Pretražite po imenu i prezimenu autora, mentora, urednika, prevoditelja

Napredna pretraga

Pregled bibliografske jedinice broj: 492545

The novel amidocarbamate derivatives of ketoprofen: synthesis and biological activity


Rajić, Zrinka; Hadjipavlou-Litina, Dimitra; Pontiki, Eleni; Balzarini, Jan; Zorc, Branka
The novel amidocarbamate derivatives of ketoprofen: synthesis and biological activity // Medicinal chemistry research, 20 (2010), 210-219 doi:10.1007/s00044-010-9309-2 (međunarodna recenzija, članak, znanstveni)


CROSBI ID: 492545 Za ispravke kontaktirajte CROSBI podršku putem web obrasca

Naslov
The novel amidocarbamate derivatives of ketoprofen: synthesis and biological activity

Autori
Rajić, Zrinka ; Hadjipavlou-Litina, Dimitra ; Pontiki, Eleni ; Balzarini, Jan ; Zorc, Branka

Izvornik
Medicinal chemistry research (1054-2523) 20 (2010); 210-219

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

Ključne riječi
ketoprofen amide; carbamate; antioxidant; peroxidation; lipoxygenase; cytostatic activity; ketoprofen amide; carbamate; antioxidant; peroxidation; lipoxygenase; cytostatic activity

Sažetak
A series of novel ketoprofen derivatives 4a–j bearing both amide and carbamate functionalities were prepared using the benzotriazole method of carboxylic and hydroxy group activation. Selective reduction of ketoprofen produced hydroxy derivative 2, which in the reaction with one or two moles of 1-benzotriazole carboxylic acid chloride (1) gave benzotriazole derivatives 3a and 3b, respectively. Compounds 3a and 3b with various amines afforded amidocarbamates 4a–j. Antioxidative screenings revealed that the prepared compounds 3b and 4a–j possess excellent lipid peroxidation inhibition at 0.1 mM concentration, higher than 95% for the derivatives bearing aromatic, cycloalkyl or heterocyclic substituents. Two of the compounds, 3b and 4g, also show high soybean lipoxygenase inhibition activity (95 and 83.5%, respectively). On the other hand, the amidocarbamate derivatives of ketoprofen show only weak reducing activity against 1, 1-diphenyl-2- picrylhydrazyl radicals. No selective antiviral effects were noted for the tested compounds against a broad variety of DNA and RNA viruses. Most compounds were endowed with a moderate (IC50: 10–25 uM) cytostatic activity.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Biologija, Farmacija



POVEZANOST RADA


Projekt / tema
006-0000000-3216 - Sinteza, karakterizacija i djelovanje potencijalnih i poznatih ljekovitih tvari (Branka Zorc, )

Ustanove
Farmaceutsko-biokemijski fakultet, Zagreb

Profili:

Avatar Url Zrinka Rajić (autor)

Avatar Url Branka Zorc (autor)

Citiraj ovu publikaciju

Rajić, Zrinka; Hadjipavlou-Litina, Dimitra; Pontiki, Eleni; Balzarini, Jan; Zorc, Branka
The novel amidocarbamate derivatives of ketoprofen: synthesis and biological activity // Medicinal chemistry research, 20 (2010), 210-219 doi:10.1007/s00044-010-9309-2 (međunarodna recenzija, članak, znanstveni)
Rajić, Z., Hadjipavlou-Litina, D., Pontiki, E., Balzarini, J. & Zorc, B. (2010) The novel amidocarbamate derivatives of ketoprofen: synthesis and biological activity. Medicinal chemistry research, 20, 210-219 doi:10.1007/s00044-010-9309-2.
@article{article, year = {2010}, pages = {210-219}, DOI = {10.1007/s00044-010-9309-2}, keywords = {ketoprofen amide, carbamate, antioxidant, peroxidation, lipoxygenase, cytostatic activity, ketoprofen amide, carbamate, antioxidant, peroxidation, lipoxygenase, cytostatic activity}, journal = {Medicinal chemistry research}, doi = {10.1007/s00044-010-9309-2}, volume = {20}, issn = {1054-2523}, title = {The novel amidocarbamate derivatives of ketoprofen: synthesis and biological activity}, keyword = {ketoprofen amide, carbamate, antioxidant, peroxidation, lipoxygenase, cytostatic activity, ketoprofen amide, carbamate, antioxidant, peroxidation, lipoxygenase, cytostatic activity} }

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


Citati





    Contrast
    Increase Font
    Decrease Font
    Dyslexic Font