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Pregled bibliografske jedinice broj: 400644

Computational structure-activity study directs synthesis of novel antitumor enkephalin analogs


Gredičak, Matija; Supek, Fran; Kralj, Marijeta, Majer, Zsuzsa; Hollosi, Miklos; Šmuc, Tomislav; Mlinarić-Majerski, Kata; Horvat, Štefica
Computational structure-activity study directs synthesis of novel antitumor enkephalin analogs // Amino acids (Wien), 38 (2010), 4; 1185-1191 doi:10.1007/s00726-009-0329-5 (međunarodna recenzija, članak, znanstveni)


Naslov
Computational structure-activity study directs synthesis of novel antitumor enkephalin analogs

Autori
Gredičak, Matija ; Supek, Fran ; Kralj, Marijeta, Majer, Zsuzsa ; Hollosi, Miklos ; Šmuc, Tomislav ; Mlinarić-Majerski, Kata ; Horvat, Štefica

Izvornik
Amino acids (Wien) (0939-4451) 38 (2010), 4; 1185-1191

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Enkephalin analogs ; (1-adamantyl)glycine ; QSAR study ; CD spectroscopy ; In vitro antiproliferative activity ; Peptide synthesis

Sažetak
The capability of a Support Vector Machines QSAR model to predict the antiproliferative ability of small peptides was evaluated by screening a virtual library of enkephalin-like analogs modified by incorporation of the (R, S)-(1-adamantyl)glycine (Aaa) residue. From an initial set of 390 compounds, the peptides, Tyr-Aaa-Gly-Phe-Met (2), Tyr-Aaa-Gly-Phe-Phe (3), Phe-Aaa-Gly-Phe-Phe (4) and Phe-Aaa-Gly-Phe-Met (5) were selected, synthesized and their antitumor activity was tested and compared to that of Met-enkephalin (1). The antiproliferative activity correlated with the computational prediction and with the foldamer-forming ability of the studied peptides. The most active compounds were the hydrophobic peptides, Phe-Aaa-Gly-Phe-Phe (4) and Phe-Aaa-Gly-Phe-Met (5), having a greater propensity to adopt folded structures than the other peptides.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Temeljne medicinske znanosti, Informacijske i komunikacijske znanosti



POVEZANOST RADA


Projekt / tema
098-0000000-3168 - Strojno učenje prediktivnih modela u računalnoj biologiji (Tomislav Šmuc, )
098-0982464-2514 - Uloga različitih mehanizama odgovora stanica na terapiju oštećenjem DNA (Marijeta Kralj, )
098-0982933-2911 - Kavezasti spojevi: ugradbene jedinice u molekularnim sustavima (Kata Majerski, )
098-0982933-2936 - Kemijske preobrazbe prirodnih spojeva (Lidija Varga-Defterdarović, )

Ustanove
Institut "Ruđer Bošković", Zagreb

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus
  • MEDLINE


Citati