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An integrated approach (synthetic, structural and biological) to the study of aroylhydrazone salts


Vrdoljak, Višnja; Prugovečki, Biserka; Primožič, Ines; Hrenar, Tomica; Cvijanović, Danijela; Parlov Vuković, Jelena; Odžak, Renata; Skočibušić, Mirjana; Prugovečki, Stjepan; Lovrić, Jasna et al.
An integrated approach (synthetic, structural and biological) to the study of aroylhydrazone salts // New journal of chemistry, 42 (2018), 14; 11697-11707 doi:10.1039/c8nj01457d (međunarodna recenzija, članak, znanstveni)


Naslov
An integrated approach (synthetic, structural and biological) to the study of aroylhydrazone salts

Autori
Vrdoljak, Višnja ; Prugovečki, Biserka ; Primožič, Ines ; Hrenar, Tomica ; Cvijanović, Danijela ; Parlov Vuković, Jelena ; Odžak, Renata ; Skočibušić, Mirjana ; Prugovečki, Stjepan ; Lovrić, Jasna ; Matković-Čalogović, Dubravka ; Cindrić, Marina

Izvornik
New journal of chemistry (1144-0546) 42 (2018), 14; 11697-11707

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

Ključne riječi
Aroylhyderazone salts ; Polymorphic forms ; Cytotoxic activity ; Antibacterial effects

Sažetak
The reaction of two methoxy substituted salinazid-based hydrazones, 4-methoxysalicylaldehyde isonicotinoyl hydrazone (L1) and 3-methoxysalicylaldehyde isonicotinoyl hydrazone (L2) with HCl, HBr, HNO3 and H2SO4 in methanol yielded salts of different stoichiometries (1:1 or 2:1) and/or polymorphic forms. In such a way (HL1)+X− and (HL2)+X−salts where X = Cl, Br, NO3, HSO4, as well as [H(L1)2]+Br− and (HL1)2+SO4 2− were obtained. Solid state properties and propensity for transformation between different forms in solution were also investigated. Crystal structures were solved by the single-crystal X-ray diffraction method and by the powder diffraction method. Details of anion binding with the isoniazid functionality are discussed. The aroylhydrazone salts were evaluated for cytotoxic activity in vitro. All compounds exhibited weak cytotoxicity against THP-1 and no cytotoxicity against HepG2 cells. In a preliminary antimicrobial screening assay, these compounds were not only active against antibiotic susceptible Gram-positive, but also exhibited antibacterial effects on a wide range of multidrug-resistant Gram-positive as well as multidrug resistant Gram-negative bacterial pathogens.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Časopis indeksira:


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


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