Activating Effect of Avarol and Damiron A from Sea Sponges on α-N-Acetylgalactosaminidase from Human Colorectal Cancer Cell Cultures

Clausen, H. and Hakomori, S.-I., ABH and related histo–blood group antigens; immunochemical differences in carrier isotypes and their distribution, Vox Sang., 1989, vol. 56, pp. 1–20.

CAS  PubMed  Google Scholar 

Wu, A.M., Wu, J.H., Chen, Y.Y., Tsai, M.S., and Herp, A., Forssman pentasaccharide and polyvalent Galβ1-4GlcNAc as major ligands with affinity for Caragana arborescens agglutinin, FEBS Lett., 1999, vol. 463, pp. 225–230.  https://doi.org/10.1016/s0014-5793(99)01629-4

Article  CAS  PubMed  Google Scholar 

Nakajima, H., Kurosaka, A., Fujisawa, A., Kawasaki, T., Matsuyana, M., Nagayo, T., and Yamashina, I., Isolation and characterization of a glycoprotein from a human rectal adenocarcinoma, J. Biochem., 1983, vol. 93, pp. 651–659. https://doi.org/10.1093/oxfordjournals.jbchem.a134221

Article  CAS  PubMed  Google Scholar 

Wu, A.M., Carbohydrate structural units in glycosphingolipids as receptors for Gal and GalNAc reactive lectins, Neurochem. Res., 2002, vol. 27, pp. 593–600. https://doi.org/10.1023/a:1020263730943

Article  CAS  PubMed  Google Scholar 

Kenne, L. and Lindberg, B., Bacterial polysaccharides, in The Polysaccharides, Aspinoll, G.O., Ed., New York: Academic, 1983, vol. 2, pp. 287–363.

Google Scholar 

Tomshich, S.V., Isakov, V.V., Komandrova, N.A., and Shevchenko, L.S., Structure of the O-specific polysaccharide of the marine bacterium Arenibacter palladensis KMM 3961T containing 2-acetamido-2-deoxy-L-galacturonic acid, Biochemistry (Moscow), 2012, vol. 77, pp. 87–91. https://doi.org/10.1134/S0006297912010105

Article  CAS  PubMed  Google Scholar 

Drula, E., Garron, M.-L., Dogan, S., Lombard, V., Henrissat, B., and Terrapon, N., The carbohydrate-active enzyme database: Functions and literature, Nucleic Acids Res., 2022, vol. 50, pp. D571–D577. https://doi.org/10.1093/nar/gkab1045

Article  CAS  PubMed  Google Scholar 

Albracht, S.P.J., Allon, E., and van Pelt, J., Multiple exo-glycosidases in human serum as detected with the substrate DNP-α-GalNAc. I. A new assay for lysosomal α-N-acetylgalactosaminidase, BBA Clin., 2017, vol. 8, pp. 84–89. https://doi.org/10.1016/j.bbacli.2017.10.001

Article  PubMed  Google Scholar 

Albracht, S.P.J. and van Pelt, J., Multiple exo-glycosidases in human serum as detected with the substrate DNP-α-GalNAc. II. Three α-N-acetylgalactosaminidase-like activities in the pH 5 to 8 region, BBA Clin., 2017, vol. 8, pp. 90–96.  https://doi.org/10.1016/j.bbacli.2017.09.002

Article  PubMed  Google Scholar 

Mohamad, S.B., Nagasawa, H., Uto, Y., and Hori, H., Tumor cell alpha-N-acetylgalactosaminidase activity and its involvement in GcMAF-related macrophage activation, Comp. Biochem. Physiol., Part A: Mol. Integr. Physiol., 2002, vol. 132, pp. 1–8. https://doi.org/10.1016/s1095-6433(01)00522-0

Article  Google Scholar 

Matsuura, T., Uematsu, T., Yamaoka, M., and Furusawa, K., Effect of salivary gland adenocarcinoma cell-derived α-N-acetylgalactosaminidase on the bioactivity of macrophage activating factor, Int. J. Oncol., 2004, vol. 24, pp. 521–528.

CAS  PubMed  Google Scholar 

Yamamoto, N. and Naraparaju, V.R., Vitamin D3-binding protein as a precursor for macrophage activating factor in the inflammation-primed macrophage activation cascade in rats, Cell. Immunol., 1996, vol. 170, pp. 161–167. https://doi.org/10.1006/cimm.1996.0148

Article  CAS  PubMed  Google Scholar 

Utkina, N.K., Likhatskaya, G.N., Malyarenko, O.S., Ermakova, S.P., Balabanova, L.A., Slepchenko, L.M., and Bakunina, I.Y., Effects of sponge-derived alkaloids on activities of the bacterial α-D-galactosidase and human cancer cell α-N-acetylgalactosaminidase, Biomedicines, 2021, vol. 9, p. 510. https://doi.org/10.3390/biomedicines9050510

Article  CAS  PubMed  Google Scholar 

Utkina, N.K., Ermakova, S.P., and Bakunina, I.Y., Effects of sponge-derived polybrominated diphenyl ethers on human cancer cell α-N-acetylgalactosaminidase and bacterial α-D-galactosidase and their antioxidant activity, Environ. Sci.: Adv., 2023, vol. 2, pp. 294–303. https://doi.org/10.1039/D2VA00269H

Article  CAS  Google Scholar 

Dixon, M. and Webb., E., Enzymes, New York: Academic, 1979, 3rd ed., vol. 2.

