Dergiler / Journal of Ongoing Chemical Research / 2017 / Volume: 3 Issue: 1

SYNTHESIS, CHARACTERIZATION, UREASE INHIBITORY AND TYROSINASE INHIBITORY ACTIVITIES OF SOME CHIRAL PYRAZOLO DERIVATIVES

Yusuf Sıcak(Department of Aromatic and Medicinal Plants, Köyceyiz Vocational School, Muğla Sıtkı Koçman University, Köyceğiz-48800, MUĞLA Turkey)
Said Nadeem(Department of Chemistry, Faculty of Sciences, Muğla Sıtkı Koçman University, Kötekli-48121 MUĞLA Turkey)
Bedriye Seda Kurşun Aktar(Department of Property Protection and Security, Yapraklı Vocational School, Çankırı Karatekin University, 18200 ÇANKIRI Turkey)
Emine Elçin Oruç Emre(Department of Chemistry, Faculty of Art and Sciences, Gaziantep University, Şehitkamil-27310 GAZİANTEP Turkey)
Mehmet Öztürk(Department of Chemistry, Faculty of Sciences, Muğla Sıtkı Koçman University, Kötekli-48121 MUĞLA Turkey)
Ayşegül Karaküçük İyidoğan(Department of Chemistry, Faculty of Art and Sciences, Gaziantep University, Şehitkamil-27310 GAZİANTEP Turkey)
Mehmet Ali Özler(Department of Chemistry, Faculty of Sciences, Muğla Sıtkı Koçman University, Kötekli-48121 MUĞLA Turkey)
İbrahim Demirtaş(Department of Chemistry, Faculty of Sciences, Çankırı Karatekin University, 18200 ÇANKIRI Turkey)
Sayfa
—
Yayın Tarihi
2017-06-01
🏛️Bu makalenin bibliyografik verileri ve tam metin bağlantısı DergiPark üzerinden sağlanmıştır.
DergiPark Kaydı ↗
✨

Yapay Zeka Hızlı Bakış & Çıkarımlar

AI Insight
⚡ TL;DR(1 Cümlede Hızlı Çıkarım)

According to tyrosinase assay results, compound 2f showed the good tyrosinase inhibitory activity i.e. 6.12±0.40 mM of IC50

📌 3 Maddede Bu Makale

🎯
Amaç & Hipotez:A series of some pyrazolo derivatives a-f were synthesized and their urease inhibitory and tyrosinase inhibitory activities were evaluated.
📊
Temel Bulgular & Veri:Among synthesized compounds, 2f, 2e, 1f, 2d, 1e, 2b, and 1d showed excellent activities IC50 i.e. 11.73±0.28, 14.21±0.56, 15.37±0.89, 17.66±0.82, 18.64±0.19, 19.55±0.39, and 22.08±0.96 µM, respectively.
💡
Sonuç & Katkı:According to tyrosinase assay results, compound 2f showed the good tyrosinase inhibitory activity i.e. 6.12±0.40 mM of IC50
🔬Tür:Research Article
📍Kapsam:Genişletilmiş Akademik Örneklem
⚙️Değişkenler:Pyrrolidine · chiral · thiazolidine-2

Abstract

A series of some pyrazolo derivatives a-f were synthesized and their urease inhibitory and tyrosinase inhibitory activities were evaluated. Among synthesized compounds, 2f, 2e, 1f, 2d, 1e, 2b, and 1d showed excellent activities IC50 i.e. 11.73±0.28, 14.21±0.56, 15.37±0.89, 17.66±0.82, 18.64±0.19, 19.55±0.39, and 22.08±0.96 µM, respectively. According to tyrosinase assay results, compound 2f showed the good tyrosinase inhibitory activity i.e. 6.12±0.40 mM of IC50

🔖

Bu Makaleye Atıf Yap

Sıcak, Y., Nadeem, S., Aktar, B. S. K., Emre, E. E. O., Öztürk, M., İyidoğan, A. K., Özler, M. A., Demirtaş, İ. (2017). SYNTHESIS, CHARACTERIZATION, UREASE INHIBITORY AND TYROSINASE INHIBITORY ACTIVITIES OF SOME CHIRAL PYRAZOLO DERIVATIVES. Journal of Ongoing Chemical Research, Volume: 3 Issue: 1. https://doi.org/10.5281/zenodo.3768580

📄 Tam Metin PDF Okuyucu

📄

PDF görüntüleyici hazırlanıyor...

