Cargando…

Effect of Pentacyclic Guanidine Alkaloids from the Sponge Monanchora pulchra on Activity of α-Glycosidases from Marine Bacteria

The effect of monanchomycalin B, monanhocicidin A, and normonanhocidin A isolated from the Northwest Pacific sample of the sponge Monanchora pulchra was investigated on the activity of α-galactosidase from the marine γ-proteobacterium Pseudoalteromonas sp. KMM 701 (α-PsGal), and α-N-acetylgalactosam...

Descripción completa

Detalles Bibliográficos
Autores principales: Bakunina, Irina, Likhatskaya, Galina, Slepchenko, Lubov, Balabanova, Larissa, Tekutyeva, Liudmila, Son, Oksana, Shubina, Larisa, Makarieva, Tatyana
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6356649/
https://www.ncbi.nlm.nih.gov/pubmed/30609674
http://dx.doi.org/10.3390/md17010022
Descripción
Sumario:The effect of monanchomycalin B, monanhocicidin A, and normonanhocidin A isolated from the Northwest Pacific sample of the sponge Monanchora pulchra was investigated on the activity of α-galactosidase from the marine γ-proteobacterium Pseudoalteromonas sp. KMM 701 (α-PsGal), and α-N-acetylgalactosaminidase from the marine bacterium Arenibacter latericius KMM 426(T) (α-NaGa). All compounds are slow-binding irreversible inhibitors of α-PsGal, but have no effect on α-NaGa. A competitive inhibitor d-galactose protects α-PsGal against the inactivation. The inactivation rate (k(inact)) and equilibrium inhibition (K(i)) constants of monanchomycalin B, monanchocidin A, and normonanchocidin A were 0.166 ± 0.029 min(−1) and 7.70 ± 0.62 μM, 0.08 ± 0.003 min(−1) and 15.08 ± 1.60 μM, 0.026 ± 0.000 min(−1), and 4.15 ± 0.01 μM, respectively. The 2D-diagrams of α-PsGal complexes with the guanidine alkaloids were constructed with “vessel” and “anchor” parts of the compounds. Two alkaloid binding sites on the molecule of α-PsGal are shown. Carboxyl groups of the catalytic residues Asp451 and Asp516 of the α-PsGal active site interact with amino groups of “anchor” parts of the guanidine alkaloid molecules.