Turberville, A., Semple, H., Davies, G., Ivanov, D., and Holdgate, G.A., A perspective on the discovery of enzyme activators, SLAS Discovery, 2022, vol. 27, pp. 419–427. https://doi.org/10.1016/j.slasd.2022.09.001

Article  CAS  PubMed  Google Scholar 

Geronikaki, A., Recent trends in enzyme inhibition and activation in drug design, Molecules, 2020, vol. 26, p. 17. https://doi.org/10.3390/molecules26010017

Article  CAS  PubMed  Google Scholar 

Zorn, J.A. and Wells, J.A., Turning enzymes ON with small molecules, Nat. Chem. Biol., 2010, vol. 6, pp. 179–188. https://doi.org/10.1038/nCHeMBIo.318

Article  CAS  PubMed  Google Scholar 

Dow, L.F., Case, A.M., Paustian, M.P., Pinkerton, B.R., Simeon, P., and Trippier, P.C., The evolution of small molecule enzyme activators, RSC Med. Chem., 2023, vol. 14, pp. 2206–2230. https://doi.org/10.1039/D3MD00399J

Article  CAS  PubMed  Google Scholar 

Bishop, A.C. and Chen, V.L., Brought to life: Targeted activation of enzyme function with small molecules, J. Chem. Biol., 2009, vol. 2, pp. 1–9. https://doi.org/10.1007/s12154-008-0012-4

Article  PubMed  Google Scholar 

Dmitriev, A., Filimonov, D., Lagunin A., et al., Prediction of severity of drug-drug interactions caused by enzyme inhibition and activation, Molecules, 2019, vol. 24, p. 3955. https://doi.org/10.3390/molecules24213955

Article  CAS  PubMed  Google Scholar 

Grimsby, J., Sarabu, R., Corbett, W.L., et al., Allosteric activators of glucokinase: Potential role in diabetes therapy, Science, 2003, vol. 301, pp. 370–373. https://doi.org/10.1126/science.1084073

Article  CAS  PubMed  Google Scholar 

Qian, Y., Corbett, W.L., Berthel, S.J., et al., Identification of RO4597014, a glucokinase activator studied in the clinic for the treatment of type 2 diabetes, ACS Med. Chem. Lett., 2013, vol. 4, pp. 414−418. https://doi.org/10.1021/ml400027y

Article  CAS  PubMed  Google Scholar 

Kok, B.P., Ghimire, S., Kim, W., et al., Discovery of small-molecule enzyme activators by activity-based protein profiling, Nat. Chem. Biol., 2020, vol. 16, pp. 997–1005. https://doi.org/10.1038/s41589-020-0555-4

Article  CAS  PubMed  Google Scholar 

Howitz, K.T., Bitterman, K.J., Cohen, H.Y., et al., Small molecule activators of sirtuins extend Saccharomyces cerevisiae lifespan, Nature, 2003, vol. 425, pp. 191–196. https://doi.org/10.1038/nature01960

Article  CAS  PubMed  Google Scholar 

Kaeberlein, M., McDonagh, T., Heltweg, B., et al., Substrate-specific activation of sirtuins by resveratrol, J. Biol. Chem., 2005, vol. 280, pp. 17038–17045. https://doi.org/10.1074/jbc.M500655200

Article  CAS  PubMed  Google Scholar 

Schmidt, E.W., Harper, M.K., and Faulkner, D.J., Makaluvamines H-M and damirone C from the pohnpeian sponge Zyzzya fuliginosa, J. Nat. Prod., 1995, vol. 58, pp. 1861–1867. https://doi.org/10.1021/np50126a008

Article  CAS  PubMed  Google Scholar 

Sladic, D. and Gasic, M.J., Reactivity and biological activity of marine sesquiterpene hydroquinone avarol and related compound from sponges of order Dictyoceratida, Molecules, 2006, vol. 11, pp. 1–33. https://doi.org/10.3390/11010001

Article  CAS  PubMed  Google Scholar 

Utkina, N.K., Denisenko, V.A., and Krasokhin, V.B., Antioxidants from Vietnamese sea sponges of the genus Dysidea, Zdorov’e. Med. Ekol. Nauka, 2014, vol. 3, no. 47, pp. 55–56.

Google Scholar 

Bakunina, I.Y., Chadova, O.A., Malyarenko, O.S., and Ermakova, S.P., The effect of fucoidan from the brown alga Fucus evanescence on the activity of α-N-acetylgalactosaminidase of human colon carcinoma cells, Mar. Drugs, 2018, vol. 16, p. 155. https://doi.org/10.3390/md16050155

Article  CAS  PubMed  Google Scholar 

Bradford, M.M., A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding, Anal. Biochem., 1976, vol. 72, pp. 248–254. https://doi.org/10.1006/abio.1976.9999

Article  CAS  PubMed 

Comments (0)

No login
gif