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Molecular modeling on porphyrin derivatives as ß5 subunit inhibitor of 20S proteasome.
Arba, Muhammad; Nur-Hidayat, Andry; Yusuf, Muhammad; Hertadi, Rukman; Wahyudi, Setyanto Tri; Surantaadmaja, Slamet Ibrahim; Tjahjono, Daryono H.
Afiliación
  • Arba M; Faculty of Pharmacy, Halu Oleo University, Kendari, 93231, Indonesia. Electronic address: arba_muh@yahoo.com.
  • Nur-Hidayat A; Faculty of Pharmacy, Halu Oleo University, Kendari, 93231, Indonesia.
  • Ruslin; Faculty of Pharmacy, Halu Oleo University, Kendari, 93231, Indonesia.
  • Yusuf M; Department of Chemistry, Padjajaran University, Bandung, 40312, Indonesia.
  • Sumarlin; Department of Chemistry, Bandung Institute of Technology, Bandung, 40312, Indonesia.
  • Hertadi R; Department of Chemistry, Bandung Institute of Technology, Bandung, 40312, Indonesia.
  • Wahyudi ST; Department of Physics, Bogor Agricultural University, Bogor, 16680, Indonesia.
  • Surantaadmaja SI; School of Pharmacy, Bandung Institute of Technology, Bandung, 40312, Indonesia.
  • Tjahjono DH; School of Pharmacy, Bandung Institute of Technology, Bandung, 40312, Indonesia. Electronic address: daryonohadi@fa.itb.ac.id.
Comput Biol Chem ; 74: 230-238, 2018 Jun.
Article en En | MEDLINE | ID: mdl-29674291
The ubiquitin-proteasome system plays an important role in protein quality control. Currently, inhibition of the proteasome has been validated as a promising approach in anticancer therapy. The 20S core particle of the proteasome harbors ß5 subunit which is a crucial active site in proteolysis. Targeting proteasome ß5 subunit which is responsible for the chymotrypsin-like activity of small molecules has been regarded as an important way for achieving therapeutics target. In the present study, a series of porphyrin derivatives bearing either pyridine or pyrazole rings as meso-substituents were designed and evaluated as an inhibitor for the ß5 subunit of the proteasome by employing molecular docking and dynamics simulations. The molecular docking was performed with the help of AutoDock 4.2, while molecular dynamics simulation was done using AMBER 14. All compounds bound to the proteasome with similar binding modes, and each porphyrin-proteasome complex was stable during 30 ns MD simulation as indicated by root-mean-square-deviation (RMSD) value. An analysis on protein residue fluctuation of porphyrin binding demonstrates that in all complexes, porphyrin binding produces minor fluctuation on amino acid residues. The molecular mechanics Poisson-Boltzmann surface area (MM-PBSA) free energy calculation shows that the binding affinities of mono-H2PyP, bis-H2PzP, and tetra-H2PyP were comparable with that of the potential inhibitor, HU10. It is noted that the electrostatic interaction increases with the number of meso-substituents, which was favourable for porphyrin binding. The present study shows that both electrostatic and van der Waals interaction are the main force which controls the interaction of porphyrin compounds with the proteasome.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Porfirinas / Complejo de la Endopetidasa Proteasomal / Inhibidores de Proteasoma Límite: Humans Idioma: En Revista: Comput Biol Chem Asunto de la revista: BIOLOGIA / INFORMATICA MEDICA / QUIMICA Año: 2018 Tipo del documento: Article Pais de publicación: Reino Unido

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Porfirinas / Complejo de la Endopetidasa Proteasomal / Inhibidores de Proteasoma Límite: Humans Idioma: En Revista: Comput Biol Chem Asunto de la revista: BIOLOGIA / INFORMATICA MEDICA / QUIMICA Año: 2018 Tipo del documento: Article Pais de publicación: Reino Unido