Kaynakça (27)

  1. F. Bellina, R. Rossi, Synthesis and biological activity of pyrrole, pyrroline and pyrrolidine derivatives with two aryl groups on adjacent positions, Tetrahedron, 62 (2006) 7213
  2. E. Hensler Mary, G. Bernstein, V. Nizet, A. Nefzi, Pyrrolidine bis-cyclic guanidines with antimicrobial activity against drug-resistant Gram-positive pathogens identified from a mixture-based combinatorial library, Bioorg Med Chem Lett, 16 (2006) 5073-5079
  3. X. Li, Y. Li, W. Xu, Design, synthesis, and evaluation of novel galloyl pyrrolidine derivatives as potential anti-tumor agents, Bioorg Med Chem, 14 (2006) 1287-1293
  4. J. Obniska, A. Zagorska, Synthesis and anticonvulsant properties of new N-[(4- arylpiperazin-1-yl)-methyl] derivatives of 3-aryl pyrrolidine-2,5-dione and 2- azaspiro[4.4]nonane-1,3-dione, Il Farmaco, 58 (2003) 1227-1234
  5. S. Imamura, Y. Ishihara, T. Hattori, O. Kurasawa, Y. Matsushita, Y. Sugihara, N. Kanzaki, Y. Lizawa, M. Baba, S. Hashiquchi, CCR5 antagonists as anti-HIV-1 agents. 1. Synthesis and biological evaluation of 5-oxopyrrolidine-3-carboxamide derivatives, Chem Pharm Bull, 52 (2004) 63-73
  6. F.E. Onen-Bayram, I. Durmaz, D. Scherman, J. Herscovici, R. Cetin- Atalay, A novel thiazolidine compound induces caspase-9 dependent apoptosis in cancer cells, Bioorg Med Chem, 20 (2012) 5094-5102
  7. F.E. Onen-Bayram, K. Buran, I. Durmaz, B. Berk, R. Çetin-Atalay, 3-Propionylthiazolidine-4-carboxylic acid ethyl esters: a family of antiproliferative thiazolidines, Med Chem Commun, 6 (2015) 90-93
  8. P. Prabhakar, H.S. Thatte, R.M. Goetz, M.R. Cho, D.E. Golan, T. Michel, Receptorregulated translocation of endothelial nitric-oxide synthase, J Biol Chem 273 (1998) 27383-27388
  9. N.F. Pavin, F. Donato, F.W. Cibin, C.R. Jesse, P.H. Schneider, H.D. De Salles, L.D.A. Soares, D. Alves, L. Savegnago, Antinociceptive and anti-hypernociceptive effects of Sephenyl thiazolidine-4-carboselenoate in mice, Eur J Pharmacol, 668 (2011) 169-176
  10. L. Del Fabbro, C. Borges Filho, L. Cattelan Souza, L. Savegnago, D. Alves, P. Henrique Schneider, H.D. de Salles, C.R. Jesse, Effects of Se-phenyl thiazolidine-4-carboselenoate on mechanical and thermal hyperalgesia in brachial plexus avulsion in mice: mediation by cannabinoid CB1 and CB2 receptors, Brain Res 1475 (2012) 31-6
  11. N.V. Francine, M.M. Débora, C. Micheli, M.C. Angela, A. Diego, JL. Eder, D.S. Salles, H.S. Paulo, S. Lucielli, Antioxidant properties of (R)-Se-aryl thiazolidine-4- carboselenoate, Chem Biol Interact. 205 (2013) 100-107
