  • Dontsov, A. E. and Ostrovsky, M. A., “Screening eye pigments as natural antioxidants,” in: Antioxidants in Systems of Varying Complexity: Chemical, Biochemical, and Biological Aspects, Shishkina, L. N. et al. (eds.), CRC Press, Apple Academic Press Inc., Oakville, Canada; Palm Bay, USA (2019), pp. 141–178.

  • Dontsov, A. E., Fedorovich, I. B., Lindstrom, M., and Ostrovsky, M. A., “Comparative study of spectral and antioxidant properties of pigments from the eyes of two Mysis relicta populations, with different light damage resistance,” J. Comp. Physiol. B, 169, 157–164 (1999).

    Article  CAS  Google Scholar 

  • Dontsov, A. E., Sakina, N. L., Kuznetsov, Yu. V., and Ostrovsky, M. A., “The antioxidant and antiglycation properties of 6-hydroxy-2-aminobenzothiazole N-acetylcysteinate,” Khim. Fiz., 38, No. 12, 54–58 (2019).

    Google Scholar 

  • Dontsov, A. E., Sakina, N. L., Yakovleva, M. A., et al., “Ommochromes from the compound eyes of insects: physicochemical properties and antioxidant activity,” Biokhimiya, 85, No. 6, 783–795 (2020).

    Google Scholar 

  • Dontsov, A. E., Zak, P. P., Ostrovsky, M. A., and Vospel’nikova, N. D., “The antiglycation action of melatonin,” Dokl. Ross. Akad. Nauk, 475, No. 5, 1–4 (2017).

    Google Scholar 

  • Dontsov, A., Koromyslova, A., Ostrovsky, M., and Sakina, N., “Lipofuscins prepared by modification of photoreceptor cells via glycation or lipid peroxidation show the similar phototoxicity,” World J. Exp. Med., 6, 63–79 (2016).

    Article  Google Scholar 

  • Edeas, M., Attaf, D., Mailfert, A.-S., et al., “Maillard reaction, mitochondria and oxidative stress: potential role of antioxidants,” Pathol. Biol. (Paris), 58, No. 3, 220–225 (2010), https://doi.org/10.1016/j.patbio.2009.09.011.

    Article  CAS  Google Scholar 

  • Farmer, L. A., Haidasz, E. A., Griesser, M., and Pratt, D. A., “Phenoxazine: a privileged scaffold for radical-trapping antioxidants,” J. Org. Chem., 82, 10523–10536 (2017), https://doi.org/10.1021/acs.joc.7b02025.

    Article  CAS  PubMed  Google Scholar 

  • Figon, F. and Casas, J., “Ommochromes in invertebrates: biochemistry and cell biology,” Biol. Rev. Camb. Philos. Soc., 94, 156–183 (2019), https://doi.org/10.1111/brv.12441.

    Article  Google Scholar 

  • Gribakin, F. G. and Chesnokova, E. G., “The use of eye mutants for studies of visual physiology in insects,” Usp. Sovrem. Biol., 97, 69–82. (1984).

    Google Scholar 

  • Gugliucci, A., “Formation of fructose-mediated advanced glycation end products and their roles in metabolic and inflammatory diseases,” Adv. Nutr., 8, 54–62 (2017), https://doi.org/10.3945/an.116.013912.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Insausti, T. C., LeGall, M., and Lazzari, C. R., “Oxidative stress, photodamage and the role of screening pigments in insect eyes,” J. Exp. Biol., 216, 3200–3207 (2013), https://doi.org/10.1242/jeb.082818.

    Article  CAS  PubMed  Google Scholar 

  • Langer, H., “Properties and functions of screening pigments in insect eyes,” Photoreceptor Optics, Springer, Berlin, New York (1975), pp. 429–455.

    Google Scholar 

  • Lapolla, A., Traldi, P., and Fedele, D., “Importance of measuring products of non-enzymatic glycation of proteins,” Clin. Biochem., 38, No. 2, 103–115 (2005).

    Article  CAS  Google Scholar 

  • Linzen, B., “The tryptophan – ommochrome pathway in insects,” Adv. Insect Physiol., 10, 117–246 (1974).

    Article  CAS  Google Scholar 

  • Ostrovsky, M. A. and Dontsov, A. E., “Vertebrate ocular melanosomes and invertebrate ocular ommochromes as antioxidant cellular organelles,” Izv. Ross. Akad. Nauk. Ser. Biol., No. 1, 95–108 (2019).

  • Ostrovsky, M. A., Sakina, N. L., and Dontsov, A. E., “An antioxidative role of ocular screening pigments,” Vision Res., 27, 893–899 (1987), https://doi.org/10.1016/0042-6989(87)90005-8.

    Article  CAS  PubMed  Google Scholar 

  • Ostrovsky, M. A., Zak, P. P., and Dontsov, A. E., “Vertebrate ocular melanosomes and invertebrate ocular ommochromes as screening cellular organelles,” Izv. Ross. Akad. Nauk. Ser. Biol., No. 6, 638–648 (2018).

  • Romero, Y. and Martinez, A., “Antiradical capacity of ommochromes,” J. Mol. Model., 21, 220 (2015), https://doi.org/10.1007/s00894-015-2773-3.

    Article  CAS  PubMed  Google Scholar 

  • Suarez, G., Maturana, J., Oronsky, A. L., and Raventos-Suarez, C., “Fructose-induced fluorescence generation of reductively methylated glycated bovine serum albumin: evidence for nonenzymatic glycation of Amadori adducts,” Biochim. Biophys. Acta, 1075, 12–19 (1991).

    Article  CAS  Google Scholar 

  • Uchiki, T., Weikel, K. A., Jiao, W., et al., “Glycation-altered proteolysis as a pathobiological mechanism that links dietary glycemic index, aging, and age-related disease (in nondiabetics),” Aging Cell, 11, No. 1, 1–13 (2012), https://doi.org/10.1111/j.1474-9726.2011.00752.x.

  • Ushakova, N., Dontsov, A., Sakina, N., et al., “Antioxidative properties of melanins and ommochromes from black soldier fly Hermetia illucens,” Biomolecules, 9, No. 9, 408 (2019), https://doi.org/10.3390/biom9090408.

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to A. E. Dontsov.

Additional information

Translated from Sensornye Sistemy, Vol. 35, No. 1, pp, 3–10, January–March, 2021.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Dontsov, A.E., Yakovleva, M.A. & Ostrovsky, M.A. Ommochromes of Insect Compound Eyes: Antiglycation Action. Neurosci Behav Physi 51, 837–841 (2021). https://doi.org/10.1007/s11055-021-01141-y

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11055-021-01141-y

Keywords

Navigation