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Pregled bibliografske jedinice broj: 420544

Urea and carbamate derivatives of primaquine: Synthesis, cytostatic and antioxidant activities


Šimunović, Mijo; Perković, Ivana; Zorc, Branka; Ester, Katja; Kralj, Marijeta; Hadjipavlou-Litina, Dimitra; Pontiki, Eleni
Urea and carbamate derivatives of primaquine: Synthesis, cytostatic and antioxidant activities // Bioorganic and Medicinal Chemistry, 17 (2009), 15; 5605-5613 doi:10.1016/j.bmc.2009.06.030 (međunarodna recenzija, članak, znanstveni)


Naslov
Urea and carbamate derivatives of primaquine: Synthesis, cytostatic and antioxidant activities

Autori
Šimunović, Mijo ; Perković, Ivana ; Zorc, Branka ; Ester, Katja ; Kralj, Marijeta ; Hadjipavlou-Litina, Dimitra ; Pontiki, Eleni

Izvornik
Bioorganic and Medicinal Chemistry (0968-0896) 17 (2009), 15; 5605-5613

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

Ključne riječi
Primaquine ; Urea ; Carbamate ; Cytostatic Activity ; Soybean Lipoxygenase ; Lipid Peroxidation

Sažetak
The novel urea primaquine derivatives 3 were prepared by aminolysis of primaquine benzotriazolide 2 with several hydroxyamines and ethylendiamine, while carbamates 4 were synthesized from the same precursor 2 and alcohols. All compounds are fully chemically characterized and evaluated for their cytostatic and antioxidant activities. The most prominent antiproliferative activity was obtained by compounds 3c, 3d, 3g, 5b (IC50 = 9– 40 μ M). 1-(5-Hydroxypentyl)-3-[4-(6-methoxy-quinolin-8-ylamino)-pentyl]urea (3c) showed extreme selectivity toward SW 620 colon cancer cells (IC50 = 0.2 μ M) and a bit less toward lung cancer cells H 460. Hydroxyurea 3h showed the highest interaction with DPPH. Primaquine twin drug 3g showed very significant inhibition on LOX soybean (IC50 = 62 μ M). Almost all the tested derivatives highly inhibited lipid peroxidation, significantly stronger than primaquine phosphate.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Temeljne medicinske znanosti, Farmacija



POVEZANOST RADA


Projekt / tema
006-0000000-3216 - Sinteza, karakterizacija i djelovanje potencijalnih i poznatih ljekovitih tvari (Branka Zorc, )
098-0982464-2514 - Uloga različitih mehanizama odgovora stanica na terapiju oštećenjem DNA (Marijeta Kralj, )

Ustanove
Farmaceutsko-biokemijski fakultet, Zagreb,
Institut "Ruđer Bošković", Zagreb

Citiraj ovu publikaciju

Šimunović, Mijo; Perković, Ivana; Zorc, Branka; Ester, Katja; Kralj, Marijeta; Hadjipavlou-Litina, Dimitra; Pontiki, Eleni
Urea and carbamate derivatives of primaquine: Synthesis, cytostatic and antioxidant activities // Bioorganic and Medicinal Chemistry, 17 (2009), 15; 5605-5613 doi:10.1016/j.bmc.2009.06.030 (međunarodna recenzija, članak, znanstveni)
Šimunović, M., Perković, I., Zorc, B., Ester, K., Kralj, M., Hadjipavlou-Litina, D. & Pontiki, E. (2009) Urea and carbamate derivatives of primaquine: Synthesis, cytostatic and antioxidant activities. Bioorganic and Medicinal Chemistry, 17 (15), 5605-5613 doi:10.1016/j.bmc.2009.06.030.
@article{article, year = {2009}, pages = {5605-5613}, DOI = {10.1016/j.bmc.2009.06.030}, keywords = {Primaquine, Urea, Carbamate, Cytostatic Activity, Soybean Lipoxygenase, Lipid Peroxidation}, journal = {Bioorganic and Medicinal Chemistry}, doi = {10.1016/j.bmc.2009.06.030}, volume = {17}, number = {15}, issn = {0968-0896}, title = {Urea and carbamate derivatives of primaquine: Synthesis, cytostatic and antioxidant activities}, keyword = {Primaquine, Urea, Carbamate, Cytostatic Activity, Soybean Lipoxygenase, Lipid Peroxidation} }

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


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