A convenient synthesis of new NSAID esters containing amino acid, urea and amide moieties

1. D. Wang and R. N. DuBois, Eicosanoids and cancer, Nat. Rev. Cancer 10 (2010) 181-193; DOI: 10.1038/nrc2809.10.1038/nrc2809289813620168319Search in Google Scholar

2. E. R. Rayburn, S. J. Ezell and R. Zhang, Anti-inflammatory agents for cancer therapy, Mol. Cell. Pharmacol. 1 (2009) 29-43.10.4255/mcpharmacol.09.05284309720333321Search in Google Scholar

3. B. Zawidlak-Wegrzynska, M. Kawalec, I. Bosek, M. Luczyk-Juzwa, G. Adamus, A. Rusin, P. Filipczak, M. Glowala-Kosinska, K. Wolanska, Z. Krawczyk and P. Kurcok, Synthesis and antiproliferative properties of ibuprofen-oligo(3-hydroxybutyrate) conjugates, Eur. J. Med. Chem. 45 (2010) 1833-1842; DOI: 10.1016/j.ejmech.2010.01.020.10.1016/j.ejmech.2010.01.02020171760Search in Google Scholar

4. S. Fogli, I. Banti, F. Stefanelli, L. Picchianti, M. Digiacomo, M. Macchia, M. C. Breschi and A. Lapucci, Therapeutic potential of sulindac hydroxamic acid against human pancreatic and colonic cancer cells, Eur. J. Med. Chem. 45 (2010) 5100-5107; DOI: 10.1016/j.ejmech.2010.08.019.10.1016/j.ejmech.2010.08.01920801552Search in Google Scholar

5. W. Liu, J. Zhou, K. Bensdorf, H. Zhang, H. Liu, Y. Wang, H. Qian, Y. Zhang, A. Wellner, G. Rubner, W. Huang, C. Guo and R. Gust, Investigations on cytotoxicity and anti-inflammatory potency of licofelone derivatives, Eur. J. Med. Chem. 46 (2011) 907-913; DOI:10.1016/j.ejmech.2011. 01.002.Search in Google Scholar

6. Z. Rajić, D. Hadjipavlou-Litina, E. Pontiki, M. Kralj, L. Šuman and B. Zorc, The novel ketoprofen amides - Synthesis and biological evaluation as antioxidants, lipoxygenase inhibitors and cytostatic agents, Chem. Biol. Drug Des. 75 (2010) 641-652; DOI: 10.1111/j.1747-0285.2010.00963.x.10.1111/j.1747-0285.2010.00963.x20337784Search in Google Scholar

7. Z. Rajić, D. Hadjipavlou-Litina, E. Pontiki, J. Balzarini and B. Zorc, The novel amidocarbamate derivatives of ketoprofen: Synthesis and biological activity, Med. Chem. Res. 20 (2010) 210-219; DOI: 10.1007/s00044-010-9309-2.10.1007/s00044-010-9309-2707995432214761Search in Google Scholar

8. K. Wittine, K. Benci, Z. Rajić, B. Zorc, M. Kralj, M. Marjanović, K. Pavelić, E. De Clercq, G. Andrei, R. Snoeck, J. Balzarini and M. Mintas, The novel phosphoramidate prodrugs of NSAID 3-hydroxypropylamides: Synthesis, cytostatic and antiviral activity evaluations, Eur. J. Med. Chem. 44 (2009) 143-151; DOI: 10.1016/j.ejmech.2008.03.037.10.1016/j.ejmech.2008.03.03718485540Search in Google Scholar

9. I. Perković, I. Butula, M. Kralj, I. Martin-Kleiner, J. Balzarini, D. Hadjipavlou-Litina, A-M. Katsori and B. Zorc, Novel NSAID 1-acyl-4-cycloalkyl/arylsemicarbazides and 1-acyl-5-benzyloxy/ hydroxy)carbamoylcarbazides as potential anticancer agents and antioxidants, Eur. J. Med. Chem.51 (2012) 227-238; DOI: 10.1016/j.ejmch.2012.02.046.Search in Google Scholar

10. Z. Rajić, I. Butula, B. Zorc, S. Kraljević Pavelić, K. Hock, K. Pavelić, L. Naesens, E. De Clercq, J. Balzarini, M. Przyborowska, T. Ossowski and M. Mintas, Cytostatic and antiviral evaluations of NSAID hydroxamic acids, Chem. Biol. Drug Des. 73 (2009) 328-338; DOI: 10.1111/j.1747-0285. 2009.00774x.Search in Google Scholar

11. Z. Rajić, I. Perković, I. Butula, B. Zorc, D. Hadjipavlou-Litina, E. Pontiki, S. Pepeljnjak and I. Kosalec, Synthesis and biological evaluation of O-methyl and O-ethyl NSAID hydroxamic acids, J. Enzyme Inhib. Med. Chem. 24 (2009) 1179-1187; DOI: 10.1080/14756360902779128.10.1080/1475636090277912819772490Search in Google Scholar

12. B. Zorc, S. Antolić and I. Butula, Macromolecular prodrugs. I. Synthesis of some non-steroidal anti-inflammatory drug esters, Acta Pharm. 43 (1993) 127-133.Search in Google Scholar

13. M. Barbarić, M. Kralj, M. Marjanović, I. Husnjak, K. Pavelić, J. Filipović-Grčić, D. Zorc and B. Zorc, Synthesis and in vitro antitumor effect of diclofenac and fenoprofen thiolated and nonthiolated polyaspartamide-drug conjugates, Eur. J. Med. Chem. 42 (2007) 20-29; DOI: 10.1016/ j.ejmech.2006.08.009.10.1016/j.ejmech.2006.08.00917010482Search in Google Scholar

14. I. Kalčić, M. Zovko, M. Jadrijević-Mladar Takač, B. Zorc and I. Butula, Synthesis and reactions of some azolecarboxylic acid derivatives, Croat. Chem. Acta 76 (2003) 217-228.Search in Google Scholar

15. I. Butula, B. Zorc and V. Vela, Reaktionen mit 1-Benzotriazol carbonsaurechlorid.VII. Die Umsetzung mit Aminosauren, Croat. Chem. Acta 54 (1981) 435-440. 418 Search in Google Scholar