  12. O. Rosati, M. Curini, M.C. Marcotullio, A. Macchiarulo, M. Perfumi, L. Mattioli, F. Rismondo, G. Cravotto, Synthesis, docking studies and anti-inflammatory activity of 4,5,6,7-tetrahydro-2H-indazole derivatives, Bioorg Med Chem, 15 (2007) 3463-3473
  13. E. Banoğlu, C. Akoğlu, S. Unlu, E. Küpeli, E. Yesilada, M.F. Şahin, Amide derivatives of [6-(5-methyl-3-phenylpyrazole-1-yl)-3(2H)-pyridazinone-2-yl]acetic acids as potential analgesic and anti-inflammatory compounds. Arch Pharm Pharm Med Chem, 337 (2004) 7-14
  14. N. Benaamane, B. Nedjar-Kolli, Y. Bentarzi, L. Hammal, A. Geronikaki, P. Eleftheriou, A. Lagunin, Synthesis and in silico biological activity evaluation of new N-substituted pyrazolo-oxazin-2-one systems, Bioorg Med Chem, 6 (2008) 3059-3066
  15. Z. Amtul, R. Atta-ur., R.A. Siddiqui, M.I. Choudhary, Chemistry and mechanisim of urease inhibition. Curr Med Chem, 9 (2002) 1323-1348
  16. L.V. Modolo, A.X. Souza, L.P. Horta, D.P. Araujo, A. Fátima, An overview on the potential of natural products as ureases inhibors: a review, J Adv Res, 6 (2015) 35-44
  17. L. Vomos-Vigyazo, Polyphenol oxidase and peroxidase in fruits and vegetables, Crit Rev Food Sci Nutr, 15 (1981) 49-127
  18. K.G. Strothkemp, R.L. Jolley, H.S. Mason, Quaternary structure of mushroom tyrosinase, Biochem Biophys Res Commun, 70 (1976) 519-524
  19. I. Parveen, M.D. Threadgill, J.M. Moorby, A. Winters, Oxidative phenols in forage crops containing polyphenol oxidase enzymes, J Agric Food Chem, 58 (2010) 1371-1382
  20. M. Seiberg, C. Paine, E. Sharlow, P. Andrade-Gordun, M. Costanzo, M. Eisinger, S.S. Shapiro, Inhibition of melanosome transfer results in skin lightening, J Invest Dermatol, 115 (2000)162-167
  21. L.A. Nguyen, H. He, Chuong, Pham-Huy, Chiral Drugs: An overview, Int J Biomed Sci, 2 (2006) 85-100
  22. A. Verma, S.K. Saraf, 4-Thiazolidinone - a biologically active scaffold, Eur J Med Chem, 43 (2008) 897-905
  23. M.R. Shaaban, A.S. Mayhoub, A.M. Farag, Recent advances in the therapeutic applications of pyrazolines, Expert Opin Ther Pat, 22 (2012) 253-291
  24. S. Khatib, O. Nerya, R. Musa, M. Shumel, S. Tamir, J. Vaya, Chalcones as Potent Tyrosinase Inhibitors: The Importance of 2,4-disubstituted Resorcinol Moiety, Bioorg Med Chem, 13 (13) 433-441
  25. G. Bruno, L. Costantino, C. Curinga, R. Maccari, F. Monforte, F. Nicolo, R. Ottana, M.G. Vigorita, Synthesis and aldose reductase inhibitory activity of 5-arylidene-2,4- thiazolidinediones, Bioorg Med Chem, 10 (2002) 1077-1084
  26. D. Pandey, A.K. Nag, Synthesis of Some Thiazolidinopyrazolines from Rhodanine, Asian Journal of Chemistry, 12 (2000) 612-614
  27. M.W. Weatherburn, Phenol-hypochlorite reaction for determination of ammonia, Anal Chem, 3 (1967) 971-4